
Home rentals with a pool near Bean Point Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool near Bean Point Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

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
Blue Jacaranda unit, Bean Point Beach 5 min walk
Location!!! North end of Anna Maria . Steps to the Bean Point Beach and everything you need for your perfect AMI Vacation. The duplex property features fully remodeled units thoughtfully arranged around a free style heated pool, creating a private, resort-style atmosphere. Guests may reserve 1 unit or the entire property , total of 5 units avail for rent in multiple duplexes making it ideal for extended families or group gatherings seeking both togetherness and privacy. MAX Occupancy - 4 people
4.96 out of 5 average rating, 101 reviews
Bay Breeze Cottages #3
Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the endless sun all year long, take a swim in our private heated pool with your favorite beverage, or head out anywhere on the island in our street legal gas powered golf carts to any of the local restaurants, piers, sand white sand beaches, and all other attractions the island has to offer. Come enjoy your own slice of paradise at Bay Breeze Cottages on Anna Maria Island.
4.84 out of 5 average rating, 211 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
Casa Cay by Duncan Real Estate
Welcome to Casa Cay! This Bay front pool home on Anna Maria Island is an absolute paradise! With its prime location on the North end with stunning views of the bay and the Sunshine Skyway Bridge, and direct access to a private bay beach, it offers the quintessential Island experience.The layout of the house, featuring three bedrooms and three bathrooms, including two suites with Ensuite bathrooms, is perfect for families or groups of friends looking for comfort and privacy.
5.0 out of 5 average rating, 19 reviews
New Prof Decorated-Pool/Spa 5 minute walk 2 Ocean
This brand new rebuild on Anna Maria Island located within Anna Maria city has 3 Bedroom, 3 Bathroom home plus loft is professionally decorated throughout, with state-of-the art quartz counter tops, JennAir professional stainless-steel appliances, wide plank wood tile floors, bead board ceilings. All bathrooms have basket weave marble and quartz counters and there is a Whirlpool Washer & Dryer. The house has everything necessary for a perfect beach vacation.
5.0 out of 5 average rating, 94 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
Cozy Cottage - POOL HOME! 3/3
A Cozy Cottage is the ultimate retreat for relaxation and reconnecting with family and friends. Each bedroom offers direct access to the pool area. The kitchen is abundantly stocked! The spacious Living Room with adjoining Dining Area provides a sleeper sofa. Quietly located on the northern end, but easy walking distance to Anna Maria's Historic 'Pine Ave'. Lush tropical landscaping and a spacious entertaining area surround the private heated pool.
4.86 out of 5 average rating, 65 reviews
Turtle Cottage - Anna Maria Island
Great 1 bedroom, 1 bathroom cottage on the quiet north end of the island. The house is conveniently located and within walking distance (two short blocks) to the beach and close to the intersection of Gladiolus Street/Alamanda Road. Spectacular sunrises are just a short walk away at the Rod and Reel Pier, and the sunsets at Bean Point Beach are second to none, just a few blocks away. This great getaway sleeps up to 4.
4.96 out of 5 average rating, 283 reviews
Bean Pt. Bungalow - Half duplex w/private pool
Welcome to Bean Pt. Bungalow! A charming 3/2 villa with a private saltwater pool in the heart of Anna Maria. You're only 0.2 miles from the nearest beach access and 0.2 miles from the Rod and Reel Pier. The home comes equipped with 6 beach chairs and cart. This boutique rental is the perfect place for your next getaway! Primary - King Bed Front bedroom - King bed Bunk room - 4 twin beds
5.0 out of 5 average rating, 109 reviews
Birdsong-Steps to Bean Point Beach Heated Pool!
Birdsong is a charming 2-bedroom, 2-bath home just a 3-minute walk to Bean Point Beach on Anna Maria Island. Recently remodeled in 2025, it features a private heated pool, fenced backyard, outdoor dining with BBQ, and included beach gear. With a king suite, queen bedroom, and sleeper sofa, this owner-managed retreat is perfect for a relaxing coastal getaway. 🏖️☀️
4.97 out of 5 average rating, 88 reviews
Angelfish Cottage, Sweet 2 BR/1B with Private Pool
Relaxing Cottage on the North End of Anna Maria Island--Steps to the expansive white sands of the Gulf or the Bay. Enjoy your private heated pool and the comfort of the charming cottage on a quiet street. Close to shopping, restaurants and the general store on Pine Street. New to AirBnB but 5 Star ratings on other site.
5.0 out of 5 average rating, 7 reviewsPopular amenities for rentals with a pool near Bean Point Beach
House rentals with a pool

