Vacation Rentals By Owner In Holmes Beach, FL

$589.22

Beautiful ground level home with heated pool!

Holmes Beach, Florida, United States

Discover your perfect getaway at this charming vacation rental in Holmes Beach, Florida. Nestled just a short walk from the pristine sandy shores, this bright and airy home features a spacious open floor plan ideal for family gatherings. Enjoy the sun in your private pool or relax on the patio surrounded by lush landscaping. The fully equipped kitchen makes meal prep a breeze, while nearby restaurants and shops offer local flavor. Experience the ultimate beach retreat in this coastal paradise!brThe spacebrCoconut Cottage #2br108 39th Street, Unit 2, Holmes Beach, FL 34217brVRC18-000070brbrWelcome to Coconut Cottage #2, an inviting ground-level condo just a two-minute walk from Anna Maria Island’s stunning Manatee Beach! This charming three-bedroom, two-bath home comfortably sleeps up to six guests and features a private pool, outdoor shower, and lush backyard. Perfect for families or friends, enjoy relaxing days on the white sandy beach and evenings in your tropical oasis. Located near the beach and just a short stroll to shops, waterfront dining, and the famous tiki bar, Coconut Cottage #2 offers the ideal island escape!brbrHighlightsbr• 2-minute walk to Manatee Beachbr• 3 Bedroom / 2 Bathbr• 2 Kings, 1 twin/ full bunk with trundle, 1 queen sleeper sofabr• Private saltwater poolbr• Outdoor showerbr• Dog friendlybr• Close to shops and waterfront restaurantsbr• 3 Parking SpacesbrbrRelax outdoors in your lush backyard paradise. Take a dip in the private pool, lounge in the sun, or enjoy fresh seafood and drinks at the outdoor grill and dining table. The backyard oasis is perfect for relaxing, family fun, or sunset watching. With the beach just a short walk away, spend your days floating in the turquoise waters of Manatee Beach or exploring Anna Maria Island’s shops, restaurants, and water adventures.brbrInside, the bright, open-concept living area provides a perfect spot for relaxing and connecting with your guests. Plush seating and a TV invite family movie nights or happy hour. The fully stocked kitchen has stainless steel appliances, plenty of cabinets, and a breakfast bar, ideal for island-inspired meals. An outdoor table under the shade of the backyard pergola is perfect for alfresco dining in the sunshine.brbrThe primary bedroom offers a king bed, a TV, and an ensuite bathroom with a walk-in shower, providing a private, beach retreat. The second bedroom, decorated for comfort, features a king bed and shares a hall bathroom with a shower and tub combo. The third bedroom, perfect for kids or additional guests, has a twin-over-full bunk bed with a trundle, along with a TV for midday entertainment. The hall bathroom’s shower/tub combo ensures everyone’s needs are met comfortably. A queen sleeper sofa in the living area adds extra sleeping options.brbrRoom Detailsbr• Primary Bedroom: King bed, ensuite with walk-in showerbr• Second Bedroom: King bedbr• Third Bedroom: Twin-over-full bunk bed with trundlebr• Living area: Queen sleeper sofabrbrBook Coconut Cottage #2 today and get ready for an unforgettable Anna Maria Island vacation! With its water views, private pool, outdoor amenities, and close proximity to the beach and attractions, this home offers everything you need for a relaxed and memorable getaway.brbrReserve your dates now and start making lifelong island memories!brbrbr-brWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply.brbr*Please note: 3 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.brbrEnjoy your beach days with ease. We supply beach towels, beach chairs, and a wagon to make your trips to the shore effortless.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 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.brbrPool Heating DisclaimerbrbrPlease note that pool heaters are weather-dependent. When outdoor air temperatures drop below 55°F, electric pool heaters will not operate, and pool water will remain cold. Even when temperatures rise slightly above 55°F but stay in the low 60s, the heater may produce minimal heat and may not significantly warm the pool.brbrThe only way to guarantee a consistently warm pool during colder months is with a gas pool heater, which can operate in very low temperatures but requires substantial gas usage to maintain warmth.brbrBy booking during cooler months, guests acknowledge that pool temperature and heater performance are directly affected by weather conditions, which are beyond the control of the property owner or management. We strongly recommend reviewing and acknowledging this information prior to booking to ensure clear expectations regarding pool heating during your stay.brbrImportant Note:brWhen you stay at our vacation rental homes, we want to ensure your experience is comfortable and convenient right from the start. Each home comes with a thoughtfully prepared starter pack to help you settle in seamlessly. This pack includes:brbr- *Laundry Detergent*: Enough for your initial laundry needs.br- *Dish Soap*: For easy clean-up after meals.br- *Dish Sponge*: Essential for washing dishes.br- *Dishwasher Pods*: A few pods to kickstart your dishwashing.br- *Toilet Paper*: Two rolls per bathroom to get you started.br- *Paper Towels*: One roll for quick clean-ups.br- *Extra Trash Bags*: To accommodate your waste disposal needs.brbrPlease note that we do not provide used kitchen items like oil, spices, or butter, ensuring a fresh start for your cooking adventures. Additionally, all homes are equipped with drip coffee makers, but remember to bring your own coffee filters to enjoy your morning brew.brbrWith these amenities, you can focus on enjoying your vacation without the worry of running out of essential supplies.brbrEarly Check In & Late Check Out:brFrom February through August, we regret to inform our guests that early check-ins and late check-outs will not be available. This decision is due to a high volume of reservations during these peak months, which unfortunately limits our ability to accommodate flexible check-in and check-out requests. We appreciate your understanding and encourage you to plan your arrival and departure times accordingly. Thank you for your cooperation!

