Vacation Home Rentals By Owner In Holmes Beach, FL

$325.97

Chiki Tiki West: Eclectic Beach House, Tiki Bar & Pool, 2.5 Blocks to Beach by Anna Maria Life

Holmes Beach, Florida, United States

Chiki Tiki West by Anna Maria Life Vacation Rentalsbr303 64th St, Unit A, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! 2.5 Blocks to the Beach!br3 Bedrooms / 2 Bathroomsbr2 King Beds, 2 Full BedsbrPrivate Heated Pool & Outdoor ShowerbrTiki Bar & Outdoor Umbrella Patio Seating for 6brPool Loungers & Adirondack ChairsbrGas BBQ GrillbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs, Beach WagonbrParking for 2 CarsbrbrDetails:brWelcome to Chiki Tiki West, your dream island escape, on beautiful Anna Maria Island! This 3-bedroom, 2-bathroom home is perfectly located just 2.5 blocks from the sugar-white sands and crystal-clear waters of the Gulf of Mexico. Whether you're planning a family getaway or a relaxing retreat with friends, this Holmes Beach oasis has everything you need for an unforgettable stay.brbrStep inside to a bright, beachy living space. The cozy living area features a plush sofa and loveseat, a sea-themed accent chair, and a Smart TV with Roku —perfect for movie nights after a day of island adventures.brbrThe fully equipped kitchen boasts stainless steel appliances, stylish cabinetry, and ample counter space. Whether you're whipping up snacks for the beach or a full family dinner, you'll have everything you need. Enjoy meals together in the inviting dining area, or step outside for alfresco dining poolside.brbrEach bedroom is designed with your comfort in mind, featuring its own TV and ceiling fan. The primary suite has a king bed and French door access leading outside, and a spa-like ensuite with a tiled walk-in shower and double sinks. The second bedroom includes two full beds, making it ideal for kids or additional guests. The third bedroom offers a king bed and French doors leading outside.brbrYou'll also appreciate the convenience of a full-size washer and dryer, professional linen service, and complimentary WIFI.brbrThe backyard is your own private paradise, surrounded by lush island greenery. Swim in the heated lagoon-style pool, rinse off in the convenient outdoor shower, or relax with a cool drink at the tropical tiki bar. Fire up the BBQ and enjoy meals at the outdoor table, shaded by an umbrella. With multiple loungers and colorful Adirondack chairs, this is the perfect place to enjoy Florida sunshine from morning to sunset.brbrWhether you're relaxing poolside, strolling to the beach, or enjoying dinner at the tiki bar under the stars, this Holmes Beach vacation home is your perfect Anna Maria Island getaway.brbrChiki Tiki West is easy walking distance to Gulf Ave, restaurants, and the free island trolley, which 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. The perfect location for your next beach vacation!brbrBedroom 1 - King Bed, Ensuite Bathroom, French Doors to Outside, TVbrBedroom 2 - Two Full Beds, TVbrBedroom 3 - King Bed, French Doors to Outside, TVbrbrPlease 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. The minimum requirement for this home is no less than seven nights. The maximum occupancy is six.brbrVRC16-000160brbrIMPORTANT 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.

3

Bed

2

Bath

6

Sleeps

$686.61

/ Nightly

Private Vacation Home

Modern 4-bedroom with canal and 2 blocks to the beach.

Holmes Beach, Florida, United States

Welcome to Hawaii 501 a four bedroom newly constructed home with a tropical mid-century feel, private pool and a space for your boat with a lift. We are the closest you can be to the beach while having canal access to open water right outside your door. Enjoy the heated pool, outdoor shower, Tesla charger, instant hot water at every fixture, and a beautiful mid-century design. Monthly rental minimum and pet friendly!

4

Bed

3

Bath

8

Sleeps

$986.95

/ Nightly

Private Vacation Home

Pineapple Paradise-Pool Home 2Blocks to the Beach-By Island Real Estate

Holmes Beach, Florida, United States

Discover your perfect Anna Maria Island vacation rental in Holmes Beach! Brand new to the vacation rental market, this 4-bedroom, 5-bathroom single-family home is just two blocks from the beach and offers the ideal combination of luxury and location.brbrFeaturing a spacious two-level layout with a private top-floor primary suite, this home is designed for comfort and privacy. Enjoy your own private heated pool, perfect for relaxing after a day on the Gulf’s beautiful white-sand beaches.brbrConveniently located near local dining, shopping, and the free island trolley, this home makes it easy to experience the very best of Anna Maria Island.brbrVRC26-000026brbrMax Vehicles: 4 Max day guests: 2

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Bath

Sleeps

$719.45

/ Nightly

Private Vacation Home

3 Bedroom, 2 Bath Ground Level with Heated Pool - Short walk to the beach.

Holmes Beach, Florida, United States

Welcome to the Crab Shack with an open concept living area. The kitchen is fully furnished with microwave, toaster oven, keuric, and blender to name a few amenities. The home has three bedrooms and 2 full baths. The heated pool and patio is private to your unit and includes a grill and outside furniture. The beach is a short walk where beautiful sunsets can be observed daily. A similar property is VRBO #2138146.

