
House rentals near Anna Maria Island
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Top-rated house rentals near Anna Maria Island
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Walk to it all! Restaurants + Heated Pool +Beach!
🌊🏖️Welcome to Making Waves on Anna Maria Island-where you are steps from the beach and centrally located to it all, footsteps to the trolley stop! Escape to paradise and experience the ultimate beach getaway at this stylish beach house with heated pool, nestled in the heart of Anna Maria. Walk outside the door to the pristine beaches, renowned local restaurants, and the vibrant Bridge Street with live music, restaurants, bars, and shopping. Our beach retreat promises an unforgettable vacation!
4.98 out of 5 average rating, 114 reviews
Carissa B | Beachside Retreat | Golf Cart | Pool
Carissa Loft B🏝️ A well-designed home offering comfortable spaces to relax, reconnect & experience all that AMI has to offer! Step inside to discover a private lower level retreat featuring a queen bed, sofa, TV and game table. Upstairs you'll find the fully stocked kitchen, inviting family room, 2-bedrooms & 2-full baths. The private outdoor oasis features a heated/cooled cocktail pool. 🚙Park the car & let the island adventures begin! The 6-person golf cart is complimentary with your stay!
5.0 out of 5 average rating, 9 reviews
Charming Beach house amongst huge Banyon Trees
Charming bright beach house on huge secluded tropical yard voted "A Tropical Paradise", on the quiet residential tip of Anna Maria island . Cozy Porchs and tropical fenced yard sits among grand Banyon Trees with native birds. 3 min's stroll over small fishing bridge to historic Pine Ave w/ quaint eateries /shops or Paddle board / kayak delivery to ami historic trail . 7 min’s walk to bay front beach and AMMA MARIA PIER, or to "Bean Point" voted 1 of the most beautiful beaches in the world.
4.8 out of 5 average rating, 273 reviews
Anna Maria - 3 Bd 2 Bth-Heated Pool-Walk to Beach
Anna Maria Island - located in Holmes Beach within 5 blocks walking distance to beach, and even closer to restaurants, shops, etc. Heated Pool and All amenities provided including bikes(6), beach chairs(6), beach gear, and even a beach cart to haul it all. Ping Pong Table, Corn-hole, Smart TVs with free movies and HIGH Speed WiFi AZURE BLISS! Note: - Security device (video monitoring) at exterior front, side, and rear of property (front door, side gate, rear yard) - License # VRC21-
4.95 out of 5 average rating, 64 reviews
Anna Maria Beach House
Come stay at our beautiful beach house in Anna Maria, Florida! Located just a few hundred feet from the beach on Maple Avenue, you can easily walk to the Gulf for a day of family fun on the white sand beaches. The house is also walking or biking distance to center of Anna Maria with great restaurants. Please Note: We want to respect our neighbors. This is not a party house. We have a six person and three car maximum. Please reach out for exceptions. If not, you will be asked to leave.
4.98 out of 5 average rating, 41 reviews
Salty Harbor AMI pool retreat near the Beach
Charming Salty Harbor sits in a quaint, exclusive corner of AMI and boasts a private heated pool and ample parking for 2 vehicles and even a boat: -Ask us if your dates don't fit our calendar! -If you don't have a single 50Lb pet, please discuss it with us -One of the twin boutique MyAnnaMariaStay homes, look us up! You'll love the luxury mid-century feel, lush yard, and a 6-min walk to the beach, Publix or the trolley stop. AMI was voted a top 50 vacation spot in the world in 2024
4.97 out of 5 average rating, 111 reviews
Private 30’ Pool &Boat Dock & Only Steps to Beach
o A beautifully renovated 3-bed 2-bath oasis designed for unforgettable family getaways, boating adventures, and pure relaxation. o While many rentals claim to be in Anna Maria, they are actually situated in the heavily congested Holmes Beach or Bradenton Beach areas. Nestled on the quiet, historic North End of Anna Maria City. Completely bypass the tourist traffic and long car lines, enjoying a peaceful, authentic neighborhood where everything you want is within a short stroll.
4.95 out of 5 average rating, 209 reviews
NEW! w/ Pool - The Pearl Unit 2 on AMI
The Pearl (Unit 2) is a newly renovated oasis in the heart of Holmes Beach on Anna Maria Island. Just a 3–5 minute walk to the beach, this sunny AMI duplex home has everything — sparkling saltwater pool, fresh interiors, no stairs, beach gear, and parrots that may say hi on your morning walk! Centrally located and steps away from the AMI trolley to whisk you around the island! Relax, explore, and live your best island life. *pool is shared with one other unit in the duplex home*
5.0 out of 5 average rating, 11 reviews
Beach House w/Private Pool & Spa
Adorable beach cottage on the north end of Anna Maria Island! The beach access trail to the beautiful beach is right by the house. This 3 bedroom 2 bathroom home is situated on a corner lot on a quiet street and is located just steps to the beaches of the Gulf of Mexico. Enjoy the private pool and spa, surrounded by tropical landscaping. Tons of beach gear included! It is located in a great area to explore by bike, ride to Pine Ave., Bayfront Park, the City Pier, etc....
4.96 out of 5 average rating, 109 reviews
STEPs to BEACH! /Heated Salt Pool/Sunsets/5 STAR!
Less than a 2 min WALK to the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. Large bedrooms & a spacious floor plan (the kitchen, dining and living rooms flow together), the house is perfect for families. The bedrooms are split 2+2 & paired with bathrooms on opposite ends of the house (a pocket door adds privacy). Private heated saltwater pool sits amidst the tropical yard. Hop on the free trolley and explore Florida's gorgeous Anna Maria Island.
4.98 out of 5 average rating, 205 reviews
The Lookout by Beach Boutique Rentals
*Features include* * Direct bayfront beach location * 3 bedrooms, 2 bathrooms * Private waterfront swimming pool * Huge covered gazebo outdoor living area * Outdoor dining and lounge spaces overlooking the bay * Cornhole, giant games and stand up paddleboards * Bayfront loungers with umbrellas * Outdoor firepit gathering area * New top-to-bottom designer renovation * Washer and dryer * Beach chairs, umbrella and cart * Minutes to Bean Point and Pine Avenue
5.0 out of 5 average rating, 8 reviews
Ocean Air Oasis-New Centrally Located AMI Luxury
Immerse yourself in coastal luxury at this exceptional 3-bedroom, 2.5-bathroom custom home, where opulent high-end finishes and stunning pecky cypress floors adorn every nook. Revel in the impeccable features, including Sub-Zero and Wolf appliances, marble countertops, Shaw’s sinks, and exquisite custom woodworking, all bathed in abundant natural light. This delightful space offers panoramic views of the lavish backyard, complete with a heated pool and spa.
4.97 out of 5 average rating, 38 reviewsPopular amenities for house rentals near Anna Maria Island
House rentals with a pool

