Vacation Home Rentals By Owner In Holmes Beach, FL

$415.6

Island Charm by SeaBreeze Vacation

Holmes Beach, Florida, United States

A few things that make Island Charm special:br- Holmes Beach on Anna Maria Island - Short 5 min walk to Gulf Beachesbr- Heated pool - sun shelf and dining in poolbr- Grill (propane included)br- Professional Linen Servicesbr- Complimentary WiFIbr- Beach chairs, beach wagon & beach umbrellabr- Parking for 2 vehiclesbrbrStep into this charming 2-bedroom, 2-bathroom cottage with thoughtful attention to detail and designed for effortless living. Island Charm, an inviting home blends style and comfort, making it move-in ready from day one.brbrInside, you'll find a beautifully appointed gourmet kitchen with wine fridge, perfect for both everyday living and entertaining, along with a versatile den ideal for a home office or cozy retreat. Modern upgrades such as impact windows and a convenient interior laundry add to the home's functionality and peace of mind.brbrThe true highlight lies outdoors, where a stunning covered patio creates a seamless extension of the living space. Relax or entertain poolside beside your heated pool, complete with a built-in cocktail table—perfect for enjoying a salt-rimmed margarita in your own private oasis.brbrWhether you're seeking a full-time residence or a vacation getaway, Island Charm offers the perfect blend of luxury, comfort, and laid-back charm.brbrIsland Charm is rated in the Elite tier of the SeaBreeze Property Rating System. This system ranks each home based on quality, design, furnishings, and guest-focused amenities. Elite properties provide a high level of luxury with stylish décor, upgraded furnishings, modern appliances, and beautiful outdoor spaces that often include heated pools or spas. Island Charm offers an elevated vacation experience with impressive comfort and thoughtful attention to detail.brbrProperty Cancellation Policy - SeaBreeze Vacation has spent a great deal of time and effort into formulating a cancellation policy for you. SeaBreeze Vacation has the most flexible cancellation policy on the Island. You are allowed to cancel your reservation up to 14 days prior to check-in to receive a refund. Additional terms and conditions apply. brbrSeaBreeze Linen & Amenity Packs - With all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following: brPer Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach TowelbrPer Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bath MatbrPer Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen Towels brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbrCity of Holmes Beach Vacation Rental License: VRC26-000042brMax Occupancy: 6 Guests | Max Vehicles: 2brQuiet Hours: 10 p.m. - 7 a.m. - please respect our island communitybrMin stay requirements vary by city ordinance and are often 7 nights. Please contact our office with any questions.

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Select Dates for Price

Private Vacation Home

Single Level Home- 1 Minute Walk to the Beach- 5 minute walk to Restaurant/Shops

Holmes Beach, Florida, United States

Welcome to the Blue Grotto — Your 1,850 sq ft Island Playground!brbrRecently renovated with all-new kitchens and more!brKick back, spread out, and settle into our spacious 1850 sq ft beach house featuring:br• 3 bedroomsbr• 2 bathroomsbr• Full kitchenbr• Living roombr• Bar areabrbr• Tons of space for both Team Early Riser and Team Sleep-In to vacation in harmonybrbrOnly 6 houses from the beach and steps from your large private pool*—you’ll be planning next year’s trip before this one ends.br brThe Housebr• Perfect for big families needing extra hangout zonesbr• Two fully equipped kitchensbr• Outdoor TV for poolside game daysbr• Shuffleboard table for bragging rightsbr• 2 king bedrooms + 1 twin bedrooms, each with its own TVbr• Large private pool (heating optional*)br brBeach & Essentials ProvidedbrWe supply:br• Beach towels, chairs, wagon, coolerbr• Bath towels, sheets & blanketsbr• A starter set of basics: soaps, trash bags, etc.br• Kitchens stocked with dishes, utensils, gadgets & morebr brThe Famous “Golden Triangle” — AKA Everything-Is-Right-Here ZonebrYou're surrounded by all the island favorites. Walk, bike, or hop on a golf cart to reach:br• 5-minute walk → AMI Beach Café (Dad’s all-you-can-eat pancakes!)br• 2-minute golf cart ride → Freckled Fin Irish Pub for a cold beerbr• 5 minutes → Two Scoops Ice Cream (dangerously delicious)br• 2 minutes → The Doctor’s Office for next-level cocktailsbr• 2 minutes → The Ugly Grouper… and safely back home againbr• 4 minutes → Fresh seafood at Captain Anthony’s + groceries at Publixbr• End of the block → Free Island Trolley to Coquina Beach & AMI City Pierbr• Ginny’s & Jane E’s → Cinnamon rolls the size of your headbr• The Sand Bar → Sunset + piña colada w/ dark rum floater (mandatory)br• Historic Bridge Street → Souvenirs, live music & island shoppingbr• Tide Tables → Legendary fried grouperbr• Starfish → Fried shrimp some call “life-changing”br br Island Days Done Rightbr• Watch the game on the outdoor TV while the kids splash in the poolbr• Wander to the sugar-white sand beach in secondsbr• Swap ocean sightings: Manatee Sea turtle Mermaid br• Challenge the crew to a shuffleboard showdownbr• Wind down with a 1-minute stroll to a jaw-dropping sunsetbr• Sleep soundly in plush king and twin bedroomsbr brExperience Vintage AMIbrAnna Maria Island is a 7-mile stretch of pure old-Florida charm—flip-flops required, speed limit max 35 mph, relaxation guaranteed.brbrSee y’all soon at the Blue Grotto!brbr*Pool heat available for an additional chargebrbrAsk about off-season stays shorter than a weekbrbrVRC21-000058brYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.

3

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2

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6

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$397.34

/ Nightly

Private Vacation Home

Sunset Beach by Duncan Real Estate

Holmes Beach, Florida, United States

Welcome to Sunset Beach! Looking for an Island duplex with private pool and tons of charm and personality for your getaway Look no further. This newly updated vacation rental is perfect for a laid-back getaway. Sunset Beach is just a three-minute walk over to the Gulf Beaches in a quiet residential neighborhood. br br HIGHLIGHTSbr br 1016 sq. ft. br Private pool (20x12 ft) br 0.2 mile from bay access br 0.2 mile from beach access br Any Size Dog allowedbr br BEDROOMSbr br Sleeps 6br Primary Bedroom: Kingbr br Second Bedroom: Two Twins - wedge to convert to King size widthbr Living Room: Queen Sleeper Sofabr br br BATHROOMbr br Primary Bathroom: Walk-in Showerbr Second Bathroom: Shower/Tub Combobr br br EXTERIORbr br There is a private 20' x 12' pool and spacious sundeck calling your name. Surrounded by lush tropical landscaping with plenty of furniture, you will feel like you are staying in a private oasis. Rinse off the pool water or sand from the beach with the outdoor shower. In addition, there is a one-car garage stocked with plenty of beach amenities for your enjoyment.br br The pool heat is $150.00 a week. Pool heaters in private homes are locked for your safety and controls must not be tampered with as they are monitored by the pool company. 86 F is the highest heat temperature setting which might not be always reached. Please note if cold days and nights occur, water temperatures will drop and may stay cooler longer. Pool heaters will not operate and will automatically shut down if outside temperatures get too cold. While we take every precaution to ensure that pools are heated as specified, weather conditions may affect the temperature of the pool. Nothing can be done about this issue. Outdoor spas are not hot tubs and require heat at the additional cost. The temperature of a spa is typically set at the same temperature as the pool. In the event of pool equipment malfunction during your stay, Duncan Real Estate will expedite repairs as quickly as possible. It may be necessary to close swimming pools for maintenance purposes. No refund or rent adjustment will be made for circumstances beyond our control, malfunctions, or loss of use of equipment or amenities. br br There is a garage and off street parking at the property for two cars. br br Sunset Beach is a pet friendly property for dogs up to 50 lbs and above. The non-refundable pet fee is $150.00 per pet and will be charged for each week. The pet fee does not cover any damage caused by the pet. br br Please keep in mind that you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. br br VRC16-000306br Amenities Include:br - Bedroom 1 Kingbr - Bedroom 2 Twinsbr - Extra Beds Queen Sleeperbr - Queen Sleeperbr - Bathroom 1 Walk in showerbr - Bathroom 2 Shower/tubbr - Hot Waterbr - Beach Access 0.2 milesbr - Bay Access 0.2 milesbr - Elevatedbr - Central A Cbr - Cental Heatbr - Sqft under a c 1016br - Free Parkingbr - Parking Spots 2br - Garagebr - Dogs Any Size Ybr - Self Check Inbr - Keyless Entrybr - Bath Towelsbr - Beach Towelsbr - Quality Linensbr - Hair Dryerbr - Hangersbr - Refrigeratorbr - Ice Makerbr - Stovebr - Ovenbr - Cookwarebr - Toasterbr - Blenderbr - Drip Coffee makerbr - Dishwasherbr - Microwavebr - Garbage disposalbr - Dining Tablebr - High Speed WIFIbr - TV 3br - Cable Channelsbr - Washerbr - Dryerbr - Ironbr - Ironing Boardbr - Cleaning Kitbr - First Aid Kitbr - Fire Extinguisherbr - Smoke Alarmbr - Carbon Monoxide Alarmbr - Private Pool Ybr - Pool Dimensions 20x12br - Pool Alarmsbr - Sun Loungersbr - Porchbr - Outdoor Diningbr - Outdoor Showerbr - Propane Grillbr - Beach Amenitiesbr - Duncan Emerald Club