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Sleeps

$1247.98

/ Nightly

Private Vacation Home

Surf Side Beach House GULF VIEWS hosted by Beach Retreats Vacation Rentals

Holmes Beach, Florida, United States

Surf Side Beach House – Gulf ViewsbrHosted by Beach Retreats Vacation Rentalsbr 6605 Gulf Drive, Holmes Beach, FL 34217br VRC19-00290br 4 Bedrooms | 4.5 Bathrooms | Sleeps 8 | Heated Pool & Hot Tubbr This home can park up to 4 vehiclesbr Quiet hours at 10p-7a: please respect neighbors brWelcome to Surf Side Beach House, a stunning custom home located right across the street from the beach! ️ Enjoy beautiful Gulf views and an unbeatable island location in the heart of Holmes Beach.brbr✨ Property HighlightsbrbrThis luxury 4-bedroom, 4.5-bath home was built with exceptional craftsmanship and comfort in mind. You'll enjoy:brbr ‍ Chef's kitchen with gas stove and wine barbrbr Rooftop deck with sweeping Gulf of Mexico viewsbrbr ️ Four spacious bedrooms, each with its own en-suite bathroombrbr Custom cabinetry and high-end finishesbrbr ️ Private balconies perfect for morning coffee or sunset breezesbrbr Backyard OasisbrbrStep outside to your private retreat, featuring:brbr Heated pool & spabrbr BBQ grillbrbr ️ Large covered patio with plenty of room to unwindbrbr ️ Outdoor dining & lounge areabrbr Big-screen outdoor TV for relaxing poolside entertainmentbrbr Tropical landscaping for added beauty & privacybrbr Perfect Island LocationbrbrYou're just a 1-minute walk to the white-sand beaches of Holmes Beach and less than 5 minutes to Holmes Beach City Center—coffee, ice cream, boutique shopping & more! ☕ ️brbrAnna Maria Island may be only 7 miles long, but it has everything you need for the perfect beach getaway. With Publix, CVS & Walgreens nearby, convenience is never far away. brbr Included for Your Staybrbr Pack 'n Play & highchair (included in all our homes!)brbr ️ Beach towels, beach chairs, umbrella, cooler & beach wagon—everything you need for an easy beach daybrbr Recommendations for local rental companies offering baby gear, golf carts & more—delivered right to your doorbrbrTravel light! With island shops close by, there's no need to overpack. Flip-flops & island casual attire are perfect anywhere—you're on Island Time ️ brbr VRC19-00290brbr“Please be a good neighbor by keeping noise to a respectful level at all hours. Excessive noise can disturb the peaceful enjoyment of nearby homes.”brbr✔️ Book With ConfidencebrbrNO CANCELLATION FEESbrbrCancellation Policybr$500 deposit due at booking; balance due 60 days before arrivalbrFor reservations 21+ nights or $20,000+ → 10% deposit due at time of booking. brbrCancel 60+ days before arrival → Full refund (no fees) brbrCancel within 60 days → No refundbrbrCancellations must be in writing by the 60-day deadlinebrbrOnce paid, all amounts are non-refundablebrbrExtended stays (2+ weeks) or bookings over $20,000:brbrFull payment due 90 days before arrival; non-refundable once paidbrbrThird party travel insurance cost is due at time of purchase brbrTravel insurance purchased through Beach Retreats is non-refundable.brbrChanges to dates or property must be made outside the 60-day window. No modifications allowed during the stay.brbr This home can accommodate up to 4 vehiclesbrbr ️ Arrival DaysbrbrWe typically rent Saturday to Saturday.brLooking for different dates or a shorter stay Email us at reservations@beachretreatsfl.combr—we can sometimes accommodate alternate schedules.brbr Smart & Secure InternetbrbrThis home features Silicon Travel. With its advanced firewall system, you can prevent unauthorized access to devices in the home. Any guest device (webcam, baby monitor, etc.) can be added for a set time and is automatically removed upon departure.

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Sleeps

$1732.13

/ Nightly

Private Vacation Home

Prefect Beach Villa with private beach and heated pool. Gulf front at its's best

Holmes Beach, Florida, United States

Your Dream Beach House on Anna Maria Island!brbrEnjoy your vacation in our beautiful beach house, located at the end of a quiet cul-de-sac with one of the few private beaches right outside your door. Experience exclusive beach days in absolute privacy.brbrThe house offers numerous amenities for an unforgettable vacation:brbrOutdoor Relaxation Area: Unwind by the heated pool with comfortable loungers, an outdoor kitchen, and a pool bar with a covered dining area - perfect for fun evenings with family and friends.brbrSpacious Balconies: Enjoy the fresh ocean breeze and breathtaking beach views from the two large balconies. These are ideal for watching stunning sunsets or spotting dolphins.brbrLiving Area and Kitchen: On the first floor, you'll find a fully equipped kitchen and a spacious living and dining area—all with direct ocean views. A bedroom with a private bathroom adds extra convenience.brbrMaster Suite: The master bedroom on the second floor offers an unparalleled ocean view and a large, luxurious bathroom with a shower and bathtub. Two additional bedrooms, perfect for children, share another bathroom.brbrEntertainment Area: On the ground floor, you’ll find a media room with a cozy TV corner and a billiard table. From here, you have direct access to the loggia and the beach—perfect for relaxed days and evenings.brbrMultimedia Equipment: Enjoy a comprehensive multimedia experience with a 75-inch flat-screen TV, Sonos sound system, and portable Bose speakers throughout the house. Each bedroom and the living room are equipped with a flat-screen TV.brbrThis house is ideal for large families or friends looking to spend an unforgettable time at the beach together. Book now and experience a dream vacation in your private seaside paradise!brbr

