Holiday rentals with a hot tub near Bean Point Beach

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).

Be an AMI

This stylish and light home offers single-level private accommodations. The recently updated interior and private backyard oasis with plunge pool offers the perfect space for a truly relaxing and enjoyable vacation. Inside, the stylish and comfy space has room for everyone to spread out and relax while enjoying the two flat screen TVs. No expense was spared in designing and furnishing this home. The sleeper sofa pulls out to a memory foam queen bed, meaning the cottage can comfortably sleep 4.

Feelin' Salty-Pool Beach House

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 famous Bean Point Beach. Move from the beach to the private heated pool and hot tub. 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. Our home has all the modern essentials while providing the quintessential small town beach retreat feel!

Beach House w/Private Pool & Hot Tub by Bean Point

Adorable beach cottage on the north end of Anna Maria Island! The beach access trail to the famous Bean Point 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....

Sea La Vie by Duncan Real Estate

Welcome to Sea La Vie! This is the relaxing Island getaway that you have been looking for. You and the family will love staying in this beautiful three-bedroom, two-bath elevated home nestled in secluded surroundings, just one block north of Pine Avenue in the village of Anna Maria. It is common to see families riding bikes or Segways down the quiet neighborhoods. Walk the Boardway at sunrise, have breakfast at a local Cafe, or spend the day fishing on a Charter or at one of our 2 Piers.

Romantic Luxe Tiny Home+ Hot Tub

Escape to a tropical paradise in this brand new luxury tiny home, nestled among palm trees. Relax in the private hot tub. Just 6 miles to Anna Maria. Ideal for a romantic getaway or a peaceful retreat. We are located in a quiet neighborhood with a 10PM noise ordinance. If you want a quiet relaxing getaway, our tiny home is perfect for you. A car is recommended in this area as there is limited public transportation. The best rental car rates can be found at TPA/SRQ airport.

Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI

Beautiful 5 bedroom home renovated in 2023. Located 3 minutes from beach access and 9 minutes to Anna Maria Island. A massive waterfront patio with heated pool and spa encompass this house. Master bedroom with walk-out to spa. Custom double walk-in shower in master suite. Family room with 86" television, decorative fireplace, and 15' ceiling. Roku TV’s in every bedroom. Outdoor propane grill. Beach chairs, umbrella, and cart. We welcome you to Casa Bella.

Beaches + IMG + Heated Salt Pool + Hot tub!

🌴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!

Palm Retreat Gold: Luxury Edition of #1 Rental

High end, luxury 3/2 pool home! 7 4k TVs w/ Netflix and cable (75" in living room), SONOS throughout house/pool, wifi, PS5, private heated salt water pool/Spa, putt putt, foosball, beach gear, Pack & Play, Game room (board games, billiards, shuffle board, arcade), massive kitchen/bar, washer & dryer, garage parking-- all in a quiet and safe neighborhood. Just 5 miles to the best beaches and restaurants. Entire home with no shared amenities!