Vacation Rentals in Siesta Key, FL

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Siesta Key, FL holiday rentals
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5754 Holiday rentals and Airbnb in Siesta Key, FL

Best family friendly Siesta Key, FL holiday rentals

Among the 5754 accommodations in Siesta Key, FL, here are the 4 best family friendly rentals

Heated Pool, Dock, Kayaks, 1-mile To Turtle Beach - Siesta Key, FL
9.9 32 reviews
Siesta Key, FL
02/07 – 06/07
A$409/nighttotal: A$1636 (4 )

Heated Pool, Dock, Kayaks, 1-mile To Turtle Beach

1 2
bungalow , Siesta Key
The Catamaran Bungalow is situated on Siesta Key, directly on Heron Lagoon, a short walk from the shared pool and courtyard.
This one-bedroom cottage offers a king-size bed, a roll-away single bed, a full kitchen with dishwasher, private bathroom, free Wi-Fi, and access to a private dock with complimentary kayaks, plus shared laundry facilities and a beach load-out service.
Awesome 2bd Condo Near The Beach (An799) - Siesta Key, FL
9.3 46 reviews
Siesta Key, FL
21/07 – 26/07
A$486/nighttotal: A$2430 (5 )

Awesome 2bd Condo Near The Beach (An799)

2 4
apartment , Siesta Key
This apartment is located just a short walk from Crescent Beach and less than 1.6km from Siesta Key Beach, offering easy access to the area's beautiful beaches and vibrant atmosphere. The property has received excellent ratings for location, cleanliness and overall user experience.
The two-bedroom apartment comfortably accommodates six guests and features a balcony, two bathrooms, and a fully equipped kitchen. Guests can enjoy amenities such as a swimming pool, tennis court, fitness centre, sauna and spa, as well as free parking and internet access.
70 M² Condo ∙ 1 Bedroom ∙ 4 Guests - Siesta Key, FL
10 1 review
Siesta Key, FL
18/07 – 25/07
A$263/nighttotal: A$1841 (7 )

70 M² Condo ∙ 1 Bedroom ∙ 4 Guests

1 2
apartment , Siesta Key
This Siesta Key condo, conveniently located near multiple beach access points and a 10-minute tram ride (approximately 1.6km) from Siesta Key Village, offers easy access to restaurants, bars, and shops.
The 69 square metre (743 square feet) apartment features one bedroom, one bathroom, sleeps four guests, and includes a fully equipped kitchen, screened lanai, king-size bed, Murphy bed, sleeper sofa, covered parking, elevator access, and access to a heated pool, tennis and pickleball courts, and a fishing pier.
Tropical Beach Resorts - Sarasota - Siesta Key, FL
9.3 7202 reviews
Siesta Key, FL
26/06 – 27/06
A$555/nightfor 1 night

Tropical Beach Resorts - Sarasota

1 2
resort , Siesta Key
Tropical Beach Resorts - Sarasota is situated on Siesta Key, just a short five-minute walk from the famous beach and a six-and-a-half-mile drive from downtown Sarasota and St. Armand's Circle. The resort has consistently received excellent ratings for its location, cleanliness, and overall user experience.
This resort offers a range of amenities and activities, including a heated outdoor pool, complimentary beach chairs and towels, barbecue facilities, and a fitness centre. Guests can also enjoy shuffleboard, volleyball, scheduled yoga classes, and in-room conveniences like kitchenettes, free Wi-Fi, flat-screen TVs with DVD players, and iPod docking stations.

Best Siesta Key, FL holiday rentals with a pool

Among the 5754 accommodations in Siesta Key, FL, here are the 4 best rentals with a pool

Sea Club Ii By Beachside Management - Siesta Key, FL
8.6 224 reviews
Siesta Key, FL
24/06 – 29/06
A$470/nighttotal: A$2350 (5 )

Sea Club Ii By Beachside Management

1 2
apartment , Siesta Key
This house is located in Siesta Key, Florida, just a short drive from Crescent Beach and Siesta Key Beach, and is only 11 miles from the John and Mable Ringling Museum of Art. The property has received excellent ratings for its location, cleanliness, and overall experience.
This property offers comfortable accommodation with a fully equipped kitchen and a private bathroom. Enjoy the Florida sunshine on the sun terrace or picnic area, relax in the spa, or take advantage of the tennis court and swimming pool.
Condo# 420 2 Bed/1 Bath Condo Steps To Siesta Key Beach! - Siesta Key, FL
9.3 8 reviews
Siesta Key, FL
05/07 – 12/07
A$453/nighttotal: A$3171 (7 )

Condo# 420 2 Bed/1 Bath Condo Steps To Siesta Key Beach!

