Holiday houses in Sarasota Beach

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay

Experience life 4 blocks from the Gulf, ½ mile to Siesta Key — America’s #1 Beach. Effortless access to Siesta’s white sand beaches, Sarasota’s dining/arts scene, St. Armand’s & Gulf Coast adventure! 2BR boutique bungalow • Sleeps 6 • 4 beds In Sarasota’s coveted ‘West of Trail’ Coastal District — marble chef kitchen, beach gear, Smart TVs, spa bath, laundry, fast Wi-Fi. Grill lobster under stars, unwind in your tropical garden & walk palm-lined lanes to cafés & glorious waterfront sunsets.

Family · Location · Backyard

Steps to Siesta Key Beach! Sunset Balcony Views!

This beautifully appointed 2-bedroom, 1-bath condo (Sleeps 6) is centrally located directly across from the world-famous "sugar-white sands" of Siesta Key Beach. Unit 205 offers a perfect location with spectacular Gulf of Mexico sunsets from your private balcony. Enjoy a covered parking spot. The master suite has a King bed, a second bedroom with two twin beds, and a pull-out sofa in the living area. Nearby find rentals for bikes, scooters, water sports, parasailing, fishing, sunset cruise.

Family · Location · Cleanliness

Tiki Bar Paradise! Heated Pool & Gaming Oasis!

Welcome to one of our beautiful properties, only 9 minutes to Siesta Key Beach! 24/7 Host Support - no AI messaging or hidden fees. Gorgeous HEATED POOL & Tiki Bar. Corn hole, ring game, or water pong on dry land or play volleyball, basketball, or beer pong in the pool. Bring the competition inside to the Game Room to play billiards or any number of family card/board games. Relax in the cozy living room w/ fireplace & fully equipped kitchen. Minutes to Siesta Key, the Village & Downtown SRQ.

Location · Value · Kitchen

Beachfront 180-Degree View, Walk to Village!

This secluded beachfront property offers panoramic 180-degree views of the beach and the gulf from this newly renovated top floor condo, ideally located an easy 5-minute walk from Siesta Key Village. This spacious 2 bedroom 2 bath is filled with light and stocked with everything you need for an amazing stay at America's best beach. Savor the sunrises and sunsets on the wrap-around porch while you watch dolphins, turtles, and diverse bird life on the quietest most natural part of Siesta Beach.

Family · Location · Parking

Coastal Luxe, SaltPool/heatSpa, 5 miles to Siesta

BRAND NEW home centrally located in the highly sought-after neighborhood of Arlington Park 2 miles to downtown. Coastal Luxe is a 2 story single family home with an open floor plan with bright, warm and inviting areas for gathering, entertaining, & relaxation. Every room in the house thoughtfully designed for your comfort & enjoyment. Perfect for your large group of friends & family!. Pool & Spa, Outdoor kitchen equipped with gas grill & smoker Enjoy your own mini golf experience with 4 holes

Location · Value · Indoor spaces

Beachside Bliss: Family Paradise/Siesta Key3BR/2BA

Escape to this stunning, fully renovated 3BR/2BA home in the prestigious Gulf Gate Neighborhood, just 5 minutes from Siesta Key Beach – ranked the #1 beach in the U.S.! This spacious and airy retreat is designed for relaxation and making unforgettable memories. Enjoy an impeccably styled interior, modern amenities, and a prime location close to Sarasota’s best attractions. Indulge in top-rated restaurants, vibrant shopping centers, and endless beachside adventures—all just around the corner

Value · Family · Cleanliness

Sweet Siesta Cottage

This special place is close to everything, making it easy to plan your visit. The beach is across the street and the Siesta Key village is in walking distance with quaint restaurants, shops, a grocery store, liquor store, & Sunday Farmers Market. This two bedroom cottage is some of the last of its kind. Enjoy a piece of the old siesta key beach life. The interior has been joyfully decorated with items that have a vintage surf vibe, large modern comfortable beds, whimsical outdoor spaces.

Location · Family · Cleanliness

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. *Brand new pool* VR24-00265

Location · Family · Biking

The Palms Away

This special place is close to everything, making it easy to plan your visit. 1 mile to Siesta Key. Built in the 50's but totally renovated to today standard's. Heated swimming pool, but if the water gets to hot the heater will also cool the pool. Very close to shopping. Large deck with view to tropical garden and waterfall. Gas fire pit with built in seating. Small putting green and Corn-hole game are available for your use. 5 TV's with wi-fi. A Gazebo with plenty of sitting area.

Family · Value · Backyard

Beach Rd, 300ft to Beach Access & 500ft to Village

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.

Family · Location · Condition

Cottage on Siesta Key Beachside & Stunning sunsets

Come experience Siesta Key and relax in our beachside cottage. It is sure to refresh you , whether you prefer an incredible one of a kind sunset or a long leisurely walk on the beach with the cool sugar white sand beneath your toes! This is an escape you deserve. The pool is beautiful and conveniently located on your stroll to the beach. If you enjoy music , we are close to several places you can sit & enjoy under the Tiki Huts with refreshments!

Location · Family · Bathroom

Modern Home Heated Pool near Siesta & 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!

Location · Family · Sleep quality