Holiday rentals in Bean Point

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Top-rated holiday rentals in Bean Point

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Townhouse in Anna Maria
4.94 out of 5 average rating, 124 reviews

Green Jacaranda /Bean Point Beach 5 min walk/pool

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

Guest favourite
A private lagoon pool is surrounded by tropical foliage and lounge chairs. The outdoor space features a gas grill and a shaded patio area under the house. Bright turquoise accents are visible on the exterior, complemented by palm trees and colorful plants.
Home in Anna Maria
4.88 out of 5 average rating, 49 reviews

La Raya - 3bed/2bath POOL Home

A special time awaits you at this updated beach house on AMI. Featuring a private lagoon pool, an easy access to Bean Point Beach, this house will leave you dreaming about the tropics for weeks after your trip. Located at the tip of AMI, a two block away will bring you to an amazing sunset every night, while the free trolley will take you anywhere else on the island you desire to go. Catch or buy some fresh fish to BBQ on your gas grill, or pick one of the delectable restaurants nearby.

Top guest favourite
Home in Largo
5 out of 5 average rating, 7 reviews

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach

You asked, we delivered. Inspired by our Top 1% listing and consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

Guest favourite
Home in Anna Maria
5 out of 5 average rating, 14 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.

Guest favourite
A charming cottage is set against a vibrant blue exterior, featuring a thatched umbrella over a small outdoor seating area with four chairs. Lush green shrubs and sandy pathways enhance the inviting entrance, while palm trees are visible in the background under clear blue skies.
Bungalow in Anna Maria
4.88 out of 5 average rating, 185 reviews

Bay Breeze Cottages #2

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.

Top guest favourite
Home in Sarasota
4.95 out of 5 average rating, 192 reviews

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. VR24-00265

Guest favourite
A modern kitchen features stainless steel appliances, including a refrigerator and built-in oven. A spacious island with bar stools is set with dining ware and fresh fruits, while large windows provide natural light and views of tropical greenery.
Home in Anna Maria
4.95 out of 5 average rating, 21 reviews

Bliss by the Beach by Beach Boutique Rentals

*Features include* * Brand new, completely renovated house ground level home! * Private Saltwater pool * Tropical private yard with chaise loungers * Home office with convenient computer monitor and printer * Gourmet kitchen * Washer and Dryer * Master suite with private bath and rain shower * King bed in guest room convertible to 2 twins * Steps to the beach * Close proximity to shops and restaurants on Pine Avenue * Beach chairs, umbrella and cart

Guest favourite
A mid-century modern home is framed by a large tree, with white walls reflecting the surrounding greenery. Potted plants add color to the entrance, while two decorative faces are positioned on a stone ledge. The area is bordered by white gravel, enhancing the peaceful ambiance.
Home in Siesta Key
5 out of 5 average rating, 13 reviews

Siesta Key | Heated Pool | Sauna | Family & Pets

☞ Sauna, Fire-pit, BBQ (gas) ☞ Giant Outdoor Chess♟️ ☞ King & 2 Queen Beds ☞ Ample Parking (RV, Boat, etc) ☞ Fast WiFi 🛜 ☞ 4 Smart TVs (largest 85 inches) ☞ Gourmet Kitchen Main side ☞ Kitchenette on Guest side ☞ 2 Onsite washer + dryers ☞ 2 Outdoor Showers 》30 mins to airport 》2 mins to Siesta Key Beach Bike to America’s #1 beach, morning coffee runs, sunset rides, live music, ice cream, shops or any of the amazing restaurants in Siesta Key village.

Top guest favourite
The cottage exterior features vibrant blue paint and large windows, allowing natural light to brighten the interior. A landscaped area with shrubs surrounds the front, and a light gravel driveway provides ample parking space. A white privacy fence encloses the property.
Cottage in Anna Maria
4.93 out of 5 average rating, 200 reviews

Blue Heron Cottage - Anna Maria Island

Great 1 bedroom, 1.5 bathroom cottage on the quiet north end of island. The house is conveniently located and within walking distance (two short blocks) to the beach and close to the intersection of Fern 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 favourite
Home in Sarasota
4.96 out of 5 average rating, 27 reviews

Heated saltwater pool near Siesta and Downtown

Escape to our brand-new, modern Sarasota home, perfect for families! Enjoy a private heated saltwater pool just steps from the master suite. Located minutes from the world-famous Siesta Key Beach and vibrant downtown Sarasota. This stylish oasis comfortably accommodates up to 10 guests, offering the ultimate Florida retreat with all-new furnishings and a fully equipped kitchen. Your private getaway awaits!

Top guest favourite
Guest house in Anna Maria
5 out of 5 average rating, 54 reviews

The Boathouse

Would you like to feel like you are sleeping in a tree house with all the luxuries and comfort of a high end hotel? Then welcome to our brand new guest house, which accommodates a maximum of two guests and is a completely private tropical oasis. Standing on the edge of Lake LaVista, surrounded by tropical palms where you have use of the private and beautiful pool which we heat during the winter months.

Top guest favourite
A charming island home is presented on a landscaped property, featuring a paved driveway with ample space for parking. The elevated structure is accessible by a set of stairs, and palm trees add a tropical touch to the surroundings.
Home in Anna Maria
4.97 out of 5 average rating, 37 reviews

1 block to Pine Ave + Shopping + Beach + Dining!

Welcome to Spring Sea’Esta! 🏖️ 🌴A stunning island retreat situated in the heart of Anna Maria Island and less than 1 block away from Pine Avenue. 🌴 Enjoy easy access to shops, local boutiques, ice cream parlors, playgrounds and the beloved Waterfront Restaurant—all just steps from your door.

Popular amenities for Bean Point holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Manatee County
  5. Anna Maria
  6. Bean Point