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Sleeps

$522.87

/ Nightly

Private Vacation Home

Ground Floor Luxury 4BR Home · Heated Saltwater Pool & Spa · Very Close to Beach

Holmes Beach, Florida, United States

Welcome to AMI Beach Home in Holmes Beach on beautiful Anna Maria Island.brbrThis custom-built ground-floor vacation home at 201 69th Street is located just a short walk across Gulf Drive from the white sandy Gulf beach and offers a private island retreat for up to 8 guests. The home features 4 spacious bedrooms and 3.5 bathrooms, providing comfortable space for families or small groups seeking a relaxed island stay.brbrAfter a day at the beach, rinse off under the outdoor foot shower and enjoy the heated butterfly-shaped saltwater pool with sun shelf and attached spa surrounded by lush tropical landscaping. Part of the pool deck and the spa are located under a roof overhang, allowing guests to enjoy the area even during occasional Florida rain. Guests can relax in the Florida sun on the pool deck or unwind in the shaded patio area beneath the pergola.brbrPool and spa cannot be heated simultaneously, and heating performance is weather dependent and subject to environmental and technical limitations.brbrThe spa is available daily between 1:00 PM and 10:00 PM only. The system can operate either the pool or the spa, but not both at the same time; extended spa use stops pool circulation and heating and negatively affects water quality. Operation outside these hours is not possible.brbrDue to local noise ordinances, pool and spa equipment shuts off overnight. Pool and spa are provided as amenities for guest enjoyment and do not constitute grounds for refund or compensation in the event of limited operation or downtime.brbrWhen the sun sets, the tropical garden creates a peaceful evening atmosphere. Prepare fresh seafood on the grill and dine beneath the pergola while soft landscape lighting illuminates the surrounding palms. A giant outdoor chess set and hammock provide additional opportunities to relax after a day at the beach.brbrInside the Smart Home, the bright open living, dining, and kitchen area features vaulted ceilings and a modern gallery-style interior displaying original island photography by the owner. The design is intentionally calm and uncluttered without themed décor.brbrBedrooms feature comfortable king beds with bathrooms conveniently located for easy access. HD OTA television and Roku streaming are available in the living room, bedrooms, and outdoor pergola area.brbrHigh-speed Wi-Fi internet is provided via a Frontier fiber connection with coverage throughout the house and pool deck. A full-sized washer and dryer are available for guest convenience.brbrFlorida’s climate can bring high temperatures and humidity, especially during summer months. The air conditioning systems are professionally maintained and operate within regulated performance ranges to ensure reliable and consistent indoor comfort throughout your stay.brbrYou are vacationing in a residential neighborhood. Please keep noise at a respectful level, especially around the pool area. Pool equipment automatically shuts off overnight in accordance with local regulations.brbrPreventive pest control is performed regularly; however, due to Florida’s warm and humid subtropical climate, occasional insects or small lizards may appear indoors despite best efforts. This is typical for the region.brbrDue to documented health considerations within the Owner’s family, pets — including service or emotional support animals — are not permitted on this private property under any circumstances. This includes visitors of guests. Any animal found on the premises will result in expedited eviction, forfeiture of payments, and liability for specialized cleaning and any resulting damages.brbrAbsolutely no smoking anywhere on the property.brbrExterior video surveillance with motion-activated recording is installed in the driveway and pool equipment areas. No cameras are installed inside the home or in the pool or spa areas.brbrThe property was completely renovated in 2016. Environmentally friendly solar roofs were added in 2022. Following the 2024 storm season, exterior landscaping and select technical components were renewed and upgraded. Due to extensive preventive measures installed in advance, no interior water intrusion occurred.brbrWe encourage guests to consider purchasing travel insurance to protect their stay against unforeseen circumstances.brbrAdditional AMI Beach Vacation properties on Vrbo: #1302743, #4928637, #4938654, #4938653, #4924163, #2243668, #2243665, #2243666, #2243667, #4952711, #4928638, #4952712, #4928639.