3

Bed

2

Bath

6

Sleeps

$635.46

/ Nightly

Condo

Nautilus #111 by Duncan Real Estate

Holmes Beach, Florida, United States

Welcome to Nautilus #111!brbrThis newly renovated and decorated gulf front condo has 2 bedroom and 2 bathroom; this vacation rental is perfect for a laid-back getaway. Nautilus #111 offers beautiful beach and sunset views. You are just steps to put your toes into the famous white sand of Anna Maria Island. The condo accommodates up to 4 guests, and it offers plenty of outdoor space to enjoy the Island lifestyle. Enjoy the shared pool area during the day or feeling energetic play a round of tennis and finish the day with a walk on the beach.brbrHIGHLIGHTSbrbr1,018 sq. ft. brbr0.5 mile from bay access brbrSteps from beach access brbrShared pool brbrBeach front brbrBEDROOMSbrbrSleeps 4brbrPrimary Bedroom: KingbrbrSecond Bedroom: TwinsbrbrBATHROOMbrbrPrimary Bathroom: Walk-in ShowerbrbrSecond Bathroom: Walk-in ShowerbrbrEXTERIORbrbrA shared community pool and spacious sundeck are calling your name. Surrounded by lush tropical landscaping with plenty of furniture. Rinse off the pool water or sand from the beach in the outdoor shower. There is also a full-size tennis court to enjoy during your stay.brbrThere is 1 assigned parking space at the property and guest parkingbrbrPlease 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.brbrVRC25-brbrAmenities Include:brbr- Bedroom 1 Kingbrbr- Bedroom 2 Twinsbrbr- Bathroom 1 Walk-in Showerbrbr- Bathroom 2 Walk-in Showerbrbr- Hot Waterbrbr- Beach Frontbrbr- Beach Viewbrbr- Beach Access 20 ftbrbr- Ground Levelbrbr- Central A Cbrbr- Cental Heatbrbr- Sqft under a c 1080 Sqftbrbr- Parking Spotsbrbr- Assigned Parkingbrbr- Self Check Inbrbr- Keyless Entrybrbr- Bath Towelsbrbr- Beach Towelsbrbr- Quality Linensbrbr- Hair Dryerbrbr- Hangersbrbr- Refrigeratorbrbr- Ice Makerbrbr- Stovebrbr- Ovenbrbr- Cookwarebrbr- Toasterbrbr- Keurigbrbr- Drip Coffee makerbrbr- Dishwasherbrbr- Microwavebrbr- Garbage Disposalbrbr- Dining Tablebrbr- High Speed WIFIbrbr- Shared Laundrybrbr- Coin Laundrybrbr- Ironbrbr- Ironing Boardbrbr- Cleaning Kitbrbr- First Aid Kitbrbr- Fire Extinguisherbrbr- Smoke Alarmbrbr- Shared Poolbrbr- Sun Loungersbrbr- Patiobrbr- Outdoor Diningbrbr- Foot Showerbrbr- Beach Amenitiesbrbr- Tennis Courtsbrbr- Duncan Emerald Clubbrbr

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Sleeps

$312.64

/ Nightly

Apartment

Old Florida living only 200 steps to the beach

Holmes Beach, Florida, United States

brParadise found!brbrWith only 200 steps to the beach, this lovely beach house offers a great value for you vacation. A short stroll and your toes can find magic as you walk along the Gulf of Mexico's sugar sand beach.brbrSend us a message for any last minute stays and any options you propose.brbrOur 3 bedroom unit is clean and comfortable. Newly renovated a few years ago, you will find an easy to clean tile floor everywhere, modern kitchen cabinets, appliances, including washer and dryer, and well maintained furniture. The large balcony/porch lets you have a partial view of the gulf while the gentle breezes flows past the wind chimes to make music that soothes the soul. brbrFor sleeping there is a great choice with 1 king bed with a private bath, 1 queen bed and a room with 1 queen and 1 twin bed. Full kitchen stocked with everything a chef needs, dining room, Master bath has a tub, the guest bath has a shower, Free Internet, over the air tv(no cable).brbrLocated on one of America's top rated beach Anna Maria Island.brbrWindcaller is located a short 1 hour drive from Tampa International Airport, 2 hours from Orlando and 30 minutes from Sarasota Bradenton's Airport.brbr The central location is perfect for everything. 1 block to a market with the best wine selection on the island. 2 blocks to gourmet dining and the best breakfast on the island. A short walk down the beach is the County beach cafe. A free trolley to pick you up every 20 minutes for most of the day so there is no need to drive.brbrThere is no pool but the Gulf of Mexico is 200 steps away, with the best sunsets. brbrIt is our home we love to share.brbrWe do not typically include cable but have air and Internet channels. Cable can be arranged with advance notice.brbrThe building has several year round residents, and some commercial tenants. The other tenants do start the day around 8AM and share the driveway next to the building.

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Sleeps

$477.46

/ Nightly

Private Vacation Home

Private Pool - Yacht Rock Ranch by SeaBreeze Vacation

Holmes Beach, Florida, United States

Welcome to your perfect Holmes Beach getaway! Just a short stroll from some of the best beaches on Anna Maria Island. This spacious and thoughtfully designed 4-bedroom, 3-bathroom, pet-friendly home offers plenty of room for families and groups, with a unique layout that makes it especially versatile and comfortable.brbrOne of the standout features is the private in-law suite/den, complete with its own separate entrance. This space includes a bedroom, a private bathroom with a tub/shower combo, a living room, and a convenient kitchenette with a kitchen counter, sink, and refrigerator, ideal for extended family, guests seeking extra privacy, or a quiet retreat within the home. At this separate entrance, you'll also find easy access to beach gear, including chairs, a wagon, and a beach umbrella, making beach days effortless.brEnter through the main front door to an inviting open-concept living space that seamlessly connects the dining area, a comfortable living room with a large sectional sofa, and a well-appointed kitchen—perfect for gathering, entertaining, and relaxing after a day in the sun.brbrThe primary suite features a king bed and a private ensuite bathroom with a walk-in shower. Bedroom three also offers a king-size bed and has access to a hallway bathroom with a walk-in shower. Bedroom four is perfect for kids or extra guests, boasting two twin bunk beds and plenty of sleeping space for everyone.brStep outside and unwind in the screened-in lanai with comfortable seating, ideal for morning coffee or evening relaxation. Beyond the lanai, enjoy your own private heated pool featuring a sun shelf and poolside chairs, perfect for soaking up the Florida sunshine. With its unbeatable location, generous layout, and resort-style outdoor space, this Holmes Beach rental is the ideal home base for your next island escape.brbrWith all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following: brbrPer 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 TowelsbrbrWe also offer a range of supplemental services including pre-stock grocery shopping and babysitting. Need a pack and play or high chair, etc. These are available for a small additional fee and will be waiting in the home on your arrival.brbrCancellation 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. 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: CAA26-000007brMax Occupancy: 8 Guests | Max Vehicles: 4brQuiet 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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Bath

Sleeps

$307.11

/ Nightly

Condo

Beachfront Condo w/ Pool & Gulf Views I Anna Maria Island I Seaside Beach Villa | Steps to the Beach