Private 30’ Pool &Boat Dock & Only Steps to Beach
4.95 out of 5 average rating, 209 reviews
Manatee Sanctuary - in the heart of Anna Maria
4.97 out of 5 average rating, 39 reviews
Heated Pool, Hot Tub, Game Room, Steps to Beach!
4.93 out of 5 average rating, 27 reviews
New! Heated Pool • Shopping • Pine Ave • Beaches!
5.0 out of 5 average rating, 36 reviews
Sandcastle | Steps to Beach | Pool | Golf Cart
5.0 out of 5 average rating, 6 reviews
Stay on the North End of Anna Maria Island!
4.88 out of 5 average rating, 41 reviews
10 min AMI | 15 min IMG | Heated Pool
4.97 out of 5 average rating, 62 reviews
The Happy Hibiscus Island Oasis with Ocean Views
4.81 out of 5 average rating, 68 reviewsApartment rentals with a pool

Steps to the beach! Condo with pool at The Terrace
4.96 out of 5 average rating, 112 reviews
Beach Escape & Pool, steps to Beach & restaurants
4.94 out of 5 average rating, 198 reviews
Cute 1Bedroom Beach condo, only steps from beach!
4.77 out of 5 average rating, 150 reviews
Luxury 3/3 Margaritaville Resort
4.97 out of 5 average rating, 212 reviews
1/1 STEPS to Beach w/ Heated POOL - Sleeps 4
4.94 out of 5 average rating, 143 reviews
Beach Condo with Quiet, Private Beach
4.98 out of 5 average rating, 110 reviews
Island Time: Open Sept 29th-Oct 3rd, 4 Night Stay!
4.98 out of 5 average rating, 258 reviews
Sunset and beach view from your balcony Unit 403
4.88 out of 5 average rating, 139 reviewsOther holiday rentals with a pool

The Boathouse
5.0 out of 5 average rating, 68 reviews
Over the Moon
5.0 out of 5 average rating, 6 reviews
Fanta-Sea with gorgeous Pool, Spa, & Game Room!
5.0 out of 5 average rating, 18 reviews
New Modern on Beach- Walk out 5 steps to Sand
5.0 out of 5 average rating, 43 reviews
New Beach House 1 Min to Beach! Heated Pool/Spa!
4.85 out of 5 average rating, 26 reviews
Private Pool Home and 1 Block to Bay!- North End
4.61 out of 5 average rating, 18 reviews
Getaway Family Beach Townhome w/Pool!
4.95 out of 5 average rating, 73 reviews
TOES IN THE SAND!
4.91 out of 5 average rating, 74 reviewsQuick stats about rentals with a pool near Bean Point Beach

Total holiday rentals
Explore 340 holiday rentals in Bean Point Beach

Nightly prices starting at
Bean Point Beach holiday rentals start at €26 per night before taxes and fees

Verified guest reviews
Over 7,060 verified reviews to help you choose

Family-friendly holiday rentals
330 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
170 properties have a dedicated workspace

Wifi availability
340 of Bean Point Beach holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Bean Point Beach rentals

4.8 Average rating
Bean Point Beach stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
- House rentals Bean Point Beach
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- Rentals with pools Anna Maria
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- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key 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