4

Bed

3

Bath

8

Sleeps

$516.11

/ Nightly

Private Vacation Home

LivingGood by Duncan Real Estate

Holmes Beach, Florida, United States

Enjoy vacation bliss at this completely remodeled island pool home called LivinGood! The house features the perfect blend of modern luxury and beachside charm. Convenient ground level and located just two blocks from the beach, the spacious split floor plan offers 3 bedrooms and 2 bathrooms with a private primary ensuite for ultimate privacy and split system A/C for climate control. Up to 6 people can vacation here. From the moment you step inside, you'll be captivated by the impeccable craftsmanship and attention to detail. Gleaming terrazzo floors, a gourmet kitchen with sleek quartz countertops, all-wood custom cabinetry, and a high-end gas stove, this kitchen is perfect for culinary enthusiasts. Have breakfast at the screened in lanai! Step outside to your gorgeous private back yard pool oasis. Enjoy sun-filled days by the sparkling pool, the lush landscaping including a putting green! You can flipflop to the beach just down the street and are close to the best of local dining and shopping!Sounds like a fabulous island getaway!HIGHLIGHTS 2140 sq. ft. Private pool (27x14 ft.) Pet Friendly Putting Green Screened in LanaiBEDROOMS Sleeps 6 Primary Bedroom: King Ensuite Second Bedroom: King Third Bedroom: 2 TwinsBATHROOMS Ensuite Bathroom: Walk-in Shower Second Bathroom: Walk-in ShowerEXTERIORSpend the day at your private back yard oasis. Sip a drink relaxing on the loungers, splash away in the pool or practice your putting! Enjoy the fresh catch of the day prepared on the gas grill! There are 2 parking spaces designated in the driveway for this property plus a garage spot. The weekly pool heat fee is $150.00. 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. 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 pools for maintenance purposes. No refund or rent adjustment except for pool heat fees will be made for circumstances beyond our control, malfunctions, or loss of use of equipment or amenities. Livingood is a pet friendly property for dogs up to 30 lbs. 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. 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.VCR25-000004brbrAmenities Include:brbr- Bedroom 1 Kingbrbr- Bedroom 2 Kingbrbr- Bedroom 3 Twins x 2brbr- Bathroom 1 Walk-in Showerbrbr- Bathroom 2 Walk-in Showerbrbr- Hot Waterbrbr- Beach Access .3 milesbrbr- Ground Level Ybrbr- Central A Cbrbr- Cental Heatbrbr- Sqft under a c 2140brbr- Free Parkingbrbr- Parking Spots 3brbr- Dogs up to 25 lbs Ybrbr- Self Check Inbrbr- Keyless Entrybrbr- Bath Towelsbrbr- Beach Towelsbrbr- Quality Linensbrbr- Hair Dryerbrbr- Hangersbrbr- Refrigeratorbrbr- Ice Makerbrbr- Stovebrbr- Ovenbrbr- Cookwarebrbr- Toasterbrbr- Blenderbrbr- Drip Coffee makerbrbr- Dishwasherbrbr- Microwavebrbr- Garbage Disposalbrbr- Dining Tablebrbr- High Speed WIFIbrbr- TV 3brbr- Washerbrbr- Dryerbrbr- Ironbrbr- Ironing Boardbrbr- Cleaning Kitbrbr- First Aid Kitbrbr- Fire Extinguisherbrbr- Smoke Alarmbrbr- Carbon Monoxide Alarmbrbr- Private Pool Ybrbr- Pool Dimensions 27x14'brbr- Pool Alarmsbrbr- Sun Loungersbrbr- Screened Lanaibrbr- Outdoor Diningbrbr- Propane Grillbrbr- Putting Greenbrbr- Beach Amenitiesbrbr- Mold Free Certificatebrbr- Duncan Emerald Clubbrbr

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Bath

Sleeps

$466.4

/ Nightly

Private Vacation Home

Sunkissed by Duncan Real Estate

Holmes Beach, Florida, United States

Sunkissed is a beautiful, elevated townhome located in Holmes Beach-just a short stroll to the gorgeous white sandy beaches of the Gulf of Mexico. This great property offers more than just a fantastic and central location but also features a private pool with a covered pool-side lanai which provides the ideal resting place after a day at the beach. Sunkissed offers a great location, fantastic backyard, and beautiful furnishings inside.br Enjoy an easy walk to the beach or explore the rest of the Island with the conveniently located Trolley Stop just a short walk away. This convenient Island service is free of charge and runs from the North end of the Island to the South from early mornings until the late evenings. At Sunkissed you truly have it all! br br HIGHLIGHTSbr br 2001 sq. ft. br Private pool (24X11 ft)br $75 Condo Fee br Centrally located near Holmes Beach Boat Ramp br 0.2 miles from bay access br 0.4 miles from beach accessbr br BEDROOMSbr br Sleeps 6br Primary Bedroom: King Ensuite br Second Bedroom: Queenbr Third Bedroom: Twin Bunk Beds and Day Bed br br BATHROOMSbr br Primary Bathroom: Shower/Tub Combo br Second Bathroom: Walk-in Shower br Third Bathroom: Half Bathroom br br EXTERIORbr br Sunkissed features a beautiful backyard adorned with a private 24 x11 ft pool, covered pool side lanai, and tropical landscaping. Enjoy quality time spent outdoors simply enjoying the pool or indulging in an outdoor meal together. The gas grill is ideal for grilling up the catch of the day or simply explore the local restaurants conveniently located within walking distance. The free trolley stop is directly across the road. Within walking distance is the Holmes Beach City Park, Skate Park, and Public Tennis Courts. There is also a boat ramp a short drive from the property.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 are three parking spaces in the driveway available for use throughout your stay at Sunkissed.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 This property welcomes weekly rentals from Saturday to Saturday. Please inquire for any other dates. br br In compliance with the Condo Association, Sunkissed requires an application as well as a $75 condo fee. br br VRC19-000195br Amenities Include:br - Bedroom 1 King Ensuitebr - Bedroom 2 Kingbr - Bedroom 3 Twin Bunk Bed / Day Bedbr - Work Space Ybr - Bathroom 1 Shower/Tubbr - Bathroom 2 Walk-in Showerbr - Half Bathbr - Hot Waterbr - Beach Access 0.4 milesbr - Elevatedbr - Central A Cbr - Cental Heatbr - Sqft under a c 2,001br - Free Parkingbr - Parking Spots 3br - $75 Application Feebr - Self Check Inbr - Keyless Entrybr - Bath Towelsbr - Beach Towelsbr - Quality Linensbr - Hair Dryerbr - Hangersbr - Refrigeratorbr - Ice Makerbr - 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 24 x 11br - Patiobr - Balconybr - Outdoor Diningbr - Outdoor Showerbr - Propane Grillbr - Beach Amenitiesbr - Exterior Outletbr - Duncan Emerald Club