Holmes Beach, Florida, United States

Escape to paradise at Seaside Beach Villa, a beautifully remodeled one-bedroom, 1.5-bath beachfront retreat located on the stunning Gulf Coast of Anna Maria Island.brbrWake up to breathtaking Gulf views, warm sunshine, and the soothing sound of waves just outside your door. Whether you're seeking a peaceful getaway or an island adventure, this coastal haven is the perfect place to relax, recharge, and reconnect.brbrSpend your days lounging by the heated beachfront pool, walking along the sugar-white sands only steps away, or exploring Anna Maria Island aboard the free Island Trolley. From beach days to unforgettable sunsets, every moment here feels like paradise.brbrThe SpacebrbrThoughtfully designed for comfort and relaxation, Seaside Beach Villa offers everything you need for a memorable stay.brbrThe spacious bedroom features a luxurious king-sized bed, ample storage, and a smart TV for cozy evenings in. The full bathroom includes a convenient tub/shower combination, and the additional half bath provides extra convenience for guests.brbrThe fully equipped kitchen makes preparing meals easy and enjoyable, flowing seamlessly into the dining and living areas. Relax in the comfortable living room with a smart TV and stunning Gulf views, or accommodate additional guests with the pull-out Murphy full-sized bed.brbrStep out onto your private balcony and take in panoramic beach and Gulf views the perfect spot for morning coffee, afternoon breezes, and unforgettable sunsets.brbrAmenitiesbrbrHeated beachfront poolbrbrPrivate Gulf-view balconybrbrDirect beach accessbrbrOn-site tennis courtsbrbrFree Island Trolley nearbybrbrSmart TVs in living room and bedroombrbrFully equipped kitchenbrbrKing-sized bedbrbrMurphy full-sized pull-out bedbrbrBeautifully remodeled interiorbrbrClose to shopping, dining, and island attractionsbrbrWhy Guests Love Itbrbr Prime beachfront locationbrbr Relaxing coastal atmospherebrbr Perfect for couples and small familiesbrbr Easy access to island activities and diningbrbr Incredible sunset viewsbrbrBook your stay at Seaside Beach Villa and experience the beauty, charm, and relaxation of Anna Maria Island.brbrGood to Know:brbrOur Cancellation Policy: In order to protect our owners from loss of income, ALL MONIES PAID TOWARDS YOUR RESERVATION MAY BE NON-REFUNDABLE AFTER A CERTAIN DATE! FULL AND PARTIAL REFUNDS MAY BE GIVEN UNDER CERTAIN CONDITIONS. Ask our office for details, or check your rental agreement.brbrSPECIAL NOTICE TO VISITORS OF HOLMES BEACH:brbr1. Per City of Holmes Beach ordinances: 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.brbr2. Per City of Holmes Beach ordinances, this unit cannot exceed 4 occupants. This amount includes adults and children of all ages. brbr3. Per City of Holmes Beach ordinances, we are required to tell you the minimum stay requirement for this property is one week.brbrThere is assigned parking for one vehicle and one space for guest (first come/first serve).brbrVRC25-000144brbrVRC25-000144

Bed

Bath

Sleeps

$951.2

/ Nightly

Private Vacation Home

Luxury 3BD Beachfront Retreat with Heated Pool!

Holmes Beach, Florida, United States

Summary:brbrSandy Bottoms Beach House is a luxury Gulf-front retreat where modern comfort meets Florida’s natural beauty. With three king bedrooms—each with its own en suite bath—this home is designed for families, couples, or groups seeking a premium beach getaway. Step through oversized sliding doors to a private patio with a heated pool, outdoor dining, and a direct trail to the sand. Spend mornings walking the shoreline, afternoons lounging by the pool, and evenings watching unforgettable Gulf sunsets from your own backyard.brbrbrbrThe Space:brbrWelcome to Sandy Bottoms Beach House—where beachfront luxury meets effortless island living. Located in the heart of Holmes Beach on Anna Maria Island, this private Gulf-front home is designed for unforgettable coastal getaways.brbrbrbrStep inside and find a light-filled, open-plan living space with oversized sliding doors that lead to a private patio, heated pool, and your very own beach path. The living room includes a plush sectional, reading chairs, smart TV, built-in desk, and non-heating fireplace for evening ambiance. Open the doors and let the Gulf breeze flow in.brbrbrbrThe fully equipped chef’s kitchen includes premium appliances, a wine fridge, and oversized ice maker—perfect for sunset cocktails or family dinners. The adjacent dining area for six overlooks the pool and offers a scenic view of the waterway to the beach.brbrbrbrEach of the three bedrooms features a king-size bed, private en suite bathroom, and walk-in closet—making this home ideal for couples, families, or multi-generational stays. Bathrooms are updated with stylish tile, modern fixtures, and walk-in showers.brbrbrbrOutside, your private patio oasis includes:brbrbrbr • A heated poolbrbr • Lounge chairs and outdoor dining tablebrbr • Direct, private trail leading straight to the beachbrbrbrbrThe home is stocked with beach chairs, towels, and gear—everything you need for carefree days on the sand. Whether you’re here to relax in the sun, take morning walks along the shoreline, or dine al fresco as the sun sets over the Gulf, Sandy Bottoms delivers a true beach house experience—without compromise.brbrbrbrGuest Access:brbrThe home is set up with a smart lock for your convenience & safety. We will provide you with a Personalized access code via your Boarding Pass a few days prior to arrival. Use your unique 4-digit code to enter the home. The code is active starting at 4pm on check in day and will automatically deactivate at 10am on check out day.brbrbrbrThe Neighborhood:brbrWelcome to Holmes Beach, the heart of Anna Maria Island and one of Florida’s most charming beach towns. Located directly on the Gulf of Mexico, Sandy Bottoms Beach House offers a rare combination of true beachfront living and walkable access to local restaurants, cafés, and boutique shops.brbrbrbrThis stretch of Holmes Beach is known for its quiet, uncrowded shoreline, perfect for morning walks, seashell hunting, or watching dolphins play just off the coast. From your back door, you can walk a private path straight onto the sand—no roads to cross, no public crowds, just you and the Gulf.brbrbrbrWhen you’re ready to explore, you’re just a few blocks from:brbr • Publix Super Market for quick grocery runsbrbr • Hurricane Hanks, The Feast, and Vinny & Cheryl’s for casual-to-upscale diningbrbr • Small boutiques, coffee shops, and ice cream parlors all within walking or biking distancebrbr • Anna Maria Island City Pier and Pine Avenue are a short drive or trolley ride away for shopping and sunset strollsbrbrbrbrDespite its relaxed, Old Florida charm, Holmes Beach offers all the conveniences guests expect while remaining peaceful and family-friendly.brbrbrbrGetting Around:brbrStaying at Sandy Bottoms Beach House means you can park your car and forget about it for most of your trip—everything you need is within easy walking or biking distance.brbrbrbrWalkable Destinationsbrbr • Beach: Direct private access from the backyard—no walking requiredbrbr • Grocery (Publix): 10-minute walkbrbr • Local dining and cafes: 5–12 minutes on footbrbr • Free trolley stop: Just a few blocks awaybrbrbrbrBy Bikebrbr • Pine Avenue (Anna Maria City): 15–20 minutesbrbr • Bridge Street (Bradenton Beach): 15 minutesbrbr • Coquina Beach: 20 minutesbrbr • Bike rentals are available nearby and can be delivered to the homebrbrbrbrDriving Distancesbrbr • Anna Maria Island City Pier: 10 minutesbrbr • Bradenton Beach Historic District: 10 minutesbrbr • Downtown Bradenton: 25–30 minutesbrbr • Sarasota-Bradenton International Airport (SRQ): 35 minutesbrbrbrbrTrolleybrbrThe Anna Maria Island Free Trolley runs the length of the island from Coquina Beach to Anna Maria City Pier. It’s an excellent, car-free way to explore restaurants, shops, and beaches without worrying about parking.brbrbrbrOther Things to Note:brbrHere are answers to some of our most commonly received questions!brbrbrbr Is there a minimum age requirement to make a reservation brbrYes, the minimum age required to make a reservation is 21 years old.brbrbrbr What is the parking situation Your unit includes a designated garage parking spot, located in the garage area of the condo building just across the pathway.brbrbrbr Is the property pet-friendly brbrThis property is NOT pet-friendly - If you do not honor our pet policy and bring an unapproved pet, there is a $500 fine.brbrbrbr Is the pool heated brbrThe pool is open year-round and can be heated in the winter for a fee of $25 per day. Due to the nature of the heating system we can only offer it for the entirety of your stay and not on an ad hoc basis. brbrbrbr Is smoking allowed brbrWe have a strict NO SMOKING policy. If you smoke inside, there is a $250 fine plus the cost of remediation.brbrbrbr If I leave something it be sent back to me brbrWe are not responsible for items left behind by guests. If you leave an item behind and you want it to be sent back to you. We charge $50 for that item to be shipped plus the shipping costs.brbrbrbr What kind of coffee machine do you have brbrWe have a kurig in the home.brbrbrbr Can I book for less than 5 nights brbrUnfortunately not, due to the amount of wear and tear on the homes from frequent turnovers we have a 7 night minimum across our portfolio.brbrbrbr What is the nearest beach brbrThe house is on Anna Maria Beach - the access point is immediately next to the house.brbrbrbr What beach equipment do you provide brbrWe provide beach chairs for our guests. If there is additional equipment you need you would either need to bring it or rent it.brbrbrbr Is it possible to have a late check-out brbrUnfortunately, we’re not able to accommodate a late checkout. Our cleaning team works on a scheduled timeline and has an agreed arrival time to prepare the property properly for the next guests. Thank you very much for your understandingbrbrbrbrMaximum occupancy: 6 guests.brbrQuiet hours: 10 PM – 8 AM (strict city ordinance).brbrNo parties or events allowed.brbrPets are not permitted unless otherwise approved.brbrNo smoking or vaping inside the home.brbrPlease respect the property.brbrViolations may result in removal without refundbrbrbrbrVRC permit #VRC24-000003brbrbrbrInteraction with Guests:brbrOur 24/7 dedicated support team is always available to ensure your stay is smooth, comfortable, and five-star-worthy. If there’s anything you need—questions, recommendations, or assistance—please don’t hesitate to reach out. We're just a message away and happy to help.

