House vacation rentals in Siesta Key

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Quick stats about house rentals in Siesta Key

  • Total vacation rentals

    Explore 510 vacation rentals in Siesta Key

  • Nightly prices starting at

    Siesta Key vacation rentals start at $167 CAD per night before taxes and fees

  • Verified guest reviews

    Over 9,490 verified reviews to help you choose

  • Family-friendly vacation rentals

    470 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 220 rentals that welcome pets

  • Vacation rentals with a pool

    390 properties feature pools

  • Rentals with dedicated workspaces

    330 properties have a dedicated workspace

  • Wifi availability

    510 of Siesta Key vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Siesta Key rentals

  • 4.8 Average rating

    Siesta Key stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated house rentals in Siesta Key

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

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Top guest favourite
Home in Arlington Park
4.98 out of 5 average rating, 49 reviews

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

Top guest favourite
A Tiki bar with a thatched roof provides a stylish overlook of a heated pool surrounded by lounge chairs. The design features natural wood accents and vibrant decorations, inviting relaxation and leisure. Sunlight reflects off the water, adding to the serene outdoor atmosphere.
Home in South Sarasota
4.94 out of 5 average rating, 100 reviews

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.

Top guest favourite
Home in Sarasota
5 out of 5 average rating, 133 reviews

Living The Dream: Heated Pool + Mini Golf +Swings

BNB Breeze Presents: Living The Dream A purpose-built luxury family vacation home designed by parents for unforgettable stays. Enjoy swing dining chairs, a glowing neon moss wall, backyard putt-putt, and a free heated saltwater pool (Nov 21–Apr 1st). 15 minutes to Siesta & Lido Key Beaches. ✔ Private heated saltwater pool ✔ Backyard mini golf & outdoor games ✔ Luxury covered lanai w/ high ceilings ✔ Super kid-friendly (toys, Pack ’n Plays) ✔ Jura Espresso Machine ✔ 65” Frame TV w/ YouTube TV

Top guest favourite
Home in Sarasota
4.95 out of 5 average rating, 197 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. *Brand new pool* VR24-00265

Top guest favourite
A distinctive triangular structure features large glass windows, showcasing vibrant lighting from within. The exterior is surrounded by landscaped greenery and decorative white stones, enhancing the inviting appearance. Palm trees and a tidy paved driveway contribute to the overall charm and unique architectural design.
Home in Sarasota
4.95 out of 5 average rating, 251 reviews

Modern, Bright Downtown SRQ A-Frame West of Trail

Enjoy this bright, newly renovated unique pool home on a street with mostly waterfront homes featuring 4 beds & 3 baths, office area options, loft reading nook, Bosch appliances, bedroom skylights, artful light fixtures and fully fenced with heated pool. Central to & minutes from Siesta Key, St. Armand's Circle/Lido Key, downtown. Walk to the Sarasota Arts Museum, grocery, Southside and downtown Restaurants & shops, Selby Botanical Gardens, Bayfront Park, & Marina Jack. VR24-00157

Top guest favourite
Home in Sarasota
5 out of 5 average rating, 14 reviews

Stylish Pool Home 4BR Near Siesta Key "Palm Noir"

Welcome to Palm Noir, a brand-new modern luxury retreat in Sarasota just 12 minutes from Siesta Key Beach and 9 minutes from Downtown. This stunning pool home features soaring ceilings, impact windows and doors, designer finishes, luxury furnishings, bright open living spaces, and a private heated pool with spa. Enjoy premium bedding, fresh towels, a fully equipped kitchen, outdoor dining, lounge seating, and everything needed for the perfect family vacation or group getaway.

