Home rentals with a pool near Bean Point Beach

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Top-rated rentals with a pool near Bean Point Beach

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Top Guest favourite
Townhouse in Anna Maria

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
Top Guest favourite
A private heated pool reflects the blue sky, surrounded by tropical landscaping. Two lounge chairs are positioned along the pool's edge, beneath large umbrellas. The modern home showcases a combination of light and dark exterior finishes, with large windows allowing natural light to fill the interior.
Home in Anna Maria

Feelin' Salty-Pool Modern Beach House w/Pool/Spa

Welcome to Feelin' Salty! Come enjoy our beautifully appointed 3BD/2.5BA pool/hot tub home. A short walk brings you to Anna Maria Island's beautiful beaches. Move from the beach to the private heated pool and spa. Relax on the pool deck or mingle on the front patio. Prepare & share a meal in well equipped kitchen w/ large dining space or head to picturesque Pine St to eat & shop. This home has all the modern essentials while providing the quintessential small town beach retreat feel!

4.98 out of 5 average rating, 57 reviews
Top Guest favourite
The outdoor area showcases a well-lit private pool surrounded by tropical landscaping and palm trees. Lounge chairs are positioned by the pool, and a small blue hot tub is visible in the background, contributing to the serene ambiance of the space.
Home in Anna Maria

9/14-9/17 Discount 30’ Pool & Dock, 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
Guest favourite
Bungalow in Anna Maria

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
Top Guest favourite
A private pool is surrounded by tropical landscaping, featuring a clear blue water surface that reflects soft lighting. Several lounge chairs are positioned nearby, providing relaxation space under the palm trees. The serene area is perfect for unwinding after a day at the beach.
Home in Anna Maria

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
Top Guest favourite
Home in Anna Maria

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
Top Guest favourite
The outdoor area features a spacious pool and a separate spa, surrounded by manicured gardens and palm trees. A covered lanai with steps leads to the upper level of the home, which includes expansive sliding glass doors inviting natural light into the interior.
Home in Anna Maria

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, 37 reviews
Guest favourite
A private heated pool is surrounded by lush tropical landscaping and features a stone border. A patio area with outdoor furniture is positioned nearby, while palm trees gently sway in the breeze. The bright blue sky enhances the serene atmosphere of the space.
Home in Anna Maria

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
Guest favourite
A vibrant outdoor space features a large pool surrounded by lush greenery and manicured grass. The two-story house overlooks the pool area with a spacious patio beneath, offering seating for relaxation. Chaise loungers are placed beside the pool, inviting leisure under the sunny sky.
Home in Anna Maria

Paradise Blu by Beach Boutique Rentals

*Features include* * Featured in 'Travel and Leisure' Magazine * Huge heated pool and spa * Rooftop deck with sweeping water views * 4 bedrooms, 4 ½ baths * 3 king master suites with attached baths * Indoor/outdoor living on all 3 levels * Patio dining for 6, plus lounge area * Chaise loungers by the pool * Outdoor TV * Ping pong, darts, cornhole and more * 2 blocks to beautiful Bean Point beach! * Beach chairs, umbrella, and cart

4.98 out of 5 average rating, 50 reviews
Top Guest favourite
A private outdoor space featuring a heated pool and spa, surrounded by palm trees and lounge chairs. The vibrant blue cottage is visible in the background, complemented by carefully arranged landscaping. A pathway of stepping stones leads toward the entrance of the cottage.
Cottage in Anna Maria

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, 282 reviews
Top Guest favourite
Home in Anna Maria

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
Guest favourite
A charming outdoor area showcases a refreshing pool accompanied by a built-in hot tub. Comfortable lounge chairs are placed around the pool, complemented by a large red umbrella providing shade. Lush palm trees and a white fence enhance the tropical ambiance of the space.
Home in Holmes Beach

Fanta-Sea with gorgeous Pool, Spa, & Game Room!

Get ready for laid-back luxury! This fun and breezy 4-bedroom, 2.5-bath Holmes Beach retreat has everything you need for an unforgettable island escape. Relax by the tropical pool and built-in hot tub, challenge your crew to a board game or ping pong in the game room, or unwind on one of three covered balconies with comfy seating.

5.0 out of 5 average rating, 18 reviews

Popular amenities for rentals with a pool near Bean Point Beach

Quick 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 $52 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 80 rentals that welcome pets

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wi-Fi availability

    340 of Bean Point Beach holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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!