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Sleeps

$205.52

/ Nightly

Condo

Island Walk 207 · Bunk Beds · Mangrove Views

Holmes Beach, Florida, United States

VRC22-000237brbr2BR · 2BA · Sleeps 6 · Bunk Beds (Full over 2 Twins) · Rollaway & Crib Available · Mangrove View Lanai · Heated Pool · Tennis Courts · Beach Gear Storage · Two Covered Parking Spaces · In-Unit Washer/Dryer · 12-Min Walk to GulfbrbrThe bunk bed room at Island Walk 207 sleeps three kids in one space — a full mattress on top, two twins below. For families who need to fit everyone comfortably without paying for a larger property, this is the configuration. A rollaway bed and a crib are stored in the master closet for families who need even more flexibility. Two bedrooms, six guests, everyone with a proper place to sleep.brbrThe private lanai looks out over the mangrove preserve — quiet, green, and genuinely removed from the road noise that follows most beach-adjacent properties. The heated pool and tennis courts are shared amenities that are rare together on AMI. A private storage room on the property holds beach chairs, a wagon, an umbrella, and beach toys — grab everything on the way out and leave it when you come back.brbrThe master bedroom has a king bed with an en-suite bathroom. The kitchen is fully stocked for a week of meals at home. A full-size stacked washer and dryer is in the unit. Two designated covered parking spaces are directly available — no circling the block on arrival.brbrThe Gulf beach is a 12-minute walk or a 4-minute drive. The free Anna Maria Island trolley stops nearby for exploring the full length of the island without moving your car. Shops, restaurants, and groceries are within easy reach of the complex.brbrIsland Walk at Sandy Pointe requires a one-week minimum stay. Not pet-friendly.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

2

Bed

2

Bath

6

Sleeps

$200.01

/ Nightly

Private Vacation Home

Sweet Slice of Old Florida Charm with modern amenities, large yard & beach gear

Holmes Beach, Florida, United States

Discover the charm of Old Florida in this inviting island home! You will love the cute and comfortable interior and that it is just two short blocks from the beautiful beaches of Anna Maria Island.brbrRelax in the large backyard and enjoy the refreshing Gulf breezes. There is plenty of room for the family as this home features a living room and a family room. Both rooms are equipped with flat-screen TVs. The kitchen boasts a brand-new stainless steel smooth top electric range and microwave, with a dining room just off the kitchen.brbrThe primary bedroom features a King bed and an ensuite half bath, while the guest bedroom offers two full beds. Additional sleeping space is available in the living room with a convenient sleeper sofa.brbrThis home also includes a single-car garage, a washer and a dryer, and an outside shower.brbrPlease note that this is a non-smoking home.brbrFREE WIRELESS INTERNET.brbrVRC18-000199 - Local ordinances require guest stays of at least 7 nights.brbrPlease note that pets are not allowed in this rental.brbrOnsite parking for 2 vehicles. brbrNoise Notice as required by The City of Holmes Beach:brYou 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. Quiet hours are from 10pm- 8am..