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$875.11

/ Nightly

Private Vacation Home

Large pool home just steps from the Gulf, fully renovated, family friendly, WIFI

Holmes Beach, Florida, United States

The Crab ShackbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to Crab Shack – Your Private Island Escape in Holmes BeachbrbrDiscover the perfect blend of space, comfort, and coastal charm at Crab Shack, a beautifully renovated beach retreat designed with families and groups in mind. This unique duplex-style home offers the ideal balance of togetherness and privacy, making it perfect for larger groups traveling together.brbrStep into your own private outdoor oasis featuring a heated pool, hot tub, fire pit, putting green, and spacious patio—perfect for relaxing after a day at the beach or enjoying unforgettable evenings under the Florida sky. With plenty of seating, a gas grill, and inviting outdoor spaces, this home is built for making memories.brbrLocation is everything—and you’re just steps from it all. A short stroll brings you to the pristine white sands of the Gulf of Mexico, where you can soak up the sun, swim, or catch breathtaking sunsets. Plus, you're just blocks from Anna Maria Island’s top restaurants, shops, and local attractions. Hop on the nearby trolley to explore the island with ease—no car needed.brbrInside, you’ll find two fully equipped kitchens with modern appliances, making meal prep a breeze for large groups. The open and airy living spaces are filled with natural light and offer comfortable seating, smart TVs, board games, and entertainment options for everyone to enjoy.brbrWhether you're planning a relaxing beach getaway or a fun-filled island adventure, Crab Shack delivers the best of both worlds.brbrbrbrThings to Know:brbr7-night minimum stay requiredbrMaximum occupancy: 10 guestsbrLocated in a residential neighborhood—please respect quiet hoursbrNo pets allowedbrFree parking for up to 5 vehiclesbrVRC18-000031brbrParking notes: There is free parking available for 3 vehicles.br2 days notification is required in order to heat the pool. A fee of USD 22 per day must be paid prior to check-in to purchase pool heat for your stay.brbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

5

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3

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10

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$396.77

/ Nightly

Private Vacation Home

Relax Poolside, Walk to Shore! Holmes Beach Condo

Holmes Beach, Florida, United States

Escape to your perfect beach getaway in Holmes Beach, FL, where this beautifully renovated 2-bedroom, 2-bathroom duplex awaits just steps from the sparkling Gulf of Mexico. Ideal for families or friends seeking relaxation and adventure, this stylish home accommodates up to six guests. For larger groups, an identical sister unit is also available, offering the perfect setup for extended family vacations or group getaways.brbr-- THE PROPERTY --brbrInside, you'll find comfort and convenience at every turn. The main bedroom features a queen bed, while the second bedroom offers two twin beds. In the living room, a queen sleeper sofa provides additional sleeping space. Modern amenities abound in this Gulf Coast escape. A fully equipped designer kitchen with granite countertops, dishwasher, and microwave awaits your culinary creations. Step outside to the spacious private sun deck with a dining table, chaise loungers, and stunning Gulf views. Entertainment options include a large flat-screen TV in the living room, as well as both bedrooms, all of which are equipped with high-speed WiFi and expanded cable. Boat parking is also available with this home. Experience the perfect island getaway with extra perks designed for your comfort and relaxation. Enjoy central A/C and a sparkling community pool, ideal for unwinding after a day of adventure. The community also features convenient washer/dryers and a gas grill for memorable cookouts.brbr-- THE LOCATION --brbrLocated directly across from the 7-Acre Manatee Public Beach and the iconic 'Skinny‚s Place,' famous for mouthwatering burgers and refreshing drinks, you‚ll be at the heart of island life. Just steps away, explore the historic West Coast Surf Shop, charming local dining, unique shopping, and hop on the free trolley for effortless exploration. For those looking to explore beyond the beach, nearby attractions include day trips to Florida‚s top destinations like Disney World, Universal Studios, Mote Marine, and more.brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- There are other bookable vacation rentals on-site, which share the pool and laundry areas; other travelers may be present during your stay

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$377.6

/ Nightly

Private Vacation Home

Steps to Sand! Holmes Beach Retreat w/ Gulf Views

Holmes Beach, Florida, United States

Escape to your perfect beach getaway in Holmes Beach, FL, where this beautifully renovated 2-bedroom, 2-bathroom duplex awaits just steps from the sparkling Gulf of Mexico. Ideal for families or friends seeking relaxation and adventure, this stylish home accommodates up to six guests. For larger groups, an identical sister unit is also available, offering the perfect setup for extended family vacations or group getaways.brbr-- THE PROPERTY --brbrInside, you'll find comfort and convenience at every turn. The main bedroom features a queen bed, while the second bedroom offers two twin beds. In the living room, a queen sleeper sofa provides additional sleeping space. Modern amenities abound in this Gulf Coast escape. A fully equipped designer kitchen with granite countertops, dishwasher, and microwave awaits your culinary creations. Step outside to the spacious private sun deck with a dining table, chaise loungers, and stunning Gulf views. Entertainment options include a large flat-screen TV in the living room, as well as both bedrooms, all equipped with high-speed WiFi and expanded cable. Boat parking is also available with this home. Experience the perfect island getaway with extra perks designed for your comfort and relaxation. Enjoy central A/C and a sparkling community pool, ideal for unwinding after a day of adventure. The community also features convenient washer/dryers and a gas grill for memorable cookoutsbrbr-- THE LOCATION --brbrLocated directly across from the 7-Acre Manatee Public Beach and the iconic 'Skinny‚s Place,' famous for mouthwatering burgers and refreshing drinks, you‚ll be at the heart of island life. Just steps away, explore the historic West Coast Surf Shop, charming local dining, unique shopping, and hop on the free trolley for effortless exploration. For those looking to explore beyond the beach, nearby attractions include day trips to Florida‚s top destinations like Disney World, Universal Studios, Mote Marine, and more.brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- There are other bookable vacation rentals on-site, which share the pool and laundry areas; other travelers may be present during your stay