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Bath

Sleeps

$436.97

/ Nightly

Private Vacation Home

Coastal 2BR/2BA w/ Heated Pool + 200 Steps to Beach

Holmes Beach, Florida, United States

Seacrest AMI | 2BR w/ Saltwater Pool | Central Locationbr 207 71st Street Holmes BeachbrbrWelcome to Seacrest AMI, your cozy tropical escape in the heart of Anna Maria Island. Nestled on a quiet island street, this charming 2-bedroom, 2-bath home is just 200 steps to the white-sand beaches of the Gulf of Mexico — the perfect blend of location, comfort, and laid-back luxury.brbr✨ The SpacebrDesigned to sleep up to 6 guests comfortably:brbr• King primary suitebr• Twin-over-full bunk roombr• Queen sleeper sofabr• 2 Full BathroomsbrbrThe open-concept layout flows effortlessly from kitchen to dining to living space, making it ideal for families or small groups. The kitchen opens directly to the outdoor deck for seamless indoor-outdoor island living.brbr Outdoor Oasisbr• Brand new saltwater poolbr• Turf yard for relaxing & playbr• Spacious 10x19 front porch for entertainingbr• Outdoor deck perfect for evening cocktailsbrbrSpend your mornings at the beach and your afternoons cooling off poolside under the Florida sun.brbr Prime Island LocationbrbrThe location truly sets Seacrest apart:brbr• 4 houses to beach accessbr• Close to trolley stopbr• Quiet residential streetbr• Easy bike ride to Pine Avenue boutiques & diningbr• Minutes to Bridge Street shops & waterfront restaurantsbrbrGrab the provided beach towels and chairs and embrace the island lifestyle. Rent bikes, explore hidden gems, and enjoy sunset strolls along the Gulf.brbr Whether you’re planning a family getaway or a couples’ retreat, Seacrest on AMI delivers the ultimate island experience.brbr⭐️Super host Property + Verified for Cleanliness + Communication⭐brbrPools are heated October - April at no additional costs. Full disclosure if temperate drop below 60 heaters do not work at full capacity fighting the ambient temp. Below 60 the heaters do not come on until temperatures risebrPlease note a starter set of supplies are left for your arrival. Anything beyond what is left renters are responsible for providing. Starter set includes. 2 rolls of toilet paper per bathroom, small hand soap, 1 roll of paper towels, 2 garbage bags, small dish soap and 2 pods for dishwasher.brRental agreement to be signed before check inbrPlease Remember: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level. Noise ordinance is in effect 10pm to 7am. Excessive and unreasonable noise can result in disciplinary actions including fines and/or termination of your rental agreement without refund.brVRC23-000061brNo smokingbrNo partiesbrQuiet hours between 10pm - 6am

Bed

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Sleeps

$278.06

/ Nightly

Private Vacation Home

Anthony Beach Cottages - Italian Retreat - 2 bedroom home with pool - Sleeps 6

Holmes Beach, Florida, United States

Whether you are talking about the Florida Peninsula or the Sorrento Peninsula, everyone loves the beach! Two hurricanes destroyed our little house on Anna Maria Island in the Fall of '24, but out of the adversity came a beautiful little Italian Villa, built from the ground up and available for occupancy on October 19, 2025! With Mediterranean accents throughout, a beautiful in ground pool, and an adjoining grotto, you will think you are back on the Amalfi Coast. But throughout the home itself, every room is adorned with authentic fish mounts from Florida's greatest game fish, so you will always be cozy and ready for your cheeseburger in Florida paradise. Our Villa, nestled between the beach and the bay, with views of both, may be why the Italians say Quando la vita ti da limoni, fai limonata! brbrThis newly finished home backs onto 17 acres of mangrove forest and is situated on a quiet pond which includes a dock for fishing. All towels, linens, cooking utensils and beach chairs are provided. We have enclosed parking for 2 cars. Close to shopping and restaurants, it is perfect for your Island getaway!brbrVRC# 20-000210brNoise Disclaimer - “You are vacationing in a residential area where homes are in close proximity to each other. Please be a good neighbor by keeping the noise to a respectful level during the day and night. The maximum permissible noise level is 65 decibels (e.g., a normal conversation) between the hours of 7:00 A.M. and 10:00 P.M., and 50 decibels (quiet conversation) between the hours of 10:00 P.M. and 7:00 A.M. of the next day. No excessive boisterous, or repetitive noise (e.g., shouting, yelling, screaming) is permitted. These noises can deprive neighboring persons of peaceful enjoyment of their property. A violation of the city’s noise control ordinance shall subject the violator to the issuance of a notice of violation or citation. Noise is measured at the property line of the property generating the noise.”