2

Bed

1

Bath

6

Sleeps

$677.81

/ Nightly

Private Vacation Home

Palms By The Bay by Duncan Real Estate

Holmes Beach, Florida, United States

Welcome to Palms by the Bay! This beautiful home features three bedrooms plus bonus room and three bathrooms and is located just a short walk away from the stunning Gulf beaches. Spend your days soaking up the sunshine on the sugary white sand and then retreat back to the backyard oasis for a refreshing dip in the sparkling pool or a relaxing soak in the in-ground spa. You'll leave feeling rejuvenated and refreshed after your stay at this tropical paradise.brbrAs soon as you step inside, you'll be welcomed by a warm and inviting living space offering plenty of room and beautiful backyard views. Take a seat in one of the comfortable side chairs or sofas and enjoy the company of loved ones as you watch your favorite movies on the TV. The dining area is the perfect place to gather for meals, and the kitchen is a chef's dream, with stunning granite countertops, custom cabinets, top-of-the-line stainless-steel appliances, and a spacious island with plenty of seating.brbrThere are two workspaces which makes work or studying away from home a pleasure. Also enjoy blazing-fast 1-Gig Wi-Fi throughout the home, perfect for streaming, remote work and multiple devices.brbrEach of the three stunning bedrooms plus bonus room are equally appointed with plush bedding, televisions, and dressers, ensuring a peaceful and restful night's sleep. You'll find 3 bedrooms plus a bonus room to accommodate up to 6 guests in total. There are two king suites with walk-in showers, one guest room with two twin beds and a bedroom with a queen bed. The hall bathroom hosts a lovely shower and tub combination, and for your added convenience, a washer and dryer are provided, making your stay as seamless and stress-free as possible.brbrHIGHLIGHTSbrbr1841 sq. ft. brbrPrivate pool (28x12 ft.)brbrSpabrbrPet friendlybrbr100 steps from the canal for fishing brbr0.3 miles from beach accessbrbr1 gig Wi-Fi for seamless and fast connectivitybrbrBEDROOMSbrbrSleeps 6brbrPrimary Bedroom: King EnsuitebrbrSecond Bedroom: QueenbrbrThird Bedroom: TwinsbrbrBonus room: King EnsuitebrbrBATHROOMSbrbrPrimary Bathroom: Walk-in ShowerbrbrSecond Bathroom: Shower/Tub brbrThird Bathroom (ensuite): Walk-in ShowerbrbrWith a plethora of activities and amenities, there's something for everyone. Imagine basking in the glorious sunshine while lounging by the pool or on the sun shelf. You can also showcase your culinary skills by grilling up a delicious meal, catching up on your favorite sports game on the outdoor TV, or taking a stroll to the Gulf beach nearby. At Palms by the Bay, you can have everything you need for a perfect vacation!brbrThis property participates in our Professional Linen Program. In Duncan 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, washcloths, hand towels, bathmats, kitchen towels 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.brbrMinimum stay: 7 nights and Maximum occupancy: 6 peoplebrbr3 cars maximum are able to park at this home. brbrPalms by the Bay is a pet friendly property for dogs up to 50 lbs. The non-refundable pet fee is $150.00 per pet and will be charged for each week. Short stays are not prorated. The pet fee does not cover any damage caused by the pet.brbrThe 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. 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. brbrVRC16-000361brbrAmenities Include:brbr- Bedroom 1 Kingbrbr- Bedroom 2 Queenbrbr- Bedroom 3 Twinsbrbr- Extra Beds Kingbrbr- Work Spacebrbr- Bathroom 1 Walk-in-showerbrbr- Bathroom 2 Walk-in-showerbrbr- Bathroom 3 Shower/Tubbrbr- Hot Waterbrbr- Canal Viewbrbr- Ground Levelbrbr- Central A Cbrbr- Cental Heatbrbr- Ceiling Fan Living Areabrbr- Sqft under a c 1841 sqftbrbr- Free Parkingbrbr- Garagebrbr- Dogs up to 50 lbsbrbr- Self Check Inbrbr- Keyless Entrybrbr- Bath Towelsbrbr- Beach Towelsbrbr- Quality Linensbrbr- Hair Dryerbrbr- Hangersbrbr- Refrigeratorbrbr- Ice Makerbrbr- Stovebrbr- Ovenbrbr- Cookwarebrbr- Toasterbrbr- Blenderbrbr- Keurigbrbr- Drip Coffee makerbrbr- Dishwasherbrbr- Microwavebrbr- Garbage Disposalbrbr- Dining Tablebrbr- Breakfast Barbrbr- High Speed WIFIbrbr- TV 6brbr- Washerbrbr- Dryerbrbr- Ironbrbr- Ironing Boardbrbr- Cleaning Kitbrbr- First Aid Kitbrbr- Fire Extinguisherbrbr- Smoke Alarmbrbr- Carbon Monoxide Alarmbrbr- Private Poolbrbr- Spabrbr- Pool Alarmsbrbr- Sun Loungersbrbr- Porchbrbr- Patiobrbr- Outdoor Showerbrbr- Propane Grillbrbr- Beach Amenitiesbrbr- Chess Gamebrbr- Bonus Roombrbr- Board Gamesbrbr- Outdoor Gamesbrbr- Duncan Emerald Clubbrbr

Bed

Bath

Sleeps

$254.56

/ Nightly

Private Vacation Home

Blue Isle Oasis: Adorable, updated 2 bedroom cottage

Holmes Beach, Florida, United States

LONG-TERM DISCOUNT: Stays of 4-weeks (28 nights) or more enjoy a 25% discount on the nightly rate!br(This discount is applied automatically when 28 nights or more are selected. No need to contact the office!)brbrWelcome to Blue Isle Oasis! This 2 bedroom, 1 bathroom cottage is the perfect Anna Maria Island vacation rental, fully updated and redecorated in 2025. Located on a quiet street, but still only moments from the beach, restaurants, shops, and more - sink into relaxation or seek adventure as you see fit.brbrRelax in the screened lanai or on the open-air deck, complete with plenty of seating and dining space and a charcoal grill. If you want to stretch your legs the Holmes Beach fields are short walk away, including tennis courts, basketball courts, pickleball courts, baseball field, and skate park. There is also a nearby boat and kayak launch, and if you're bringing an approved furry family member, there's a lovely dog park just down the street!brbrAn open floorplan is perfect for a small group to enjoy each other's company. The living room provides plenty of comfortable seating around the TV. The kitchen is well-appointed with updated appliances and has an Island with a breakfast bar. The bathroom is accessible to all and includes a walk-in shower.brbrThe master bedroom has a king bed with a TV. The second bedroom includes two twin beds, also with a TV. Finally, a private washer and dryer are available off the kitchen. brbr**Dogs are allowed with prior approval. Must be well trained and less than 40lbs. 2 dogs max. A $150 non-refundable pet fee applies per pet.brbrBedroom 1: King bed with TVbrBedroom 2: Two twin beds with TVbrbrOutdoor Space: Screened lanai with seating; Open-air deck with dining area and charcoal grill.brbrPARKING: 2 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. brGolf Carts please park on turfbr**Please note that the garage 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.br*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.brbrVRC23-000041