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$435.41

/ Nightly

Private Vacation Home

SeaStarVilla by Duncan Real Estate

Holmes Beach, Florida, United States

Welcome to Sea Star Villa! This well constructed 2-bedroom, 3-bathroom Island home with a bonus room is ready to host guests comfortably! Larger families will enjoy the open floor plan, providing plenty of room to spread out and enjoy comfortable Island style furnishings and entertainment features. Pretty quilts are just the beginning when it comes to the comfort of the guest rooms. Splendid interiors, supremely cozy beds, makes falling into bed after a long day on the water that much more enjoyable! The wonderfully inviting master bedroom has a large balcony that overlooks the pool. Enjoy family meals, cocktail hour, and preparing your catch of the day in the fully appointed kitchen. With plenty of space for all your groceries, enjoy updated appliances, granite countertops, you have all the comforts of home to prepare all your family treats! Guests are sure to take full advantage of all the outdoor, Florida lifestyle features! The porch and pool in the backyard promise a relaxing vacation. The house is in short walking distance to the beach.br br HIGHLIGHTSbr br 1433 sq. ft. br Centrally located near Holmes Beach Boat Rampbr Private pool (18x10 ft.)br 0.3 miles from bay access br 0.3 miles from beach accessbr br BEDROOMSbr br Sleeps 4br Primary Bedroom: King Ensuite br Second Bedroom: Queen Ensuitebr Bonus roombr br BATHROOMSbr br Primary Bathroom: Walk-in Shower br Second Bathroom: Walk-in Showerbr Third Bathroom: Walk-in Showerbr br EXTERIORbr br Guests are sure to take full advantage of all the outdoor, Florida lifestyle features! The conveniently br located covered porch area has an outdoor TV to watch the game or enjoy an afternoon cocktail. A wonderful 18 ft. by 10 ft. swimming pool, outdoor seating, and outdoor shower make this a fabulous backyard. The gas grill is located here as well for a great BBQ night.br br The pool heat is $100.00 a week. Pool heaters in private homes are locked for your safety and controls must not be tampered with as they are monitored by the pool company. 86 F is the highest heat temperature setting which might not be always reached. Please note if cold days and nights occur, water temperatures will drop and may stay cooler longer. Pool heaters will not operate and will automatically shut down if outside temperatures get too cold. While we take every precaution to ensure that pools are heated as specified, weather conditions may affect the temperature of the pool. Nothing can be done about this issue. Outdoor spas are not hot tubs and require heat at the additional cost. The temperature of a spa is typically set at the same temperature as the pool. In the event of pool equipment malfunction during your stay, Duncan Real Estate will expedite repairs as quickly as possible. It may be necessary to close swimming pools for maintenance purposes. No refund or rent adjustment will be made for circumstances beyond our control, malfunctions, or loss of use of equipment or amenities. br br There is no garage access at Sea Star Villa however there are still six parking spaces in the driveway available to use during your stay. br br This property is protected by video surveillance. br br This property welcomes any day arrival for the months mid-August to January except holiday weeks. Please contact us for approval.br br Please keep in mind that you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. br br VRC18-000152br Amenities Include:br - Bedroom 1 King Ensuitebr - Bedroom 2 Queen Ensuitebr - Extra Beds 2 Twinsbr - Denbr - Bathroom 1 Walk-in Showerbr - Bathroom 2 Walk-in Showerbr - Bathroom 3 Walk-in Showerbr - Hot Waterbr - Beach Access 0.3 milesbr - Elevatedbr - Central A Cbr - Cental Heatbr - Sqft under a c 1,433br - Free Parkingbr - Parking Spots 2br - Self Check Inbr - Keyless Entrybr - Bath Towelsbr - Beach Towelsbr - Quality Linensbr - Hair Dryerbr - Hangersbr - Refrigeratorbr - Stovebr - Ovenbr - Cookwarebr - Toasterbr - Blenderbr - Keurigbr - Dishwasherbr - Microwavebr - Dining Tablebr - High Speed WIFIbr - TV 4br - Cable Channelsbr - Washerbr - Dryerbr - Ironbr - Ironing Boardbr - Cleaning Kitbr - First Aid Kitbr - Fire Extinguisherbr - Smoke Alarmbr - Carbon Monoxide Alarmbr - Private Pool Ybr - Pool Dimensions 18 x 10br - Pool Alarmsbr - Sun Loungersbr - Patiobr - Balconybr - Outdoor Kitchenbr - Outdoor Diningbr - Outdoor Showerbr - Propane Grillbr - Beach Amenitiesbr - Exterior Outletbr - Duncan Emerald Club

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$439.87

/ Nightly

Private Vacation Home

Cozy Cabana East – AMI w/ Heated Pool, Pets & Walk To The Beach

Holmes Beach, Florida, United States

Welcome to Cozy Cabana East!brOn Anna Maria Island (Holmes Beach, Florida)brbrDiscover Cozy Cabana East, where comfort, care, and connection come together in a thoughtfully designed, single-level home just a short walk from the beach. Blending island charm with accessibility and ease, this peaceful retreat invites guests to rest, reconnect, and move through their days with simplicity and grace.brbrPerfect for: small families, couples, and travelers seeking restorative comfort in a calm island setting.brbrHighlightsbr- Ground-level, pet-friendly home in Holmes Beach — short walk to Gulf beachesbr- 2 Bedrooms | 2 Bathrooms | Queen Sleeper Sofa in living areabr- Private heated pool with designer turf and covered bar areabr- Accessible layout with minimal steps and open-concept designbr- Fully equipped kitchen and indoor dining for shared mealsbr- Outdoor seating, grill, and enclosed shower for ease after the beachbr- Washer and dryer, Wi-Fi, and Smart TVbrbrInterior SpacesbrStep inside to light, comfort, and care. The open-concept living area welcomes you with warm tones, soft textures, and comfortable seating. A Smart TV and thoughtful layout make this space ideal for easy conversation, restful evenings, or morning coffee before heading out to the sand.brbrBoth bedrooms are designed with rest and accessibility in mind — uncluttered, comfortable, and serene.brbr- Primary King Bedroom: King bed, Smart TV, en-suite bathroom with walk-in shower, and pool access.br- Second King Bedroom: King bed, Smart TV, and nearby full bathroom with a tub/shower combo.br- Living Room: Queen sleeper sofa for additional sleeping space.brbrNeutral palettes and subtle coastal accents create a sense of calm throughout — where soft light filters through and movement feels unhurried.brbrLayout Overviewbr- Ground-level home (no interior stairs)br- Open-concept living, dining, and kitchen spacesbr- Two bedrooms and two bathroomsbr- Laundry area with washer and dryerbr- Direct access to pool and outdoor living areasbrbrOutdoor LivingbrThe heart of this home lies outdoors — a private, tropical space designed for easy enjoyment and connection.brbrTake a refreshing dip in the heated pool, surrounded by soft designer turf and lush landscaping. The thoughtful layout allows for effortless transitions between swimming, lounging, and outdoor dining.brbrAs the sun sets, unwind at the covered cabana bar, where ambient lighting and gentle island air create the perfect backdrop for quiet conversation. The enclosed outdoor shower adds a touch of ease after a beach day, while your pets can explore comfortably within the fenced yard.brbrOutdoor Highlightsbr- Heated private pool (82–85°F; weather dependent)br- Outdoor bar with seating and Smart TVbr- Lounge chairs, gas grill, and dining tablebr- Enclosed outdoor shower and landscaped yardbrbrKitchen & Diningbr- Designed for simplicity and flow, the kitchen offers everything you need to prepare meals with care — from morning coffee to family dinners.br- Stove, oven, and microwavebr- Refrigerator and dishwasherbr- 12-cup coffeemaker, blender, and toasterbr- Cookware, utensils, and dinnerwarebr- Indoor dining table for sixbr- Outdoor dining area by the poolbrbrThe open layout encourages connection — whether you're preparing breakfast with the doors open to the breeze or sharing an easy evening meal after the day's adventures.brbrAdditional Amenitiesbr- Air conditioning and central heatbr- Wireless internet and Smart TVsbr- Linens, towels, and beach towels (professionally laundered)br- Hair dryer, iron, and ironing boardbr- Washer and dryerbr- Beach gear rental credit (chairs, umbrellas, carts, etc.; details provided after booking)brbrParkingbr- 1-car garage + driveway parking for 1 additional vehiclebrbrAt Cozy Cabana East, ease isn't just a feeling — it's a way of being.brbrPoliciesbrbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrNO SMOKING.brbrPets are welcome with prior approval, provided they meet our pet policy guidelines. We allow a maximum of two pets, each weighing under 65 lbs. A pet fee applies based on the length of your stay: $100 for stays under 4 days, $200 for stays of 4-14 days, and $400 for stays of 15+ days, per pet.brbrBooking & Fee PolicybrInclude all guests and pets in your reservation request for accurate pricing. Additional fees apply for extra occupancy (over 2 guests per bedroom) or undeclared pets.brbrOptional Services (subject to approval)brEarly check-in/late departure, elevator access, and mid-stay cleaning for stays of 28+ days. Fees for approved add-ons are collected after booking.brbrReservations & Guest RequirementsbrMost stays are 7 nights, Saturday–Saturday, though flexible dates may be available outside peak/holiday weeks—confirm before booking, as changes are not always possible afterward. Guests must be 25+, provide valid ID, and remain for the full stay. Standard occupancy is 2 per bedroom; extra guests are $25/person/night up to the maximum allowed.brbrQuiet Hoursbr10 PM–8 AM. Maintain reasonable noise at all times to respect neighbors; excessive noise is not permitted.brbrCleaning & LinensbrHome is professionally cleaned and sanitized between stays. Starter amenities provided; daily service available for a fee. Stays of 28+ days require a mid-stay clean. Linens/towels are commercially laundered through our Professional Linen Program; no extra sets stored onsite.brbrGolf Cart RentalsbrExplore the island with ease! After booking, reserve a golf cart through our sister company, Once Upon A Beach Carts, and enjoy an exclusive discount available only to our vacation rental guests.brbrPool & SpabrPool heated year-round to 82–85°F; heating may be affected by cooler weather. Heaters/filters off during quiet hours (10 PM–8 AM). Spa, if available, is part of the pool, seasonal, not a commercial hot tub, and may be unavailable in summer. Guests may not adjust equipment; violations may result in fines or damages.brbrProperty SecuritybrExterior cameras may monitor entries, driveways, pool equipment, and backyard access for security, deliveries, and occupancy compliance. Cameras do not face private areas.brbrPayments & Cancellation PolicybrPolicies updated October 6, 2025 — see full Terms & Conditions for details.brbrPayment SchedulebrDepositbr- Reservations up to 20 days: 50% of total amount due at time of booking.brRemaining Balancebr- Reservations up to 20 days: Remaining 50% due 30 days prior to check-in.brbrCancellation PolicybrFor Reservations of 20 Days or Lessbr- More than 30 days before arrival: Full refund of deposit (including taxes) minus non-refundable booking administration fee.br- 14–29 days before arrival: Refund of 50% of total rental, fees, and taxes, minus non-refundable booking administration fee.br- Less than 14 days before arrival: Refunds only for base rental rate, fees, and taxes for nights we are able to rebook, minus non-refundable booking administration fee.br- Please note: While we make every effort to rebook, we cannot guarantee the same rate or number of nights. For any nights that cannot be re-rented, as well as for non-arrivals, late arrivals, early departures, or alterations resulting in lost revenue, no refunds or price adjustments will be made.brbrTravel InsurancebrCSA Travel Insurance is available to U.S. guests (except NY and HI residents) and is strongly encouraged to protect your trip from unforeseen events. No refunds are given for COVID-19, weather, or beach conditions outside our cancellation policy. Hurricane season runs June 1–Nov 30; insurance can safeguard your plans. In the event of a mandatory evacuation, home unavailability, or government order halting vacation rentals, guests receive a full refund of base rate, applicable fees (minus booking fee), and taxes.brbrAdditional TermsbrNo refunds for events beyond our control (weather, red tide, travel issues, etc.). Cancellation requests must be submitted in writing by the registered guest—phone/text not accepted.brbrCity of Holmes Beach Vacation Rental License: VRC16-000156brMax Occupancy: 6 Guests | Max Vehicles: 2brInformation deemed reliable but not guaranteed; subject to change or withdrawal without notice.