Waterfront Pool Home Steps to Beach
4.96 out of 5 average rating, 129 reviews
Sea AMI
4.96 out of 5 average rating, 212 reviews
Cozy Cottage - POOL HOME! 3/3
4.86 out of 5 average rating, 65 reviews
Dock of the Bay by Duncan Real Estate
5.0 out of 5 average rating, 11 reviews
Heated Pool, Hot Tub, Game Room, Steps to Beach!
4.93 out of 5 average rating, 27 reviews
The Salty Fern | Pool | Steps to Beach | Golf Cart
5.0 out of 5 average rating, 4 reviews
Heavenly Hideaway, 3 bdrm, 5 minute walk to beach
5.0 out of 5 average rating, 66 reviews
TOES IN THE SAND!
4.91 out of 5 average rating, 74 reviewsWeekly house rentals

Renovated 2bed /2 bath North End, beach 2 min walk
4.96 out of 5 average rating, 78 reviews
Luxury Escape, Pool, Beach, Essentials & Fun!
5.0 out of 5 average rating, 21 reviews
The Hideaway - Less than a block from beach!
4.96 out of 5 average rating, 54 reviews
Pergola Oasis | Walk to Beach + Outdoor Living
5.0 out of 5 average rating, 24 reviews
Destination Relaxation
5.0 out of 5 average rating, 52 reviews
Anna Maria Aloha – Pet Friendly, Steps to Gulf
4.97 out of 5 average rating, 36 reviews
Private Pool + Walk 2 blocks to Beach! King Beds!
4.98 out of 5 average rating, 42 reviews
Tarpon House-Luxury 4/4 Home on Anna Maria Island
5.0 out of 5 average rating, 10 reviewsPrivate house rentals

New Listing! Sailfish Nest B – Your Island Retreat
4.86 out of 5 average rating, 7 reviews
Cedar Sunsets-4 bed, 4 bath, 4 Houses to the beach
5.0 out of 5 average rating, 46 reviews
Manatee Sanctuary - in the heart of Anna Maria
4.97 out of 5 average rating, 39 reviews
Holmes Beach 5BR | Steps to Beach, Pool + Hot Tub
5.0 out of 5 average rating, 23 reviews
Walk to Beach + Trolley + Heated Pool + Mini Golf!
5.0 out of 5 average rating, 31 reviews
The Peachy Beach House, steps to the gulf
4.93 out of 5 average rating, 136 reviews
2-Min Walk to Beach• Heated Pool & Spa • No Stairs
5.0 out of 5 average rating, 5 reviews
Fins to the Left: Gulf of Mexico! On Beach!
4.8 out of 5 average rating, 10 reviewsPet-friendly house rentals

Lux Getaway: Pool| Hot Tub| Bocce Ball nr AMI &IMG
4.98 out of 5 average rating, 105 reviews
Luxury 3/3 with Heated Pool, Spa, & Putting Green!
5.0 out of 5 average rating, 110 reviews
Palm Retreat: #1 Top Rated Rental of Bradenton/AMI
4.91 out of 5 average rating, 426 reviews
Dockside Dreams - Pool, Spa & Waterfront Dock
4.98 out of 5 average rating, 106 reviews
Do you love the beach?
4.94 out of 5 average rating, 105 reviews
Villa Rozafa
4.94 out of 5 average rating, 94 reviews
AMI Dock of the Bay - "On the Water" 1st Floor
4.9 out of 5 average rating, 58 reviews
The Wabi House
5.0 out of 5 average rating, 4 reviewsQuick stats about house rentals near Anna Maria Island

Total vacation rentals
Explore 1,580 vacation rentals in Anna Maria Island

Nightly prices starting at
Anna Maria Island vacation rentals start at G$2,091 GYD per night before taxes and fees

Verified guest reviews
Over 24,710 verified reviews to help you choose

Family-friendly vacation rentals
1,520 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 630 rentals that welcome pets

Vacation rentals with a pool
1,300 properties feature pools

Rentals with dedicated workspaces
890 properties have a dedicated workspace

Wi-Fi availability
1,580 of Anna Maria Island vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Anna Maria Island rentals

4.8 Average rating
Anna Maria Island stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Villa rentals Anna Maria Island
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- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Turtle Beach
- Caspersen Beach
- Hard Rock Casino
- University of South Florida
- Vinoy Park
- Dunedin Beach
- Manasota Key Beach
- John's Pass
- Tropicana Field
- Englewood Beach
- Crescent Beach
- MidFlorida Credit Union Amphitheatre
- Sand Key Beach
- Img Academy
- Anna Maria Public Beach
- River Strand Golf and Country Club