Bed

Bath

Sleeps

$197.14

/ Nightly

Private Vacation Home

At Ease West: A tropical rental 1/2 block from the beach

Holmes Beach, Florida, United States

Location, location, location! What more could you want from a beach house than a gorgeous pool and a half-block stroll to the shimmering turquoise waters of the Gulf of Mexico 3016 Ave E is the perfect duplex for families, fishermen or those simply looking to escape the rest of the world in the classic Old Florida paradise that is Anna Maria Island. brbrThis duplex with coastal-inspired decor is ideal for families vacationing together as it can be a 2 or 4-bedroom rental and shares a pool. Located in the city of Bradenton Beach, just blocks from shopping, dining, and entertainment, this beach getaway is in the perfect location to enjoy the amenities of Anna Maria Island. What more do you need than a full kitchen, breakfast nook, open living room with sleeper sofa, two bedrooms with a king beds, and wireless internet when you are half a block to the beach brbrPETS: Please note this property is NOT pet friendly. brbr*Please note: 2 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.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.brbrVRC16-000216

Bed

Bath

Sleeps

$215.13

/ Nightly

Private Vacation Home

Cozy retreat, steps away from Gulf and beaches, dog friendly, AC

Holmes Beach, Florida, United States

Gertie's Pineapple HousebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to the charming town of Holmes Beach! This cozy home offers a dog-friendly retreat just steps away from the pristine beaches of the Gulf Coast. The home boasts a range of amenities to ensure a comfortable stay, including a sofa bed, central AC, internet access, and a patio with a gas grill for outdoor entertaining.brbrEnjoy the convenience of a fully equipped kitchen with a fridge, stove, oven, microwave, coffee maker, and a variety of cookware. Relax in the king bed after a day of exploring the nearby attractions, or unwind in the living room with a streaming TV. Outdoor adventures are right at your doorstep.brbrThe area offers a plethora of entertainment, dining, and activities to enjoy during your stay. From boating and sailing to exploring the local marina and beaches, there is something for everyone. Take a leisurely stroll to the village or head to the beach for a day of sun, sand, and water activities like kayaking, snorkeling, and fishing.brbrWhether you're seeking a romantic getaway or a fun-filled family vacation, this home is the perfect base for your Holmes Beach adventure. Book now and experience the best of Florida's Gulf Coast.brbrTHINGS TO KNOW:brThis property requires a 7-night minimum stay.brThis property's maximum occupancy is limited to 4 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.brCity/town permit number: VRC19-000227brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 1 vehicle.brThis rental is located on floor 1.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

$559.4

/ Nightly

Private Vacation Home

Seabatical: 1.5 Blocks to Beach, Pool & Spa

Holmes Beach, Florida, United States

Seabatical by Anna Maria Life Vacation Rentalsbr209 76th St, Holmes Beach, FL 34217brbrWhat You'll Love About This Home:brLocation! 1.5 Blocks to the Beach!br4 Bedroom / 3 Bathroomsbr2 Kings, 1 Queen, 2 Sets of Twin over Twin BunkbedsbrPrivate, Heated Pool & SpabrOutdoor ShowerbrPool Loungers & Adirondack Chairs PoolsidebrCornholebrCovered Poolside Patio Dining for 8brGas GrillbrFront Porch with Rocking ChairsbrKeurigbrProfessional Linen Service, Washer & DryerbrComplimentary WIFIbrBeach Towels, Beach Chairs & Beach WagonbrParking for 4 CarsbrVRC23-000130brbrDetails:brLocated in the heart of Holmes Beach, Seabatical is 1.5 blocks from the sugar sand beach! A quick walk and your toes will be in the sand!brbrEnjoy the island breezes from our lovely front porch with rocking chairs and a bistro table and chair set. The main living space features the kitchen, dining and living room with oversized patio doors to the tropical backyard.brbrTwo of the four bedrooms feature a king-sized bed, one with an ensuite bathroom. The third guest room includes a queen-sized bed and the final guest room has two sets of twin over twin bunkbeds and an ensuite bathroom. Each bedroom has a TV and includes crisp linens and plush towels from our professional linen company. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer.brbrThe sparkling pool and spa highlight the tropically landscaped backyard which is complete with an outdoor shower, pool loungers, adirondack chairs, patio dining for eight and a gas grill.brbrSeabatical is easy walking distance to 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, TVbrBedroom 2- 2 Sets of Twin Bunkbeds (4 Twin beds total), Ensuite Bathroom, TVbrBedroom 3 - Queen Bed, TVbrBedroom 4 - King Bed, TVbrbrPlease note:brPets are not allowed in this home.brAmenities are subject to change.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 eight.brbrVRC23-000130brbrIMPORTANT 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

$492.35

/ Nightly

Private Vacation Home

Bay Palms,3BR 2B , Private Pool with Spa--Entire Home recently renovated.

Holmes Beach, Florida, United States

Our home has 3 bedrooms, master with queen bed and ensuite bathroom, 2nd bedroom has a queen bed, 3rd bedroom has two twin beds. The second bath has a shower/tub We recently updated the kitchen which has a place to eat at counter. There is a large dining room table to accommodate all. You will enjoy floating in new pool, sitting on sun shelf or relaxing in spa. We are a short walk from the beautiful beaches of Anna Maria! brbrFollow @ami-baypalms on InstagrambrbrVRC20-000294br5 Night Minimum StaybrNoise Ordinance in effect from 10 pm to 8 am.brOn site parking for 3 cars

