The Best Vacation Rentals to Book in Siesta Key, Florida

Find the perfect vacation rental in Siesta Key, Florida
Find the perfect vacation rental in Siesta Key, Florida | © lucky-photographer / Alamy Stock Photo
Mandy Mizell

Siesta Key is a serene barrier island off the coast of Sarasota, known for its famous sand, made of 99 percent quartz, which remarkably remains cool in the searing summer sun. The aptly named Siesta Key Village is a sleepy beach town with a plethora of dining and shopping spots. Check out our pick of the best Siesta Key vacation rentals – bookable on Culture Trip.

1. Fanta-Sea on the Beach by Beachside Management, for ocean views

Short-term Rental

Exterior of Fanta-Sea on the Beach
Courtesy of Fanta-Sea on the Beach / Expedia

Fanta-Sea on the Beach is at the heart of the island, in Siesta Key Village. This four-bedroom beachfront home provides an extensive view of turquoise waters, and features two stunning balconies with wood accents, perfect for al fresco entertaining. The coastal chic decor mirrors the view delightfully, and the space offers sea-inspired serenity, while still being within a three-minute walk of restaurants and boutiques.

2. Rad’s Cozy Cottage on Canal, for a private pool

Short-term Rental

Exterior of Rad’s Cozy Cottage on Canal
Courtesy of Rad’s Cozy Cottage on Canal / Expedia

Rad’s Cozy Cottage on Canal is in Siesta Key Village, perched between the canal and Siesta Key Beach. The mint-colored bungalow features rustic, nautical decor with shiplap walls. Take a night-time dip in the private, fenced-in outdoor pool illuminated by bistro lights, or practice your short game on the personal golf putting green next to the pool. This two-bedroom cottage comes fully equipped with a beach wagon, chairs, coolers and bikes.

3. Crescent Street 1138 A, for snorkeling

Short-term Rental

Exterior and pool at Crescent Street 1138 A
Courtesy of Crescent Street 1138 A / Expedia

This two-bedroom property is located on Crescent Beach, known for the awesome Point of Rocks snorkeling site. It is pet-friendly, with a gated backyard for safe playtimes. This Siesta Key vacation home has a screened-in outdoor dining area and a lagoon-style pool. Kick back in one of the leather couches and watch a Sunday game on the large-screen HDTV, which comes complete with the NFL package.

5. Gorgeous Mansion Coronas Clara, for large groups

Short-term Rental

Kitchen and lounge space at Gorgeous Mansion Coronas Clara
Courtesy of Gorgeous Mansion Coronas Clara / Expedia

Gorgeous Mansion Coronas Clara is a spacious four-star holiday home. This five-bedroom vacation rental sleeps up to 10 and features contemporary furniture and a spacious main bedroom. There is an open-seated bar for six in the kitchen, perfect for entertaining with your group. The upstairs balcony features an outdoor couch with a view above the palm-tree canopy.

6. Paradise Lovers Dream Coronas Amarilla, for a luxury home from home

Short-term Rental

Exterior and pool at Paradise Lovers Dream Coronas Amarilla
Courtesy of Paradise Lovers Dream Coronas Amarilla / Expedia

Coronas Amarilla is a luxury home with four bedrooms that sleeps up to nine. It has a tropical, canary-colored exterior, and the master bathroom features an elegant jetted bathtub and a breezy balcony. Sunlight pours through the windows, which also offer gorgeous views of the palm trees. The property also has an outdoor pool, hot tub and barbecue facilities.

7. Lake Norma Luxury Living Coronas Azul, for a hot tub

Short-term Rental

Exterior of Lake Norma Luxury Living Coronas Azul
Courtesy of Lake Norma Luxury Living Coronas Azul / Expedia

Coronas Azul is a bright-blue vacation home with four bedrooms, and in the main bedroom you can relax from your Florida adventures with a bubble bath in the corner jet tub. Cook your fresh catch from the Gulf of Mexico in the spacious kitchen, or have your dinner on the screened-in outdoor dining area, which affords a peaceful view of the canal at the edge of the property. There is also a private pool and hot tub, along with a grill.

8. Luxury Beach Living Coronas Gris, for a quirky pool

Short-term Rental

Lounge at Luxury Beach Living Coronas Gris
Courtesy of Luxury Beach Living Coronas Gris / Expedia

Corona Gris is a huge six-bedroom, four-bathroom vacation home located on a corner lot. It has a quirky triangular pool pointing towards the canal in the backyard. Upstairs, the main bedroom suite features a jetted bathtub and a wrap-around balcony. The main level has a sociable open-plan design, with a spacious kitchen, formal dining room and screened outdoor dining area.

9. Coronas Verde, for grilling facilities

Short-term Rental

Aerial view of Coronas Verde
Courtesy of Coronas Verde / Expedia

Coronas Verde is a vibrant lime-colored escape with four bedrooms that can comfortably accommodate up to eight guests. The kitchen has granite countertops, an open-plan design and space for entertaining your guests. Just the two of you? The bedrooms have warm wooden floors and vaulted ceilings to welcome in the morning light. The property also has a pleasant outdoor space with a pool, hot tub and grilling facilities.

10. Avenida Sanctuary, for the sound of fountains

Short-term Rental

Indoor pool at Avenida Sanctuary
Courtesy of Avenida Sanctuary / Expedia

Avenida Sanctuary is a tropical three-bed, two-bath home close to the beach and Siesta Key Village. Stretch out on the shaded back porch and listen to the trickle of the water fountains in the large, private lap pool. If you like, you can quickly turn the porch into a classic Florida room by closing its sliding glass doors. This holiday home is equipped with internet TV and pool toys, so visitors of all ages can be thoroughly entertained while on vacation.

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