Bed

Bath

Sleeps

$545.23

/ Nightly

Private Vacation Home

Amazing outdoor Oasis with oversized Pool, Double Lanai & 90 sec walk to beach!

Holmes Beach, Florida, United States

About our Energy Efficient Vacation Home:br We generate our own electricity with our solar panels on the roof! We provide this service so that when you turn on the A/C or the heated pool, things go as planned. Our vacation home was completely remodeled in 2019. Our comfortable, tastefully furnished, and light-flooded vacation home provides everything needed for relaxing holidays as a couple or with family and friends. Our home is located in a quiet residential neighborhood. We ensured all walls (interior and exterior) are insulated so that you can sleep without any disturbance. The garden and pool areas are tucked perfectly within our beautifully landscaped garden and local palms. The new tall fence line provides ultimate privacy on all sides. The tropical garden is landscaped consistently and oriented towards the south to maximize sunlight all day!brbr Sufficient space is available for two cars in the access area to the house and in the two-car garage. The unloading of purchases is quickly and easily manageable. brbr Our renovation included only high-quality materials like oak hardwood floors, Kraftmaid Kitchen and Bathroom Vanity Cabinets, Cambria Luxury Quartz-countertops, high quality mattresses, Samsung washer and dryer, high speed internet (work remotely with our 500MB Wifi or Lan Network) and much more ......brbr The MASTER bedroom is equipped with a KING bed and it has a large ensuite bathroom with huge shower and a free-standing tub. BEDROOM 2 is furnished with a QUEEN size bed and a Jack & Jill bathroom with a shower. BEDROOM 3 has one TWIN XL and one Twin, connected to the Jack & Jill bathroom. All bedrooms have windows and are equipped with an HD flat-screen TV, ceiling fans, and closets. brbr The generously sized LIVING ROOM is equipped with an additional large 65“-HD flat-screen TV offering 125+ Channels, a portable “Beats By Dre” beat box with blue-tooth and USB, a printer and Playstation. br br The open KITCHEN is equipped with all amenities such as microwave, dishwasher, coffee machine, mixer, big fridge, etc. The breakfast nook and kitchen Island offer enough room for six persons. brbr The POOL TABLE is always fun. There are several new board games (Chess, Monopoly, Cards...), and Wall Scrabble too.brbr A high-quality WASHER and DRYER (with enough detergent on site), ironing-board, and electric iron are accommodated in a separate and well insulated LAUNDRY ROOM.brbr Information on Anna Maria Island with helpful Insider tips for activities, restaurants, etc. can be obtained on the Island.br Our house is completely air-conditioned and can be heated if necessary.brbr You will feel extremely well in the quiet, sunny, and very PRIVATE OUTDOOR AREA. The large 13 X 25 ft. HEATED POOL/SPA is 3 to 6 feet deep and always the major attraction. The pool service checks the water quality and cleanliness once a week. The pool area is spaciously designed and equipped with an outdoor shower, deckchairs, a sufficient number of chairs, 55 TV and comfortable lounge seating under roof. brbr Enjoy access to our WEBER GRILL STATION and gather for fellowship around the sheltered outdoor seated area while the kids continue enjoying themselves in the pool. If you are travelling with toddlers - you'll find a NUNA-crib, highchair, play-tent and tarp for the beach.brbr The BEACH is just around the corner: direct access to the beach is within a walking distance of approximately 90 seconds. Of course, beach chairs, sunshades, a cooler, large beach towels, beach toys are available as well - and a CART to bring it to the beach.brbr We are encouraging all guests to purchase ‘For Any Reason’ TRIP INSURANCE at time of booking for unforeseen travel issues - including fear of travel or simply changing your mind. You may purchase travel insurance during your booking process.brbr Before you book - please be aware of what the City of Holmes Beach wants to let you know: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.