Bed

Bath

Sleeps

$316.72

/ Nightly

Private Vacation Home

June Summer Specials • Amazing Location • Pool • Private Sun Deck • New Kitchen

Holmes Beach, Florida, United States

June Summer Specials are here! Stay in an amazing location with pool access, a private sun deck, and a brand-new kitchen for the perfect summer escape.brbrCastnetter 6 on Anna Maria Island is a charming island retreat just steps from the seven-acre, lifeguard-protected Manatee Public Beach. This bright and inviting 2-bedroom, 2-bath condo comfortably accommodates up to six guests, featuring a queen bed in the primary suite, two twin beds in the guest bedroom, and a queen sleeper sofa in the living room. The kitchen was fully updated in 2026 with new cabinetry and modern appliances, creating the perfect space for cooking, gathering, and entertaining during your beach getaway.brbrThe kitchen is fully equipped, making vacation meals a breeze. Step out from the living room onto your private 10' x 30' sun deck, complete with a dining table, chairs, and chaise loungers, perfect for relaxing or entertaining.brbrGuests enjoy complimentary access to a shared laundry facility, shared pool, high-speed internet, expanded cable, and national long-distance calling. The living room offers a flat-screen TV, while both bedrooms feature 32 flat-screen TVs. Beach chairs and beach gear are also provided at no extra charge, making it easy to relax and enjoy the island lifestyle.brbrThe Anna Maria Island Trolley is located directly across the street and is a free, easy way to get around the island without a car. It runs north to south along Gulf Drive, from the Anna Maria City Pier to Coquina Beach. The trolley stops frequently, about every few blocks, making it convenient to hop on and off near beaches, restaurants, and shops. It operates daily, year-round, generally from early morning until late evening. Trolleys arrive about every 20 minutes.brbrRental License #: VRC20-000255

Bed

Bath

Sleeps

$256.6

/ Nightly

Private Vacation Home

Coastal home with private pool and sunroom!

Holmes Beach, Florida, United States

Sunny Daze by AMI Locals brVRC23-000066brbrWelcome to Sunny Daze by AMI Locals, a charming two-bedroom, one-bath vacation home nestled in the heart of Holmes Beach on Anna Maria Island. Perfect for couples or small families, this timeless island retreat captures Classic Florida charm with light-filled spaces, tropical landscaping, and a private heated pool surrounded by lush palms. Located just a seven-minute walk to the beach, guests can enjoy sun-soaked days on the sand, explore local shops and restaurants, and return home to relax in cozy comfort. brbrHighlights br• 7-minute walk to Holmes Beach br• 2 Bedrooms / 1 Bathroom br• 2 Queen beds, Queen sleeper sofa, 2 Twin chairs br• Private heated pool and outdoor shower br• Sunroom and outdoor living area br• Front lanai with seating br• Grill and outdoor dining space br• Dog friendly (with approval and additional fee) br• Parking for 2 vehicles brbrStep into your private backyard oasis, where a sparkling heated pool invites you to swim, unwind, or bask in the Florida sunshine. Fire up the BBQ grill for fresh seafood dinners and enjoy dining beneath the stars. Whether you’re sipping morning coffee on the front lanai or lounging poolside surrounded by tropical palms, Sunny Daze offers the ultimate setting for a laid-back island escape. brbrInside, you’ll find a bright and open floor plan filled with natural light and coastal decor. The living room offers a comfortable sofa and TV, perfect for family movie nights after a day at the beach. The fully equipped kitchen features stainless steel appliances, ample counter space, and all the essentials for preparing delicious meals. The dining area comfortably seats six, while the adjacent sunroom with twin chairs provides a cozy nook for reading or afternoon naps. brbrThe split floor plan ensures privacy for guests, making it ideal for families or couples traveling together. Both bedrooms feature queen beds, ceiling fans, TVs, and generous storage for beach essentials. The original mid-century tiled bathroom includes a walk-in shower and provides a relaxing space to refresh after a day of island adventure. brbrRoom Details br• Bedroom 1: Queen bed br• Bedroom 2: Queen bed br• Bonus: Queen sleeper sofa in the living room br• Bonus: Two twin chairs in the Florida room brbrGuests will appreciate the washer and dryer, Wi-Fi, and complimentary beach gear for guest use. Located near restaurants such as The Ugly Grouper and Hurricane Hanks, or tennis courts like Holmes Beach Tennis Courts, this home keeps you close to all the island favorites while maintaining the tranquility of a private retreat. The Anna Maria Island trolley is just a short walk away, offering easy access to beaches, boutiques, and dining spots across the island. brbrFrom peaceful mornings by the pool to golden sunsets on Holmes Beach, Sunny Daze by AMI Locals is your gateway to effortless island living. Enjoy classic Florida style, modern comfort, and the warmth of Anna Maria Island hospitality. Book your stay today and experience your own slice of paradise!brbr- br*Please note: 2 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. brbrThis home is managed by AMI Locals , an Anna Maria Island property management company. brbrWith host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our AMI Locals Rental Policies for full details. 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 AMI Locals Rental Policies for full details. brbrPlease Remember: 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. *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

2

Bed

1

Bath

6

Sleeps

$171.02

/ Nightly

Condo

West Bay Cove 213 · 3 Blks to Beach · 30-Night

Holmes Beach, Florida, United States

2BR · 2BA · Sleeps 4 · 1,229 Sq Ft · 30-Night Minimum · 3 Blocks to Manatee Beach · In-Unit Laundry · Sun Room · Two Pools · Tennis Court · Condo Application Required · Board Approval RequiredbrbrImportant before booking: West Bay Cove 213 requires a minimum stay of 30 nights, a condo application, and board approval — contact IVP to start the process before booking.brbrAt 1,229 square feet, this is one of the more spacious two-bedroom layouts available for a month-long stay in Holmes Beach. The 18x10 sun room adds a flexible bonus space — remote workspace, reading nook, or simply a bright Florida room for the mornings. The screened lanai overlooks the pool for bug-free outdoor living in the evenings. The open living and dining areas flow naturally for a group spending an extended time together.brbrThe kitchen has stainless appliances and everything needed for a month of meals at home. The dining area seats four comfortably and doubles as a workspace. The in-unit full-size washer and dryer is in a dedicated closet — no shared facilities, no laundromat coordination.brbrTwo bedrooms sleep four. The primary suite has a king bed, ensuite bathroom, walk-in closet, and direct lanai access. The guest bedroom has two twin beds with hall bathroom access. Both bedrooms have generous closet space — practical for month-long unpacking. High-speed 1GB WiFi via Spectrum. Cable TV. Two full bathrooms. Central AC throughout.brbrWest Bay Cove sits along Anna Maria Sound with two swimming pools — saltwater and chlorinated options — and a tennis court within the community. Manatee Public Beach is three blocks away. Publix and CVS are directly across the street. The free brbrAnna Maria Island trolley stops nearby.brbrWest Bay Cove 213 requires a 30-night minimum stay with assigned parking. Condo application and board approval required. brbrNot pet-friendly.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

