
Siesta Beach, Florida
06/20 – 06/30
$299/nighttotal: $2990 (10 )
Unit 103- Paradise Awaits
1 2apartment , Siesta Key
This Siesta Key condo rental is located less than a mile from Siesta Key Beach, near Siesta Key Beach Playground and the Siesta Key Farmers Market.
The 820-square-foot apartment features one bedroom, one bathroom, and accommodates four guests, boasting a private pool, full kitchen, in-unit laundry, and access to a fitness center, game room, and barbecue grills.
The 820-square-foot apartment features one bedroom, one bathroom, and accommodates four guests, boasting a private pool, full kitchen, in-unit laundry, and access to a fitness center, game room, and barbecue grills.

Siesta Beach, Florida
06/20 – 06/30
$314/nighttotal: $3140 (10 )
Charm | Comfy | Tiki | Pool Private Beach
1 2apartment , Siesta Key
This Siesta Key condo is located directly on the beach, just a short walk from Siesta Key Beach and Crescent Beach. The surrounding area offers a mix of relaxation and activity, perfect for enjoying the Florida sunshine. This apartment is highly rated, with excellent reviews for location, cleanliness, and overall experience.
The condo features one bedroom and one bathroom, providing comfortable accommodations for up to four guests. Amenities include a fully equipped kitchen, a private balcony, access to a swimming pool, and a spa. Enjoy the convenience of a washer and dryer, a garden area, and barbecue grills.
The condo features one bedroom and one bathroom, providing comfortable accommodations for up to four guests. Amenities include a fully equipped kitchen, a private balcony, access to a swimming pool, and a spa. Enjoy the convenience of a washer and dryer, a garden area, and barbecue grills.

Siesta Beach, Florida
06/20 – 06/30
$302/nighttotal: $3020 (10 )
Condo#203 Updated Beautiful Condo On Siesta Key With An Upscale Comfortable Coastal Look And Feel.
1 2apartment , Siesta Key
This Siesta Key condo is located less than a mile from Siesta Key Beach, Siesta Key Beach Playground, the Siesta Key Farmers Market, and St. Boniface Episcopal Church Labyrinth.
The 820-square-foot one-bedroom, one-bathroom unit sleeps four and features a private pool, full kitchen, in-unit laundry, and access to a fitness center, tennis court, and BBQ grills.
The 820-square-foot one-bedroom, one-bathroom unit sleeps four and features a private pool, full kitchen, in-unit laundry, and access to a fitness center, tennis court, and BBQ grills.

Siesta Beach, Florida
06/20 – 06/30
$336/nighttotal: $3360 (10 )
Siesta Key 2 Br Villa With Pool Access Located In Polynesian Gardens
2 2apartment , Siesta Key
This single-story villa is located in the quiet Polynesian Gardens community on Siesta Key, just a short walk from the beach and less than a mile from Siesta Beach. The property consistently receives excellent ratings for its cleanliness, location, and overall experience.
This two-bedroom, one-bathroom vacation rental comfortably sleeps five guests. Enjoy amenities like a private backyard, access to a large heated pool, a private dock, and beach supplies for a relaxing and enjoyable stay.
This two-bedroom, one-bathroom vacation rental comfortably sleeps five guests. Enjoy amenities like a private backyard, access to a large heated pool, a private dock, and beach supplies for a relaxing and enjoyable stay.

Siesta Beach, Florida
06/20 – 06/30
$256/nighttotal: $2560 (10 )
Jamaica Royale 014
1 2apartment , Siesta Key
Jamaica Royale 014 is a condo located in Siesta Key, a minute's walk from Crescent Beach and 7.2 miles from Marina Jack Restaurant And Marina.
This non-smoking condo offers 1 bathroom, accommodates up to 3 guests, and features a fully equipped kitchen with a dishwasher and oven, air conditioning, spa access, and on-site parking.
This non-smoking condo offers 1 bathroom, accommodates up to 3 guests, and features a fully equipped kitchen with a dishwasher and oven, air conditioning, spa access, and on-site parking.

Siesta Beach, Florida
06/20 – 06/30
$212/nighttotal: $2120 (10 )
E63 - 2bd/2b - Directly On Siesta Key Intracoastal
2 2apartment , Siesta Key
This Siesta Key rental is directly on the Intracoastal Waterway, a seven-minute walk from Crescent Beach and a 1.4-mile drive from Siesta Key Beach.
The 1,100-square-foot condo features two bedrooms, two bathrooms, and a private balcony, accommodating up to seven guests and offering free Wi-Fi, parking, and a fully equipped kitchen.
The 1,100-square-foot condo features two bedrooms, two bathrooms, and a private balcony, accommodating up to seven guests and offering free Wi-Fi, parking, and a fully equipped kitchen.