Bed

Bath

Sleeps

$1432.57

/ Nightly

Private Vacation Home

2 Min Walk to Beach, Bikes, Paddleboards, Heated Pool, Hot Tub, Fireplace

Holmes Beach, Florida, United States

We invite you to discover an elevated escape to Anna Maria Island at our brand new luxury home Royal Palms. Located only a 2 min walk away from the island's award winning beaches, unwind below palm trees in the oversized pool and treat yourself to an unforgettable vacation. brbrSituated on a double lot, this three story home was designed with many luxuries and amenities in mind to guarantee a stay unlike most other. Spacious and well appointed bedrooms with high quality linen from Boll & Branch, bathrooms with floor to ceiling Italian imported marble, a chef-inspired kitchen with top of the line appliances and separate butler's pantry, as well as a resort style pool with hot tub that stretches across a beautiful tropical landscaped backyard are just a few of the perks you will be able to enjoy during your stay.brbrStart your fun filled vacation on the beach or in the heated pool and not in the grocery store. Allow us to arrange for your first hassle free grocery delivery. Explore the island on complimentary provided bikes and spend all day at the beach; plenty of beach chairs, cooler, umbrellas, beach towels and kids toys are all made available to our guests. brbrLocated on the second floor, three out of four bedrooms, all with smart TVs and en-suite bathrooms, are the ideal retreat for quality rest and privacy. The oversized master bedroom offers a king size bed, walk-in closet, patio access through large glass sliding doors, and an en-suite bathroom, which boasts a free standing soaking tub, two large vanities for him and her and large walk-in shower. Two more bedrooms with king sized beds are located on the opposite side of the home. brbrThe third floor was designed with even more privacy in mind and offers a second living room, fourth bedroom with king size bed and en-suite bathroom, office, and access to a large covered outdoor patio. Doze off on the full size outdoor hanging bed, or grab a bottle of champagne with glasses and head up to the roof top deck to gaze at the water views and wait for unforgettable sunsets. Once dusk sets in, turn on the fire pit and enjoy the end of a beautiful day on Anna Maria Island under the stars.brbrSorry, no pets allowed.brbrVRC24-000047brMinimum Stay: 7 NightsbrMax Occupancy: 8 GuestsbrMaximum Parking: 4 vehiclesbrNoise Ordinance: The City of Holmes Beach has a noise ordinance with quiet hours from 10 PM to 7 AM, prohibiting unreasonable, loud, or excessive noise that disturbs the peace, with specific decibel limits (65 dBA daytime, 50 dBA nighttime) and fines for violations, enforced by code officers using noise meters.

Bed

Bath

Sleeps

$440.35

/ Nightly

Private Vacation Home

The Magic Dolphin B, great Holmes Beach location, steps to gulf beaches

Holmes Beach, Florida, United States

VRC16-000681brThe Magic Dolphin Unit A and B can be booked together for larger groups up to 8 people.brbrWelcome to “The Magic Dolphin B” an elevated vacation rental located on the northern section of Holmes Beach on gorgeous Anna Maria Island. The serene location is west of Gulf Dr, the location doesn’t get much better than this. Located steps, less than 200 ft to the white powder sand beaches of the Gulf of Mexico and less than a few flip flop steps to the free island trolley service. “The Magic Dolphin B” is the West unit of this gulf view duplex. Unit B offers direct gulf views out the living room window. This property has been decorated with ease and comfort in mind. As you enter you are greeted by an open plan living room and kitchen with new luxury wood laminate flooring. Sit back, relax, and turn on your flat screen tv from the comfortable living room and catch that must see sports game or your favorite movie. We make sure you have the ability to stay connected with our free high-speed internet. This property offers a gas grill on the ground level. br brThis 1-bedroom 2 bath accommodates 4 people comfortably. The primary bedroom features two queen beds and offers an ensuite bathroom with a shower no tub. The living room features a queen sleeper sofa. Just off the kitchen is the 2nd bathroom which offers a tub/shower combo. Two outdoor parking spots are provided. Both units A and B can be rented at the same time to accommodate a large family, reunion, or wedding parties up to 8 guests with enough advanced notice, subject to availability. Catch the sunset from the new elevated deck, two seats are provided. br brDisclaimers: br brThis property features Salty Mermaid Linens which include: br br*White Duvet covers and inserts, white bed linens, multi color beach towels, white bath towels, white wash clothes, white bathroom floor towels, black makeup towels, kitchen towels, premium pillows, vacuum sealed throw blankets* br br*A starter kit of paper towels, toilet paper, trash bags, laundry detergent, and coffee & tea. Full-sized luxury hand soap, shampoo, conditioner, and body wash are provided at check-in. Also available if requested, while supplies last, is a toothbrush and sewing kit. Any additional items that you may need during your stay can be purchased at one of the local grocery stores.* br br*Dogs 25lbs or less are welcome, A $ 250+ tax pet fee is required per pet, This is a separate fee paid directly to Salty Mermaid Real Estate after booking. Pets that are not disclosed to our office will result in additional cleaning charges to your reservation.brbr*No smoking or vaping on the premises* br br*2 outdoor parking spaces provided, please note large trucks or SUVS may not fit underneath this elevated structure.* brbr*No Laundry is available in this unit* br br*Check in time is 4pm on the day of your arrival, Check out time is 10am on the day of your departure. No early access or late departure is allowed unless special arrangements are made with our office, Our cleaning and Inspection team need time to ensure the rental is clean and safe for your stay* br br*Please note, all guests occupying this property who are under the age of 25 must be accompanied by a parent or legal guardian. Thank you!* br br*This home has a 3 night minimum stay requirement* brbr*This property can sleep up to 4 guests.*br br*Reservations that are 30 nights or longer will require a mid-stay clean, one of our rental agents will provide more information at the time of booking. br br*Please note this is not a party or large gathering house. Noise complaints may result in eviction* br br*Noise Ordinance: Quiet Hours are enforced Monday - Saturday 10pm through 7am, All day Sunday. Fines may be imposed by code enforcement for violations. Any fines or fees associated with noise violations will be the sole responsibility of the guest. Please be aware of these city ordinances and abide by them at all times, as failure to do sobrmay result in eviction from this property without refund. Please remember, you are vacationing in a residential area. Be a good neighbor by keeping noise to a respectful level.

Bed

Bath

Sleeps

$426.0

/ Nightly

Private Vacation Home

The Magic Dolphin A, great Holmes Beach location, steps to gulf beaches

Holmes Beach, Florida, United States

VRC16-000680brThe Magic Dolphin Unit A and B can be booked together for larger groups up to 8 people. brbrWelcome to “The Magic Dolphin A” an elevated vacation rental located on the northern section of Holmes Beach on gorgeous Anna Maria Island. The serene location is west of Gulf Dr, the location doesn’t get much better than this. Located steps, less than 200 ft to the white powder sand beaches of the Gulf of Mexico and less than a few flip flop steps to the free island trolley service. “The Magic Dolphin A” is the East unit of this gulf view duplex. This property has been decorated with ease and comfort in mind. As you enter you are greeted by an open plan living room and kitchen with new luxury wood laminate flooring. Sit back, relax, and turn on your flat screen tv from the comfortable living room and catch that must see sports game or your favorite movie. We make sure you have the ability to stay connected with our free high-speed internet. This property offers a gas grill on the ground level. br brThis 1-bedroom 2 bath accommodates 4 people comfortably. The primary bedroom features two queen beds and offers an ensuite bathroom with a shower no tub. The living room features a queen sleeper sofa. Just off the kitchen is the 2nd bathroom which offers a tub/shower combo. Two outdoor parking spots are provided. Both units A and B can be rented at the same time to accommodate a large family, reunion, or wedding parties up to 8 guests with enough advanced notice, subject to availability. Catch the sunset from the new elevated deck, two seats are provided. br brDisclaimers: br br*This property features Salty Mermaid Linens which include* br br*White Duvet covers and inserts, white bed linens, multi color beach towels, white bath towels, white wash clothes, white bathroom floor towels, black makeup towels, kitchen towels, premium pillows, vacuum sealed throw blankets* br br*A starter kit of paper towels, toilet paper, trash bags, laundry detergent, and coffee & tea. Full-sized luxury hand soap, shampoo, conditioner, and body wash are provided at check-in. Also available if requested, while supplies last, is a toothbrush and sewing kit. Any additional items that you may need during your stay can be purchased at one of the local grocery stores.* br br*Dogs 25lbs or less are welcome, A $ 250+ tax pet fee is required per pet, This is a separate fee paid directly to Salty Mermaid Real Estate after booking. Pets that are not disclosed to our office will result in additional cleaning charges to your reservation.brbr*No smoking or vaping on the premises* br br*2 outdoor parking spaces provided, please note large trucks or SUVS may not fit underneath this elevated structure.* brbr*No Laundry is available in this unit* br br*Check in time is 4pm on the day of your arrival, Check out time is 10am on the day of your departure. No early access or late departure is allowed unless special arrangements are made with our office, Our cleaning and Inspection team need time to ensure the rental is clean and safe for your stay* br br*Please note, all guests occupying this property who are under the age of 25 must be accompanied by a parent or legal guardian. Thank you!* brbr*This property can sleep up to 4 guests*br br*This home has a 3 night minimum stay requirement* br br*Reservations that are 30 nights or longer will require a mid-stay clean, one of our rental agents will provide more information at the time of booking. brbr*Noise Ordinance: Quiet Hours are enforced Monday - Saturday 10pm through 7am, All day Sunday. Fines may be imposed by code enforcement for violations. Any fines or fees associated with noise violations will be the sole responsibility of the guest. Please be aware of these city ordinances and abide by them at all times, as failure to do sobrmay result in eviction from this property without refund. Please remember, you are vacationing in a residential area. Be a good neighbor by keeping noise to a respectful level.br br*Please note this is not a party or large gathering house. Noise complaints may result in eviction*