Bed

Bath

Sleeps

$570.1

/ Nightly

Private Vacation Home

Beach Breeze- 6 bedroom private pool/spa and one minute stroll to the beach

Holmes Beach, Florida, United States

Beach Breeze 130 50th Street, Holmes Beach, FL 34217 VRC16-000334 What you will love about this property: • 5 houses from the beach • One minute stroll to beach • 72-inch TV, Blue Ray and Xbox • Rooftop Deck • Private Pool, spa and Outdoor entertainment space • Pool table and Ping pong table • Outdoor showers • Pet friendly • Full size washer and dryer • Professional Linen program • Close to shopping and restaurants • In the heart of Holmes Beach Welcome to Beach Breeze. Large, paved driveway, swaying palm trees, and light blue exterior, you will immediately feel the vacation vibe. With recent renovations and updates this home is sure to be a favorite with everyone. The open floor plan with living, dining and kitchen areas are sure to please. The kitchen with stainless-steel appliances, sweeping granite countertops, and a large breakfast bar for four. The dining room offers impressive round dining tables showcasing unique chandeliers. The living room is cozy with a large L-shaped couch, two comfy chairs, and a flat screen TV. Coastal modern décor and fantastic designer touches greet you as soon as you enter the spacious open living spa. Unwind in the comfortable living room section with guests and enjoy the beach ambiance. Your family chef will love the fully equipped kitchen. Enjoy memorable meals in the dining area with two dining tables, then step out the balcony for evening drinks with loved ones in the cool Gulf breezes. With the beach just a short walk down the street and an outdoor tropical paradise in the backyard, experience island living at its best. The pool has a shallow sun shelf and fabulous spa experience. Under the covered patio is an outdoor bar, dining table with seating, pool table, kitchen with sink, large Tv and mini fridge. The backyard will become your own private oasis. You will discover a heated pool with water cascading down rocks creating a relaxing rhythm, custom created spa. Get everyone together in comfort and style at Beach Breeze. Book with us today. Bedrooms & Bathrooms • Primary Bedroom: Main floor King bed and ensuite bathroom with large walk-in shower • Second Bedroom: Main floor Queen bed • Half bathroom on main floor • Third Bedroom: Top floor King bed and ensuite bathroom with walk in shower • Fourth Bedroom: Top floor Queen bed with balcony and access to jack and jill bathroom with shower and bathtub combination • Fifth bedroom: Top floor Queen bed with access to jack and jill bathroom with shower and bathtub combination • Sixth bedroom: Top floor bunk bedroom with two twin beds with balcony • Full bathroom on top floor This property participates in our Professional Linen Program. In Beach House Real Estate's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high quality linens; including bedding, bath towels, wash cloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology. Hop on the free island trolley and explore all 7 miles of Anna Maria Island, including Pine Avenue boutiques, shopping, restaurants and ice cream shops. Take a fishing rod to the pier or charter a fishing trip, dolphin tour or sunset cruise. Kayak the mangroves or even kayaking tours, watch wildlife in the preserves and catch a magical sunset at the beach. Exciting news Golf carts offer a delightful, cost-effective, and hassle-free means of transportation on Anna Maria Island throughout your visit. Live life at a slower pace while on vacation. Cruise around in the Florida sunshine feeling the Gulf Coast breeze. Rent a six-seater electric golf cart at only $750 a week. Please contact us to reserve your golf cart today! Are you bringing the kiddos We have pack & plays and highchairs too! Your item(s) will be at your rental property for your arrival, and we will pick them up at your departure. We rent by the week: Pack & Play - $50.00 Highchair - $40.00 Please contact us to reserve your baby equipment. Friendly reminders This property allows pets and there will be an additional non-refundable pet fee. Dogs are allowed under certain conditions and all animals including service dogs must be disclosed and approved prior to arrival. No cats allowed. Weight limits apply and maximum of 2. Please reach out to Beach House Real Estate for full details. This home is managed by Beach House Real Estate, an Anna Maria Island property management company. Please 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. We 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. Please note: 6 cars maximum can 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.

6

Bed

4

Bath

12

Sleeps

$662.92

/ Nightly

Private Vacation Home

Full duplex with separate outdoor areas, 2 kitchens, & W/Ds - walk to beach

Holmes Beach, Florida, United States

Holmes Beach BungalowbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrTwo homes make for twice the fun at this inviting Holmes Beach hideaway! Comprised of twin duplexes, this convenient retreat offers double the living space and double the home essentials for friend groups or families traveling together. Gift shops, golf cart rentals, and great local food-and-drink options are within walking distance. The beach is also just a short stroll from home. brbrWhen you're not making the most of island living, groups can enjoy the privacy of separate outdoor spaces, each complete with a furnished patio and grill. Each of the updated interiors comes fully equipped for standalone living, with essentials including central air-conditioning, a washer/dryer, and a full kitchen. Each living room and all four bedrooms includes a smart TV for ultimate household flexibility and free WiFi is equipped throughout for added convenience. brbrTHINGS TO KNOWbrStreaming services are available with guests’ own account(s).brWe will not be accepting payments for pool heat for the months of May through October.brThis property has a 7-night stay requirement.brThis property's maximum occupancy is limited to 10 guests. brCode enforcement notification: 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.brbrParking notes: There is free parking available for 4 vehicles.brbrbrbrDamage 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 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Bed