Siesta Beach, Florida
06/20 – 06/30
$159/nighttotal: $1590 (10 )
103 M² Apartment ∙ 2 Bedrooms ∙ 6 Guests
2 2apartment , Siesta Key
This second-floor condo in Siesta Key's Bay Oaks community offers a prime waterfront location on the waterway, just a 5-minute walk to Siesta Key Beach and a short drive to the main dining and entertainment district.
This 1110 sq ft residence accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a private dock, a heated community pool, in-unit laundry, and high-speed internet, with nearby options for kayaking, boating, and bike rentals.
This 1110 sq ft residence accommodates up to 6 guests with 2 bedrooms and 2 bathrooms, featuring a private dock, a heated community pool, in-unit laundry, and high-speed internet, with nearby options for kayaking, boating, and bike rentals.

Siesta Beach, Florida
06/20 – 06/30
$357/nighttotal: $3570 (10 )
Sea Club Ii By Beachside Management
1 2apartment , Siesta Key
This Siesta Key house is located just a short distance from Crescent Beach and Siesta Key Beach, offering easy access to the area's famous white sands. The property has received excellent ratings for location, cleanliness, and overall user experience.
The house offers a comfortable and spacious layout with a fully equipped kitchen, private bathrooms, and comfortable living areas. Enjoy amenities like a private pool, spa, tennis court, and a private beach area, perfect for relaxing and enjoying the Siesta Key lifestyle.
The house offers a comfortable and spacious layout with a fully equipped kitchen, private bathrooms, and comfortable living areas. Enjoy amenities like a private pool, spa, tennis court, and a private beach area, perfect for relaxing and enjoying the Siesta Key lifestyle.

Siesta Beach, Florida
06/20 – 06/30
$371/nighttotal: $3710 (10 )
Extraordinary 2bd Condo Near The Beach (An804)
2 2apartment , Siesta Key
The Anchorage Resort 9th Floor 2-bedroom Condo With Balcony- Gulf Views! Pool, Beach is located on Siesta Key, a short walk from Crescent Beach and Siesta Key Beach, and close to Gulf Gate Mall and Point of Rocks. This condo is rated excellent for location, cleanliness, and user experience.
This 1250-square-foot condo comfortably accommodates up to 4 guests in its two bedrooms and two bathrooms. The resort offers a wide array of amenities including a swimming pool, a sauna, a spa, a fitness center, a tennis court, and a garden.
This 1250-square-foot condo comfortably accommodates up to 4 guests in its two bedrooms and two bathrooms. The resort offers a wide array of amenities including a swimming pool, a sauna, a spa, a fitness center, a tennis court, and a garden.

Siesta Beach, Florida
06/20 – 06/30
$163/nighttotal: $1630 (10 )
41 M² Apartment ∙ 1 Bedroom ∙ 3 Guests
1 2apartment , Siesta Key
This ground-floor studio is located in the Casa Mar complex on Siesta Key, offering convenient access to Siesta Key Beach and the complex's swimming pools.
This 440 square foot unit accommodates up to 3 guests with a queen Murphy bed and a twin bed, and includes a kitchen with a fridge, microwave, and dishwasher, plus complimentary WIFI and covered parking.
This 440 square foot unit accommodates up to 3 guests with a queen Murphy bed and a twin bed, and includes a kitchen with a fridge, microwave, and dishwasher, plus complimentary WIFI and covered parking.

Siesta Beach, Florida
06/20 – 06/30
$238/nighttotal: $2380 (10 )
Midnight Cove Ii 833f
1 2apartment , Siesta Key
This Siesta Key condo, Midnight Cove II 833F, offers unbeatable proximity to Crescent Beach, just a 3-minute walk away, and is located 11 miles from the John and Mable Ringling Museum of Art.
This 900-square-foot rental accommodates up to 7 guests with 2 bathrooms, a full kitchen, complimentary Wi-Fi, on-site parking, and on-site spa and fitness center access.
This 900-square-foot rental accommodates up to 7 guests with 2 bathrooms, a full kitchen, complimentary Wi-Fi, on-site parking, and on-site spa and fitness center access.

Siesta Beach, Florida
06/20 – 06/30
$260/nighttotal: $2600 (10 )
Siesta Key Beach Duplex-close To Sarasota Beach/pet Friendly
2 2apartment , Siesta Key
This Siesta Key Village home is less than a mile from Siesta Key Beach and the Siesta Key Farmers Market, offering easy access to pristine sands and local produce.
This 910-square-foot vacation rental sleeps four guests in two bedrooms and one bathroom, featuring a private patio, swimming pool, spa, and on-site water park access.
This 910-square-foot vacation rental sleeps four guests in two bedrooms and one bathroom, featuring a private patio, swimming pool, spa, and on-site water park access.