1

Bed

2

Bath

4

Sleeps

$931.63

/ Nightly

Private Vacation Home

Cocktails and Dreams by Beach Boutique Rentals

Holmes Beach, Florida, United States

Escape to Cocktails and Dreams, a stylish island retreat with a private pool, spa, and a prime location just moments from the beach.brbr*Features include*brbr* Sprawling 4 bedroom, 4 bath single story homebr* Heated saltwater pool and spabr* Open floor plan with spacious kitchenbr* 3 king master suites plus queen bedroombr* Smart TVs in every room br* Outdoor TVbr* Private and tropical backyardbr* Outdoor dining table and grillbr* Chaise loungesbr* Beach chairs, umbrella, and cart br* Short walk to the beachbrbrIt’s always happy hour at Cocktails and Dreams! Nestled in a peaceful neighborhood just moments from the sugar-soft sands of Anna Maria Island, this stylish four-bedroom, four-bathroom retreat is designed for relaxation. The private backyard is a tropical oasis, featuring a heated pool, spa, and plenty of space to soak up the Florida sunshine. Watch your favorite team while enjoying the pool on the 55 flat screen outdoor TV. Fire up the BBQ and enjoy alfresco dining under the swaying palms—perfect for unwinding after a day at the beach.brbrInside, an airy, open-concept layout makes entertaining effortless. The fully equipped kitchen boasts stainless steel appliances, a spacious island with bar seating, and everything you need for home-cooked meals or cocktail crafting. The inviting living area features a plush sofa with chaise and a large flat-screen TV, ideal for cozy movie nights. brbrEach of the four bedrooms is thoughtfully designed for comfort. The primary suite includes patio access and a spa-like ensuite with a walk-in shower. Two additional guest rooms also feature ensuite baths with walk-in showers, while the fourth bedroom offers a premium queen bed and easy access to the nearby hall bath with a shower/tub combo. Every bedroom includes luxe bedding, ample storage, and a flat-screen TV. A full-sized washer and dryer add convenience to your stay.brbrWhen you're ready to explore, the best of Anna Maria Island is just minutes away. Walk, bike, or hop on the free island trolley to Pine Avenue’s charming boutiques or Bridge Street’s vibrant dining and nightlife scene. Whether you’re lounging by the pool, savoring a sunset cocktail, or strolling to the beach, Cocktails and Dreams delivers the ultimate island escape.brbrWe generally require a minimum stay during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you!brbrHousekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay.brbrOur cleaning fee includes a professional linen service. When you stay with us you can rest assured that you will have high quality linens such as those at a fine hotel. We also provide plenty of luxury bath and beach towels. brbrAnna Maria Island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors. brbrVRC18-000183brbrThis home provides off-street parking for up to 3 vehicles.brbrBooking Platform Note:brFor VRBO bookings, the reservation payment is processed by Beach Boutique Rentals and will appear as Beach Boutique Rentals on your credit card statement. VRBO also charges a separate service fee directly to the guest as a separate transaction.

Bed

Bath

Sleeps

$302.13

/ Nightly

Private Vacation Home

Blue Egret: Pool, Enclosed Lanai, Close to the Beach by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

Blue Egret by Anna Maria Life Vacation Rentalsbr306 61st St, Unit A (East Unit), Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! 3 Blocks to the Beach!br2 Bedrooms / 2 Bathroomsbr1 King Bed / 2 Twin BedsbrPrivate Heated PoolbrOutdoor ShowerbrPool Loungers & Adirondack ChairsbrOutdoor Patio Dining with Umbrella PoolsidebrScreened Florida Room with Dining TablebrProfessional Linen Service, Washer & Dryer, & Complimentary WIFIbrBeach Towels, Beach Chairs & Beach WagonbrParking for 2 CarsbrbrDetails:brBlue Egret is our one level beach house located in the heart of Holmes Beach. Just 3 blocks to the shimmering waters of the Gulf of Mexico and Anna Maria Beaches, you've found vacation!brbrThe master suite features a king-sized bed and an ensuite bathroom. The guest room has two twin beds. Each bedroom features crisp linens from our professional linen service and a TV.brbrThe fully equipped kitchen provides the opportunity for a home cooked meal on the screened in lanai or poolside. A sun umbrella is provided over the patio dining set which seats five.brbrWith pool loungers and Adirondack chairs, the sparkling, heated pool will be your favorite spot to relax with your family. Your guests will stay connected with complimentary WFI and enjoy all of the comforts of home, including a full sized washer and dryer. brbrBlue Egret is centrally located in Holmes Beach and close to everything the island has to offer. The free trolley stops nearby and travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches.brbrBedroom 1 - King Bed, Ensuite Bathroom, TVbrBedroom 2 - Two Twin BedsbrbrBlue Pelican is the other side of the duplex and may be available to rent in conjunction with your reservation. Please call us at 941-567-6253 for details.brbrPlease note:brPets are not permitted in this home.brAmenities are subject to change.brDriveway parking is available for a maximum of 2 cars. Parking for additional vehicles is not available.brThis home is part of a duplex, but you'll have your own private entrance, driveway, and yard. The only thing you might share with the neighboring unit is a wall—everything else is completely separate for your comfort and privacy.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brVRC16-000168brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

Bed

Bath

Sleeps

$269.62

/ Nightly

Private Vacation Home

Blue Pelican: Sparkling Pool, Patio Dining, Close to the Beach by Anna Maria Life Vacation Rentals

Holmes Beach, Florida, United States

Blue Pelican by Anna Maria Life Vacation Rentalsbr306 61st St, Unit B (West Unit), Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! 3 Blocks to the Beach!br2 Bedrooms / 2 Bathroomsbr1 King Bed / 2 Twin BedsbrPrivate Heated PoolbrOutdoor ShowerbrPool Loungers & Adirondack ChairsbrOutdoor Patio Dining with Umbrella PoolsidebrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrElectric Vehicle Charger available for use for $50 per weekbrBeach Towels, Beach Chairs & Beach WagonbrParking for 2 CarsbrDetails:brbrBlue Pelican is our one level beach house located in the heart of Holmes Beach. Just 3 blocks to the shimmering waters of the Gulf of Mexico and Anna Maria Beaches, you've found vacation!brbrThe master bedroom features a king sized bed and the guest room has two twin beds. Each bedroom features crisp linens from our professional linen service and a TV.brbrEnjoy a home cooked meal poolside under the sun umbrella shaded patio dining set which seats four. brbrThe sparkling heated pool will be your favorite place to relax in a pool lounger or Adirondack chair while enjoying the tropical island breezes.brYour guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a full sized washer and dryer.brbrBlue Pelican is centrally located in Holmes Beach and close to everything the island has to offer. The free trolley stops nearby and travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches.brbrBedroom 1 - King BedbrBedroom 2 - Two Twin BedsbrbrPlease note:brPets are not permitted in this home.brAmenities are subject to change.brDriveway parking is available for a maximum of 2 cars. Parking for additional vehicles is not available.brThis home is part of a duplex, but you'll have your own private entrance, driveway, and yard. The only thing you might share with the neighboring unit is a wall—everything else is completely separate for your comfort and privacy.brbrBlue Egret is the other side of the duplex and may be available to rent in conjunction with your reservation. Please call us at 941-567-6253 for details.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brVRC16-000167 brbrIMPORTANT INFORMATION: brbrYour booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions.brbr** Your signed rental agreement must be returned in order to receive your check-in details. brbrVRBO BOOKINGSbrbrAnna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. brbrYour final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. brbrThe instructions for making your final payment will be included in your final payment reminder.brbrPlease review the cancellation policy prior to booking. brbrGOOGLE VACATION RENTAL BOOKINGSbrbrYour payment is due in full at the time of booking and the final balance information above does not apply to your reservation.