Guest favourite
A spacious patio area features two lounge chairs and a large umbrella, surrounded by tropical plants. A stone pathway leads through the gravel garden, enhancing the outdoor atmosphere. Decorative planters add color against the lush greenery, creating a serene retreat.
Home in Siesta Key
4.88 out of 5 average rating, 180 reviews

[escape to paradise] siesta key beach getaway

Walk to siesta beach from this stylish village house. Perfect for couples & group trips. The home is in a central location on Siesta key. Walking distance to Siesta Key village and beach access 7 (1/2 mile). Enjoy the oversized private patio and with garden views or hop on a bike to siesta beach in less than 5 minutes. Both Siesta Key village and Beach access 7 are less than 1/2 mile from the home. Bikes available onsite ($40 per bike per stay) Pet fee $100

Top guest favourite
A single-story tropical home is presented with a light blue exterior and a metal roof. Lush palm trees and colorful plants border the pathway leading to the entrance. An outdoor umbrella sits near the entry, enhancing the welcoming appearance of the property.
Home in Siesta Key
4.93 out of 5 average rating, 166 reviews

Siesta Key Beach & Village 2BR/2BA Steps to Beach

This charming tropical 1,320 sq.ft. 2 bedroom 2 bath home is located in the heart of Siesta Key Village. You will be within a 2 minute walk to Siesta Key Beach and Siesta Village. With a beach house décor and equipped with 3 smart TVs, WIFI, cable, refrigerator, microwave, W/D, grill, beach chairs, toys for the kids, beach wagon, 1 queen bed, 2 twin beds and sleeper queen sofa. This private beach home has everything you need for a beach vacation. Local ownership.

Top guest favourite
Home in Siesta Key
4.98 out of 5 average rating, 40 reviews

Luxury Canal-Front Home + Heated Pool Near Beach

This is a thoughtfully renovated canal-front residence near Siesta Beach. A private pool and screened patio offer a refined and tranquil retreat with direct canal views. Bright interiors and carefully curated details create an atmosphere of timeless, understated luxury. Just an 8-minute walk from the world-famous beach, yet surrounded by complete peace and privacy. This home is designed for guests who appreciate discreet luxury and elevated comfort.

Top guest favourite
A large, colorful sign displays the text 'Siesta Beach #1 Beach in the USA!' against a backdrop of a cloudy sky. The sign features images of people enjoying beach activities, surrounded by wooden posts and rope detailing, set in a grassy area that leads to the beach.
Home in Siesta Key
4.97 out of 5 average rating, 114 reviews

Siesta Key Quaint Beach House

This home, built in the 1950’s, has old Florida highlights including cypress wood walls and terrazzo floors located in a peaceful neighborhood. It is all on one level and sleeps 4 adults with a private patio including a gas grill. It’s only a 5 minute walk to Siesta Key beach and includes a beach cart, chairs, umbrella, towels and a cooler. Only a 10 minute walk or 2 minute ride to the village with shops, restaurants, music and nightlife.

Superhost
Home in Siesta Key
5 out of 5 average rating, 3 reviews

Luxury Beachfront Home at #1 Beach in USA

Stay in luxury just steps from Siesta Key Beach, voted the **#1 Beach in the USA**, with direct beach access from your backyard. Perfectly located between Siesta Key Village and the Siesta Key Beach, you can walk to award-winning restaurants, boutique shopping, live music, and vibrant nightlife. Beautifully appointed with upscale finishes and modern comforts, this is the perfect retreat for an unforgettable Gulf Coast getaway.

Top guest favourite
A serene outdoor space is highlighted by a heated saltwater pool and a six-person spa. Comfortable lounge chairs line the pool area, and an outdoor grill is situated nearby. The setting is complemented by a vibrant sunset, enhancing the tranquil atmosphere.
Home in Sarasota
5 out of 5 average rating, 104 reviews

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

Experience luxury at this newly remodeled home with a brand-new pool, spa, and putting green. Centrally-located near downtown Sarasota, Siesta Key, Lido Key beaches, and St. Armand’s Circle, it features a full kitchen, 3 king bedrooms, 3 full bathrooms, outdoor dining, high speed internet, a 75” outdoor TV, fire pit, and EV charger. Pet-friendly with a fenced yard, pet crate, bowls & treats. License # VR24-00208

Popular amenities for Siesta Key house rentals

When is the best time to visit Siesta Key?

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Avg. price$576 CAD$768 CAD$799 CAD$662 CAD$560 CAD$592 CAD$526 CAD$457 CAD$447 CAD$471 CAD$560 CAD$597 CAD
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