Bath

Sleeps

$243.15

/ Nightly

Private Vacation Home

MI Happy Place Sea Turtle 4 · Pet-Friendly · Manatee Beach

Holmes Beach, Florida, United States

VRC19-000208brbr2BR · 1BA · Sleeps 6 · Pet-Friendly ($150 Fee) · Across from Manatee Public Beach · Late 2024 Renovation · Shared Heated Pool · Hammocks · Outdoor Shower · Beach Gear Provided · Boat & Trailer Parking · Shared Laundry · Dead-End StreetbrbrThe new granite kitchen, fully tiled walk-in shower, fresh island décor, and updated furnishings are complete and in place.brbrManatee Public Beach is directly across the street. The shared heated pool is steps from the unit. Hammocks are on the property for the afternoons when the beach has worn you out and the pool feels right. An outdoor shower handles the post-beach rinse before coming inside.brbrThe unit was completely renovated in late 2024. New granite kitchen with modern appliances, fully tiled walk-in shower in the renovated bathroom, fresh island décor, and new furnishings throughout. Beach gear storage on the semi-private deck — chairs, umbrella, and wagon included for trips across the street.brbrTwo bedrooms sleep six. The master has a king bed with its own TV. The guest bedroom has two twin beds. The living room has a 55 smart TV and a sleeper sofa for the remaining guests. High-speed 1-gig WiFi. Fully equipped kitchen for meals at home. Shared laundry on the property. Linens and towels provided.brbrDogs are welcome with a $150 non-refundable fee. The dead-end street and the resort layout make this one of the more comfortable pet-friendly setups in Holmes Beach.brbrCafe on the Beach, Skinny's Place, and local dining are within easy walking distance. The free island trolley stops close by for exploring all of AMI without a car. Boat and trailer parking available on-site.brbrSea Turtle 4 requires a one-week minimum stay with parking for two vehicles.brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due

Bed

Bath

Sleeps

$243.15

/ Nightly

Private Vacation Home

MI Happy Place Sand Castle 1 · Pet-Friendly · Manatee Beach

Holmes Beach, Florida, United States

VRC19-000209brbr2BR · 1BA · Sleeps 6 · Pet-Friendly ($150 Fee) · Across from Manatee Public Beach · 2024 Renovation · Shared Heated Pool · Beach Gear Provided · 1-Gig WiFi · Boat & Trailer Parking · Shared Laundry · Dead-End StreetbrbrManatee Public Beach is directly across the street. The shared heated pool is steps from the unit. Two trolley stops are one block away. Sand Castle 1 is a Holmes Beach vacation rental on a quiet dead-end street where the beach, the pool, and the island are all within easy reach — and where guests come back year after year. Some for four consecutive years running.brbrThe unit was completely renovated in 2025. New granite kitchen with modern appliances, fully tiled walk-in shower in the renovated bathroom, fresh coastal décor, and new furnishings throughout. The semi-private deck has beach gear storage — chairs, umbrella, and wagon included for trips across the street.brbrTwo bedrooms sleep six. The master has a king bed with its own TV. The guest bedroom has two twin beds. The living room sleeper sofa handles the remaining guests. High-speed 1-gig WiFi. Fully equipped kitchen for meals at home. Shared laundry on the property. Linens and towels provided.brbrDogs are welcome with a $150 non-refundable fee — the dead-end street and the resort layout make this one of the more comfortable pet-friendly setups in Holmes Beach.brbrCafe on the Beach, Skinny's Place, and local dining are within easy walking distance. The free island trolley stops close by for exploring all of AMI without a car. Boat and trailer parking is available on-site.brbrSand Castle 1 is one of four renovated units at MI Happy Place — all on the same property, sharing the heated pool and grilling area. brbrSand Castle 1 requires a one-week minimum stay with parking for two vehicles.brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due

Bed

Bath

Sleeps

$245.8

/ Nightly

Private Vacation Home

MI Happy Sand Dollar 2 · Pet-Friendly · Manatee Beach

Holmes Beach, Florida, United States

VRC19-000210brbr2BR · 1BA · Sleeps 6 · Pet-Friendly ($150 Fee) · Across from Manatee Public Beach · Late 2024 Renovation · Shared Heated Pool · Hammocks · Outdoor Shower · Beach Gear Provided · Boat & Trailer Parking · Shared Laundry · Dead-End StreetbrbrImportant before booking: the current photos were taken before the late 2024 renovation. The new granite kitchen, fully tiled walk-in shower, fresh coastal décor, and updated furnishings are complete and in place. brbrManatee Public Beach is directly across the street. The shared heated pool is steps from the unit. Hammocks are on the property for the afternoons when the pool isn't calling. An outdoor shower handles the post-beach rinse. Sand Dollar 2 is a Holmes Beach vacation rental on a quiet dead-end street where the beach, the pool, and the island are all within easy reach.brbrThe unit was completely renovated in late 2024. New granite kitchen with modern appliances, fully tiled walk-in shower in the renovated bathroom, fresh coastal décor, and new furnishings throughout. The semi-private deck has beach gear storage — chairs, umbrella, and wagon included for trips across the street.brbrTwo bedrooms sleep six. The master has a king bed with its own TV. The guest bedroom has two twin beds. The living room has a 55 smart TV and a sleeper sofa for the remaining guests. High-speed 1-gig WiFi. Fully equipped kitchen for meals at home. Shared laundry on the property. Linens and towels provided.brbrDogs are welcome with a $150 non-refundable fee. The dead-end street and the resort layout make this one of the more comfortable pet-friendly setups in Holmes Beach.brbrCafe on the Beach, Skinny's Place, and local dining are within easy walking distance. The free island trolley stops close by for exploring all of AMI without a car. Boat and trailer parking available on-site.brbrSand Dollar 2 is one of four renovated units at MI Happy Place — all sharing the heated pool and grilling area. brbrSand Dollar 2 requires a one-week minimum stay with parking for two vehicles.brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due