Bed

Bath

Sleeps

$477.26

/ Nightly

Private Vacation Home

Cozy Cabana West – AMI Pet Friendly Bungalow w/ Heated Pool & Walk to Beach

Holmes Beach, Florida, United States

Welcome to Cozy Cabana West!brOn Anna Maria Island (Holmes Beach, Florida)brbrWhere slow mornings and quiet evenings meet the rhythm of island life.brbrJust a short stroll from Holmes Beach, this thoughtfully designed bungalow invites guests to rest, reconnect, and breathe. Soft light filters through airy interiors, the scent of salt lingers on the breeze, and every detail has been arranged with care.brbrPerfect for: couples seeking calm, small families recharging by the sea, or friends who value peaceful simplicity.brbrHighlightsbr- Short walk to the beach and island trolley stopsbr- Private heated pool surrounded by tropical landscapingbr- 2 King en-suite bedrooms + queen sleeper sofa in open living areabr- Fully equipped kitchen with both drip & Keurig coffee makersbr- Pet-friendly with approval — bring your furry family alongbr- 1-car garage with Tesla charger + driveway parking for one additional carbrbrInterior SpacesbrInside, a coastal palette of whites, blues, and warm neutrals creates a soothing atmosphere that feels both modern and relaxed.br- King Bedroom One: Spacious suite with walk-in shower, TV, and private closet.br- King Bedroom Two: Light-filled retreat with en-suite bath and double sinks.br- Open Living Area: Gather for quiet conversations or movie nights. The queen sleeper sofa adds flexibility for families or extra guests.br- Kitchen & Dining: Sleek and functional with full-size appliances, plenty of counter space, and all the cookware needed for easy home-cooked meals or morning coffee rituals.brbrEvery corner has been designed with intention — uncluttered, comfortable, and full of soft touches that invite you to unwind.brbrLayout Overviewbr- Ground-level single-story homebr- 2 private king bedrooms with en-suite bathsbr- Open-concept living, dining, and kitchen areabr- Queen sleeper sofa for up to 2 additional guestsbr- Washer and dryer conveniently located in-unitbrbrThe home accommodates up to 6 guests and encourages a slower pace — whether that means reading by the window, sharing a quiet meal, or simply letting the day unfold without agenda.brbrOutdoor Livingbr- Step through sliding glass doors into your private pool courtyard, where lush greenery frames moments of stillness.br- Heated private pool (82–85°F; weather dependent)br- Comfortable lounge seating and shaded dining areabr- Gas grill for simple, fresh meals enjoyed under the palmsbrbrMorning swims. Afternoon naps. Evenings spent tracing sunlight as it fades across the water — every moment here feels unhurried and intentional.brbrKitchen & DiningbrWhether you're blending a smoothie after the beach or preparing dinner together, this kitchen is made for effortless connection.br- Full-size stove/oven, refrigerator with water & ice, dishwasher, and microwavebr- 12-cup coffee maker + Keurig, blender, toaster, and cookwarebr- Dining table for four with easy access to the outdoor patiobrbrIt's a space that invites conversation and care — where meals become part of the story you'll remember long after your stay.brbrAdditional Amenitiesbr- Central A/C & heatbr- Cable TV + Wi-Fibr- Linens, towels, and hair dryers providedbr- Iron & ironing boardbr- In-home laundry (washer/dryer)br- Beach gear credit through VayKLife Gear (chairs, umbrella, bikes, etc.)br- Select what you need before arrival — everything will be delivered directly to your door, ready for your island days ahead.brbrParkingbr- 1-car garage with Tesla chargerbr- Space for 1 additional vehicle in the drivewaybrbrCozy Cabana West offers the kind of calm that stays with you — where the pace slows, the light softens, and your story begins to feel a little more like home.brbrWrite Your Vacation Story.brbrPoliciesbrbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrNO SMOKING.brbrPets are welcome with prior approval, provided they meet our pet policy guidelines. We allow a maximum of two pets, each weighing under 65 lbs. A pet fee applies based on the length of your stay: $100 for stays under 4 days, $200 for stays of 4-14 days, and $400 for stays of 15+ days, per pet.brbrBooking & Fee PolicybrInclude all guests and pets in your reservation request for accurate pricing. Additional fees apply for extra occupancy (over 2 guests per bedroom) or undeclared pets.brbrOptional Services (subject to approval)brEarly check-in/late departure, elevator access, and mid-stay cleaning for stays of 28+ days. Fees for approved add-ons are collected after booking.brbrReservations & Guest RequirementsbrMost stays are 7 nights, Saturday–Saturday, though flexible dates may be available outside peak/holiday weeks—confirm before booking, as changes are not always possible afterward. Guests must be 25+, provide valid ID, and remain for the full stay. Standard occupancy is 2 per bedroom; extra guests are $25/person/night up to the maximum allowed.brbrQuiet Hoursbr10 PM–8 AM. Maintain reasonable noise at all times to respect neighbors; excessive noise is not permitted.brbrCleaning & LinensbrHome is professionally cleaned and sanitized between stays. Starter amenities provided; daily service available for a fee. Stays of 28+ days require a mid-stay clean. Linens/towels are commercially laundered through our Professional Linen Program; no extra sets stored onsite.brbrGolf Cart RentalsbrExplore the island with ease! After booking, reserve a golf cart through our sister company, Once Upon A Beach Carts, and enjoy an exclusive discount available only to our vacation rental guests.brbrPool & SpabrPool heated year-round to 82–85°F; heating may be affected by cooler weather. Heaters/filters off during quiet hours (10 PM–8 AM). Spa, if available, is part of the pool, seasonal, not a commercial hot tub, and may be unavailable in summer. Guests may not adjust equipment; violations may result in fines or damages.brbrProperty SecuritybrExterior cameras may monitor entries, driveways, pool equipment, and backyard access for security, deliveries, and occupancy compliance. Cameras do not face private areas.brbrPayments & Cancellation PolicybrPolicies updated October 6, 2025 — see full Terms & Conditions for details.brbrPayment SchedulebrDepositbr- Reservations up to 20 days: 50% of total amount due at time of booking.brRemaining Balancebr- Reservations up to 20 days: Remaining 50% due 30 days prior to check-in.brbrCancellation PolicybrFor Reservations of 20 Days or Lessbr- More than 30 days before arrival: Full refund of deposit (including taxes) minus non-refundable booking administration fee.br- 14–29 days before arrival: Refund of 50% of total rental, fees, and taxes, minus non-refundable booking administration fee.br- Less than 14 days before arrival: Refunds only for base rental rate, fees, and taxes for nights we are able to rebook, minus non-refundable booking administration fee.br- Please note: While we make every effort to rebook, we cannot guarantee the same rate or number of nights. For any nights that cannot be re-rented, as well as for non-arrivals, late arrivals, early departures, or alterations resulting in lost revenue, no refunds or price adjustments will be made.brbrTravel InsurancebrCSA Travel Insurance is available to U.S. guests (except NY and HI residents) and is strongly encouraged to protect your trip from unforeseen events. No refunds are given for COVID-19, weather, or beach conditions outside our cancellation policy. Hurricane season runs June 1–Nov 30; insurance can safeguard your plans. In the event of a mandatory evacuation, home unavailability, or government order halting vacation rentals, guests receive a full refund of base rate, applicable fees (minus booking fee), and taxes.brbrAdditional TermsbrNo refunds for events beyond our control (weather, red tide, travel issues, etc.). Cancellation requests must be submitted in writing by the registered guest—phone/text not accepted.brbrMax occupancy: 6 | Max cars: 2 | City of Holmes Beach: VR16-VRC25-000013. brInformation deemed reliable but not guaranteed; subject to change or withdrawal without notice.

