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 favorite
Tall grasses gently sway in the foreground, framing a serene beach scene. Soft waves lap against the shore, reflecting hues of orange, pink, and purple from the sunset sky. Cloud formations add depth to the view, enhancing the tranquility of the coastal landscape.
Apartment in Longboat Key
4.96 out of 5 average rating, 114 reviews

Longboat Key-OCEAN FRONT- on the beach

My place is located in a small boutique complex located on Longboat Key. Walk to shops, restaurants and park. You’ll love my place because of Gulf front location with full gulf view from living room, kitchen, master bedroom, and screened lanai. Completely updated in 2015 with full kitchen, two full baths and two bedrooms. A perfect place to relax, listen to the surf and watch amazing sunsets over the Gulf of Mexico. My place is good for couples, solo adventurers, and families (with kids).

Guest favorite
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
5 out of 5 average rating, 23 reviews

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!

Top guest favorite
A two-story blue house is surrounded by lush greenery and palm trees. A spacious gravel driveway leads up to the elevated structure, which features a staircase and ample parking space underneath. Brightly colored flowers in a terracotta pot add a touch of color to the scene.
Home in Anna Maria
4.98 out of 5 average rating, 40 reviews

Shore Beats Work, Bean Point Beauty on Anna Maria

Underwent complete INTERIOR REMODEL in Jan 2023!!! Shore Beats Work AMI at Bean Point is perfect for the family or group wanting to be ultra close & steps to one of the most beautiful sought after beaches in Florida! Aside from the fantastic location, this elevated 3 Bedroom 2 bath home has two amazing decks with views of the Gulf & its sunsets, a great heated private pool & all the amenities you could want for a relaxing vacation. You can't beat the location, the amenities or comfort!

Guest favorite
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
4.95 out of 5 average rating, 88 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 hot tub, 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 Rod & Reel Pier, etc....

Top guest favorite
Home in Holmes Beach
4.94 out of 5 average rating, 119 reviews

The Peachy Beach House, steps to the gulf

The perfect place for a combination family vacation and some romance-when the kids are in bed, turn on spa and the music. June, July and August, Saturday to Saturday only. If custom trip length is wanted- ask Two bedroom, 2 full bathroom, new heated private pool/spa Steps to semi-private gulf beach, on quiet street in N. HB Well-stocked kitchen, 2 TVs, large primary suite and amazing gulf views from bedrooms. Crib, high chair, beach chairs, wagon, umbrella, beach toys and towels

Guest favorite
Home in Anna Maria
5 out of 5 average rating, 9 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.

Top guest favorite
A serene outdoor area features a clear blue swimming pool, flanked by palm trees. Comfortable lounge chairs are positioned alongside the pool, and a shaded dining table is visible in the background. The white exterior of the building reflects a bright, inviting atmosphere.
Apartment in Holmes Beach
4.96 out of 5 average rating, 186 reviews

Cabin 2 at Spinnakers Vacation Cottages

My place is close to the beach, family-friendly activities, the free AMI trolley, and nightlife. You’ll love my place because of the location and the ambiance. It is nestled in the lush tropical landscape of Spinnakers Vacation Cottages. You will find Cabin 2 is a perfect spot for an island getaway. My place is good for couples, solo adventurers, families (with kids), and certain size breed and weight dogs. Spa maintains same temperature as pool.

Guest favorite
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
4.8 out of 5 average rating, 15 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.

Top guest favorite
The private pool area is illuminated with calming purple lights, showcasing the heated saltwater pool and spa hot tub. Lush palm trees provide a tropical ambiance, with landscaping enhancing the serene environment as twilight sets in.
Home in Bradenton
5 out of 5 average rating, 116 reviews

Relaxing 3BR Retreat+ Hot Tub + Pool +Beaches +IMG

🌴Welcome to Beachway Haven! This 5-Star ⭐️ hideaway is just mins from Anna Maria Island's Pristine Beaches & the Gulf of Mexico. Dive into relaxation with your own Heated Saltwater Pool & Spa Hot Tub, nestled in a tropical oasis. Only a skip away from Golf Courses, Nature Parks, IMG Academy, & Palma Sola Causeway's Beach Access – your gateway to Horseback Riding, Kayaking, & endless sandy adventures. Shopping & dining are only a few mins away too!

Top guest favorite
Townhouse in Anna Maria
4.98 out of 5 average rating, 118 reviews

CHARMING HOUSE W/HEATED POOL,STEPS TO BEACH UNIT B

Location! North end of Anna Maria Island . This charming two story duplex- each unit has two bedrooms , one bathroom. Rent one unit or both. Perfect for a group of extended family and friends. Steps to the Bean Point Beach . Includes beach chairs, umbrellas and all you need for a perfect day at the beach! Heated pool , private seating, grilling areas, bicycles and much more available. MAX Occupancy 4 people including children of any age.

Top guest favorite
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
4.96 out of 5 average rating, 260 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.

Top guest favorite
The exterior view of a two-story home is presented, featuring a wooden staircase leading to a balcony adorned with outdoor seating. Lush greenery surrounds the property, with a variety of plants and flowers lining the pathways, creating a welcoming outdoor space.
Guesthouse in Anna Maria
4.95 out of 5 average rating, 244 reviews

Gulf Front Guest House

Gulf Front Guest House – 1-bedroom king bed efficiency with separate kitchen, and full bath! Downstairs relax in the living room featuring a 75" Smart TV and queen sleeper sofa. Step into the lush landscaped yard, walk down the sidewalk, and you’re on the beach! Amenities include a heated pool, fenced yard, BBQ grills, plus beach chairs, wagon, and umbrella for your perfect island escape.

Popular amenities for rentals with a pool near Bean Point Beach