$342.62

/ Nightly

Condo

Gulf-front condo with Gulf view, beach access, pool, tennis, & balcony

Holmes Beach, Florida, United States

Gulf Place 20brbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrSpend all day enjoying bliss on the beach and then retreat to watch the sun setting over the Gulf while sipping a cocktail on your private balcony at this beautiful Holmes Beach condo. Boasting more than 100 feet of deeded beachfront, this Gulf-side community includes additional on-site perks like tennis courts and an outdoor pool. Local bars, restaurants, gas, and convenience stores can all be found within a half-mile radius. brbrThe newly redecorated interior features major upgrades including all-new furniture, appliances, fresh paint, and vibrant coastal decor. Stainless steel appliances and handy countertop gadgets make it easy to whip up home-cooked meals. Home essentials include free WiFi, central air-conditioning, and a private washer/dryer.brbrAnnas Maria Island is a treat for all kinds of guests, as the activities located nearby are unbeatable. For days on the warm sand, the beach access from the complex is incredible and Manatee Public Beach is just one and a half miles down the coast. Marina Drive will be just the place to go for some fresh seafood or local cuisine as well and is mere blocks from your front door. The Freckled Fin is definitely a family favorite on the island! brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10 p.m. to 8 a.m.brNo smoking is permitted anywhere on the premises.brThis property has a 7-night stay requirement.brThis property's maximum occupancy is limited to 6 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 1 vehicle.brThis rental is located on floor 2.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

$264.88

/ Nightly

Condo

Perfect Family Vacation home just off the beach! Private Pool!

Holmes Beach, Florida, United States

Island Hideaway by AMI Locals brVRC21-000085br brEscape to Island Hideaway, a charming one-bedroom, one-bath home perfectly situated just a four-minute walk from Anna Maria Island’s stunning white sand beaches! This ground-level, fully accessible retreat boasts a private heated pool surrounded by lush tropical landscaping, making it an ideal romantic, small family, or solo escape. Enjoy a secluded, peaceful tropical-view setting just minutes from the Gulf, complemented by stylish interiors, and outdoor living spaces perfect for relaxing, dining, and entertaining. Let Island Hideaway be your next unforgettable island retreat! brbrHighlights br• 4-minute walk to Holmes Beach br• 1 Bedroom / 1 Bathroom br• 1 King, 1 Queen sleeper sofa br• Ground-level home br• Private heated pool br• BBQ grill and outdoor dining table br• Beach chairs and cart br• Washer and dryer br• Close to Holmes Beach Towne center, shops, restaurants, and local parks br• 2 Parking spaces br brEnjoy your private oasis with a heated pool with a swim-up bar, where you can relax in the sun or enjoy a moonlit swim. Gather with loved ones around your outdoor dining table or lounge on the poolside furniture. The lush, tropical landscaping surrounds your secluded backyard, providing the ultimate privacy and tranquility. Whip up a feast on the grill or unwind with a drink in your cozy outdoor space, just steps from the sandy beaches. br brInside, the home exudes style and comfort with a modern, tropical vibe. The fully equipped kitchen showcases elegant granite countertops and travertine marble accents, creating the perfect environment to make island-inspired meals throughout your stay. brbrThe bedroom features a king bed with luxury linens and sheets, offering a restful retreat. The bathroom boasts an oversized walk-in shower with elegant fixtures, perfect for unwinding after a day exploring or lounging by the pool. In the living room, find a queen sleeper sofa, perfect for family or additional guests. The space combines modern comfort with tropical style, creating a private sanctuary for your stay. brbrRoom Details br• Primary Bedroom: King bed, luxurious linens, and premium decor  br• Bathroom: Full bathroom with walk-in shower br brRelax outdoors in your lush backyard oasis, surrounded by tropical plants. The short walk to the beach lets you spend hours sunbathing, swimming, or collecting shells. Explore nearby parks, rent watercraft, or enjoy waterfront dining within minutes of your private retreat. br brBook Island Hideaway today and enjoy a luxurious, secluded vacation just moments from Anna Maria Island’s beautiful beaches. Whether relaxing poolside, savoring sunset cocktails from your outdoor space, or exploring local shops and water adventures, this home offers everything for a relaxing and memorable Gulf Coast escape. br brbr-br*Please note: this home is strictly an animal-free zone due to severe allergies. Due to this homeowner allergy, we are unable to welcome any animals including service and/or emotional support animals. brbrNo pets are allowed in this property. brbrPlease see our AMI Locals Rental Policies for full details. brbrThis home is managed by AMI Locals, 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 Remember: brYou 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*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Bed

Bath

Sleeps

$418.07

/ Nightly

Private Vacation Home

Gigi & Poppy’s Paradise: Pool, Gulf Views, Walk to Beach

Holmes Beach, Florida, United States

Welcome to Gigi & Poppy's Paradise in Holmes Beach on Anna Maria Island!brThis comfortable 4-bedroom, 3-bathroom home is the ideal spot for your next beach getaway. Located just a 2-minute walk from the beautiful Gulf beaches, this inviting property offers everything you need for a relaxing stay.brbrGigi & Poppy’s Paradise features a private, heated pool—perfect for cooling off after a day at the beach or enjoying an afternoon by the water. The master bedroom includes partial Gulf views from its balcony, making it a lovely place to catch a glimpse of the water and the evening sky.brbrThe fully stocked kitchen is ready for all your culinary needs, whether you're preparing a full family meal or whipping up snacks to enjoy by the pool. Plus, the home’s convenient location in Holmes Beach puts you within walking distance of shops, restaurants, and the local Publix grocery store, so everything you need is just a short stroll away.brbrWith its laid-back island vibe and all the essentials, Gigi & Poppy’s Paradise offers the perfect home base for a memorable vacation on beautiful Anna Maria Island.brbrFloor 1 (ground)brHeated pool, propane grillbrbrFloor 2 (main living level)brBedroom 1: KingbrBedroom 2: Full over Queen BunkbedbrHall Bath: tub/showerbrLaundry RoombrbrFloor 3brBedroom 3: 1 Full and 1 Twin bed with TV, ensuite with walk-in showerbrBedroom 4: King master with tv, ensuite with walk-in shower, and private balcony brbrPETS: Please note this property is NOT pet friendly. brbrPARKING: 4 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. brPLEASE NOTE: The owner stores one car in the covered area.brbrNOTE: For security and insurance purposes, there are exterior-only video cameras on the premises.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.brbrNOTE: For security and insurance purposes, there are exterior-only video cameras on the premises.brbrVRC24-000075

4

Bed

3

Bath

10

Sleeps

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