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Bath

Sleeps

$200.65

/ Nightly

Private Vacation Home

Gulf Beach Bungalow

Holmes Beach, Florida, United States

This cute spacious beach bungalow is arguably one of the best values on the island for immediate beach access located at the northern end of this barrier island of Anna Maria only steps away from the secluded sugar sand beaches fronting emerald waters of the Gulf Of Mexico.brThere are two full sized beds in one bedroom with a TV in the room. There is a bathroom in the bedroom along with a washer and dryer. Full living room with HD TV and WiFi. Full kitchen with refrigerator, stove, oven. microwave. Drip coffee pot, hot pot for tea and a toaster. There is also a second bathroom off from the kitchen. We do have a charcoal grill to use.brWe have a shed that has beach chairs, beach umbrellas and beach carts for your use while you are visiting our beautiful island.

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Bath

Sleeps

$211.93

/ Nightly

Private Vacation Home

Charming Sea-Side Serenity 2 Beds 2 Baths, steps from the beach

Holmes Beach, Florida, United States

Welcome to your perfect beach getaway! Nestled just a short walk from the pristine beaches of Anna Maria Island, this charming 2-bedroom, 2-bathroom beach house is the ideal spot for families, couples, or friends seeking sun, sand, and relaxation.brbrStep inside to find a bright, airy living space thoughtfully designed with coastal charm. The open concept living and dining area offers plenty of room to gather, with comfortable seating and a queen Murphy Bed to accommodate additional guests, sleeping up to 6 in total.brbrBoth bedrooms are cozy and well appointed. The fully equipped kitchen makes is easy to whip up breakfast before a day at the beach or enjoy a relaxed dinner at home. brbrOutside, enjoy your morning coffee on the patio or unwind after a beach day with a cool drink in the warm evening breeze. With the beach just a short stroll away, you can easily spend your day swimming, sunbathing, or exploring the island's charming shops and eateries. You can take a bike ride anywhere on the island, or enjoy our free Trolley. There is also a tennis court, a pickle ball court, and a skatepark within walking distance! If you like water sports, these is a two person kayak on the property that you can walk down to the boat ramp right down the street! brbrThere are two parking spots in the driveway, and addition parking spaces in the provided lot down the street. brbrMinimum night stay is 7 days.brbrThis home offers everything you need for a memorable island vaction-comfort, convenience, and that laid back coastal vibe.brbrLicense #: VRC25-000110

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Bath

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$373.88

/ Nightly

Private Vacation Home

Serenity: *Pet friendly *Heated pool *Balcony views *Steps to the sand!

Holmes Beach, Florida, United States

Escape to Serenity, a blissful vacation retreat that offers the perfect balance of relaxation and adventure. This pet-friendly house features 4 bedrooms, 4 bathrooms, and a refreshing pool. Just a 1-minute walk from the beach, you can enjoy the sand, surf, and breathtaking sunsets. Within a 5-minute walk, you'll find an array of restaurants, stores, and shops, ensuring convenient access to all your needs. Additionally, trolley stops nearby make exploring the surrounding areas a breeze.brbrInside Serenity, you'll discover spacious living areas with tasteful furnishings, providing ample space for gatherings with loved ones. The well-appointed kitchen is equipped with modern appliances, perfect for preparing delicious meals. Each of the four bedrooms offers a private oasis, complete with comfortable beds and stylish decor. With four bathrooms, there's no need to wait, ensuring everyone can freshen up at their own pace.brbrOutside, the private heated pool awaits, inviting you to dive in or simply lounge by the poolside. The pool area is ideal for hosting barbecues or enjoying alfresco dining. And don't forget, your furry friends are welcome to join the fun! With easy access to the beach, nearby amenities, and trolley stops, Serenity provides everything you need for an unforgettable vacation. Book your stay today and experience the serenity you deserve.brbrFloor 2 (main living level)brBedroom 1: Two twinsbrBedroom 2: King bedroom with ensuite bathroom with walk-in showerbrShared hall bath with shower/tub combobrbrFloor 3brBedroom 3: Queen with TV and ensuite bathroom with shower/tub combobrBedroom 4: King master with TV, private balcony, and ensuite bathroom with walk-in shower and washer/dryer in ensuite roombrbrPETS: Dogs are allowed with prior approval. 2 dogs max. A $150 non-refundable pet fee applies per pet.brbrPARKING: 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbrNOTE: The kitchenette in the master bedroom ensuite is not available for guest use.brbr***OVERCROWDING CONSEQUENCES***brMaximum occupancy of rental homes on Anna Maria Island are set by the Cities and are strictly enforced. An occupant is any person staying overnight, regardless of the number of nights. Due to recent issues of overcrowding in the area, if maximum occupancy is exceeded during your stay, a $1000 (one thousand dollar) overcrowding fee will be charged to the payment method on file and your party will be immediately evicted. We appreciate your understanding and cooperation to keep Anna Maria Island enjoyable for everyone.brbrYou are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.brbr*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrVRC19-000083

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Bath

Sleeps

$756.7

/ Nightly

Private Vacation Home

Holmes Beach Luxury Beach House with Pool and Rooftop Deck! Close to Beach

Holmes Beach, Florida, United States

Sweet and Salty by Anna Maria Island Accommodations brVRC20-000160brbrWelcome to Sweet and Salty, a luxury vacation home in Holmes Beach featuring four bedrooms and four and a half bathrooms! This modern coastal retreat is perfect for families or groups looking for ultimate relaxation. Enjoy a dazzling private pool and spa, a spacious outdoor patio with a bar and TV, and sweeping rooftop views, perfect for sunsets and memorable gatherings. Just two blocks from the beach and within walking distance to shops, restaurants, and the island trolley, Sweet and Salty offers the best of Anna Maria Island in style and comfort!brbrHighlights br• 5-minute Walk to Holmes Beachbr• 4 Bedroom / 4.5 Bathbr• 1 King, 3 Queen Beds, 2 Twin-over-Twin Bunksbr• Private pool and in-ground spa br• Rooftop deck br• Outdoor patio and bar areabr• Located near Pine Avenue’s shops and restaurantsbr• Across the street from the free trolley stopbr• 4 Parking SpacesbrbrUnwind outdoors in your tropical backyard oasis. The covered patio with an outdoor bar, TV, and seating is perfect for enjoying meals al fresco. The large pool and spa are ideal for relaxing or floating while watching sunsets which you can also enjoy from the rooftop deck. The grassy yard offers space for outdoor games or lounging, making it a perfect family gathering spot. Cross the street to hop on the free trolley and explore Anna Maria Island’s beaches, Pier, Pine Avenue shopping, Historic Bridge Street, and many more scenic attractions.brbrStep inside this beautifully decorated coastal home and experience a bright, open living area featuring a large sectional sofa, a flat-screen TV, and tropical decor. The custom designed kitchen is packed with essentials, including stainless steel appliances, ample countertops, and a breakfast bar. The large dining table seats eight, making it ideal for family meals or gatherings. Vaulted ceilings and natural light create a welcoming, airy atmosphere.brbrThe primary bedroom offers a king-sized bed, French doors leading to a balcony, and an ensuite bathroom with modern tiling, a double vanity, a soaking tub, and a walk-in shower, a personal haven for relaxation. The second, third, and fourth bedrooms each feature queen beds with ensuite bathrooms equipped with walk-in showers and stylish accents. The bonus space with two twin bunks is perfect for kids or young guests, ensuring everyone has a space to rest comfortably. A brand-new washer and dryer add convenience.brbrRoom Details br• Primary Bedroom: King bed, balcony access, ensuite with walk-in shower and soaking tub br• Second Bedroom: Queen bed, ensuite with walk-in shower br• Third Bedroom: Queen bed, ensuite with walk-in shower br• Fourth Bedroom: Queen bed, ensuite with walk-in shower br• Bonus Area: Two twin-over-twin bunksbrbrBook Sweet and Salty today and enjoy a luxurious, fun filled island escape. With stunning water and sunset views, a private pool and spa, and a prime location just minutes from the beach and local hotspots, this home is your perfect home away from home. Reserve now and start creating lifelong memories in paradise!brbrbr-br*Please note: 4 cars maximum are able to park at this home, 1 garage space and 2 in the driveway. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.brbrThis property is equipped with active video surveillance in select exterior areas. brbrPlease note fire pit is not for guest use.brbrNo pets are allowed at this property.brbrThis home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company.brbrWe do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.brbrPlease see our Anna Maria Island Accommodations Rental Policies for full details.brbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

4

Bed

4

Bath

8

Sleeps

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