Bed

Bath

Sleeps

$241.96

/ Nightly

Private Vacation Home

MI Happy Place Sea Horse 3 · Pet-Friendly · Manatee Beach

Holmes Beach, Florida, United States

VRC19-000207brbr2BR · 1BA · Sleeps 6 · Pet-Friendly ($150 Fee) · Across from Manatee Public Beach · Late 2024 Renovation · Shared Heated Pool · Hammocks · Outdoor Shower · Beach Gear Provided · Boat & Trailer Parking · Shared Laundry · Dead-End StreetbrbrThe new granite kitchen, fully tiled shower, fresh coastal décor, and updated furnishings are complete and in place.brbrManatee Public Beach is directly across the street. The shared heated pool is steps from the unit. Hammocks are on the property for the afternoons when the beach has tired you out and the pool isn't enough. An outdoor shower handles the post-beach rinse before coming inside.brbrThe unit was completely renovated in late 2024. New granite kitchen with modern appliances, fully tiled shower in the renovated bathroom, fresh coastal décor, and new furnishings throughout. Beach gear storage on the semi-private deck — chairs, umbrella, and wagon included for trips across the street.brbrTwo bedrooms sleep six. The master has a king bed with its own TV. The guest bedroom has two twin beds. The living room has a 55 smart TV and a sleeper sofa for the remaining guests. High-speed 1-gig WiFi. Fully equipped kitchen for meals at home. Shared laundry on the property. Linens and towels provided.brbrDogs are welcome with a $150 non-refundable fee. The dead-end street and the resort layout make this one of the more comfortable pet-friendly setups in Holmes Beach.brbrCafe on the Beach, Skinny's Place, and local dining are within easy walking distance. The free island trolley stops close by for exploring all of AMI without a car. Boat and trailer parking available on-site.brbrSea Horse 3 requires a one-week minimum stay with parking for two vehicles.brbr*Final payments are due 60 days prior to arrival payable by personal check or Echeck (which will incur a $1.00 processing fee) we do takebrcredit cards for final payment with a 3% fee on the balance due

Bed

Bath

Sleeps

$390.17

/ Nightly

Private Vacation Home

Beautiful 3BR /2BA, Family Friendly Home w/Private pool/patio area

Holmes Beach, Florida, United States

3 bedroom 2 bathroom vacation home on beautiful Anna Maria Island, Just two short blocks from the most breathtaking white sandy beaches. This custom built home comes equipped with private pool area, outdoor grill/patio area, state of the art LED lighting, a full laundry room with front loading washer and dryer, fully equipped coastal style kitchen with dishwasher, cook for your family or hop on our FREE island trolley system to award winning restaurants or pubs in the area. Enjoy shopping on Anna Maria's well known Pine Ave, or travel to historic Bridge Street for more local shops and restaurants. If relaxation is what you're looking for, a two minute walk to the beach should do the trick, or relax around a private heated pool consistantly heated to 88 to 89 degrees. brbrAnna Maria Island is best known for its beautiful sunsets and white sandy beaches, there is kayaking, paddleed boarding, bike riding, or inshore fishing. For you die hard fisherman local offshore fishing charters are one of the most amazing experiences of a lifetime. We are also only 45 minutes from Busch Gardens, and Adventure Island water park , as well as Botanical Gardens, and many other attractions.

Bed

Bath

Sleeps

$819.29

/ Nightly

Private Vacation Home

Special rate promotion!!! Luxury canal front!! Completely remodeled!!

Holmes Beach, Florida, United States

Anchorsaway is a Completely renovated canal home, the ultimate in waterfront luxury. No expenses spared on this beautiful new home. Cypress and shiplap ceiling, glass tile, travertine pool deck, wood beams, Viking appliances, Ipe outdoor shower, full house sonos, 5 huge flats screens, bring your boat for the 12k lift, use our kayaks and paddle boards.

Bed

Bath

Sleeps

$257.64

/ Nightly

Private Vacation Home

Anthony Beach Cottages - Island Retreat Heated pool home w/ 4 bedrooms 3 baths

Holmes Beach, Florida, United States

Open now! No hurricane damage and post-hurricane upgrades. All photos were taken post-hurricane. Our Island Retreat cottage, situated 3 blocks from the beach and 2 blocks from the bay with a heated pool and secluded yard surrounded by mangroves, is a two story pet friendly home which includes 3 bedrooms on the first floor with the master suite on second floor, cable TV in all 4 bedrooms, washer/dryer, dishwasher, microwave, dishes, linens and towels, porches on both levels to enjoy gulf and bay breezes, and dock in shallow boat basin directly across the street. A true island getaway!brbrVRC# 20-000239brNoise Disclaimer - “You are vacationing in a residential area where homes are in close proximity to each other. Please be a good neighbor by keeping the noise to a respectful level during the day and night. The maximum permissible noise level is 65 decibels (e.g., a normal conversation) between the hours of 7:00 A.M. and 10:00 P.M., and 50 decibels (quiet conversation) between the hours of 10:00 P.M. and 7:00 A.M. of the next day. No excessive boisterous, or repetitive noise (e.g., shouting, yelling, screaming) is permitted. These noises can deprive neighboring persons of peaceful enjoyment of their property. A violation of the city’s noise control ordinance shall subject the violator to the issuance of a notice of violation or citation. Noise is measured at the property line of the property generating the noise.”

4

Bed

3

Bath

8

Sleeps

Vacation Home Rentals By Owner In Holmes Beach, FL

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$570.1

$662.92

$243.15

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$390.17

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$257.64

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