2 5
apartment , Siesta Key
This two-bedroom apartment is situated in Siesta Key, just a short walk from Siesta Key Beach, consistently ranked among the world's best beaches, and a short distance from Siesta Village.
This 74 square metre apartment is perfect for a family holiday, comfortably sleeping up to five guests and boasting a fully equipped kitchen, a screened-in lanai, and access to a swimming pool, fitness centre and tennis court.
Our House At The Beach E-402 Beach View - Siesta Key, FL
9.0 4 reviews
Siesta Key, FL
08/07 – 14/07
A$466/nighttotal: A$2796 (6 )

Our House At The Beach E-402 Beach View

2 4
apartment , Siesta Key
This Siesta Key beachfront apartment, less than 1.6km from Siesta Key Beach and St. Boniface Episcopal Church Labyrinth, and within 3.2km of Crescent Beach and Siesta Key Marina, offers direct beach access.
The 111 square metre property features two bedrooms, a sofa bed, two bathrooms, a fully equipped kitchen with fridge and dishwasher, in-unit laundry, a private balcony, and access to a swimming pool, spa, and parking; accommodating multiple guests.
Siesta Key Village, Heated Pool, Beach Access 4 Min Walk, 1bdr - Siesta Key, FL
9.0 5 reviews
Siesta Key, FL
01/07 – 04/07
A$664/nighttotal: A$1992 (3 )

Siesta Key Village, Heated Pool, Beach Access 4 Min Walk, 1bdr

1 2
house , Siesta Key
This Siesta Key Village apartment is an 8-minute walk from Siesta Key Beach, 2.1km from Crescent Beach, and 16km from The John and Mable Ringling Museum of Art.
The 56-square-metre property boasts one bedroom, one bathroom, sleeps seven guests, and includes a private patio with pool views, a heated pool, free Wi-Fi, and free private parking, plus BBQ facilities and laundry service.

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Best Siesta Key, FL holiday rentals with a balcony

Salty Dog | Siesta Key Canal-front Escape! - Siesta Key, FL
Siesta Key, FL
26/06 – 27/06
A$4404/nightfor 1 night

Salty Dog | Siesta Key Canal-front Escape!

6 2
apartment , Siesta Key
This canal-front townhome in Siesta Key is a 2-minute walk to Siesta Key Beach and a short distance from Siesta Key Village.
This spacious six-bedroom, five-bathroom property accommodates up to fourteen guests and features a private heated pool, spa, rooftop deck, elevator access, and a shared dock with kayak and paddleboard amenities.
Siesta Key, Sea Horse Villa, Pool. Daily Rentals - Siesta Key, FL
9.5 399 reviews
Siesta Key, FL
13/07 – 17/07
A$352/nighttotal: A$1408 (4 )

Siesta Key, Sea Horse Villa, Pool. Daily Rentals

1 2
apartment , Siesta Key
This Siesta Key waterfront property offers easy access to Crescent Beach and Siesta Key Marina, both within a 1.6km walk, and is 4.8km from Siesta Key Beach and Turtle Beach.
The one-bedroom, one-bathroom holiday home sleeps two guests and boasts a swimming pool, spa, and barbecue facilities, alongside a fully equipped kitchen including a fridge and microwave.
Salt & Sun Siesta - Siesta Key, FL
8.7 3 reviews
Siesta Key, FL
27/07 – 29/07
A$456/nighttotal: A$912 (2 )

Salt & Sun Siesta

1 4
apartment , Siesta Key
Salt & Sun Siesta is a holiday flat located in Sarasota, a 5-minute walk from Crescent Beach and 17.7 kilometres from the John and Mable Ringling Museum of Art.
This 90 square metre apartment offers air-conditioned comfort for up to 7 guests, featuring 2 bedrooms, 2 bathrooms, a private terrace, an on-site restaurant, and an outdoor swimming pool.
Peaceful Siesta Key Condo - Short Stroll To The Beach - Gbb 1219 - Siesta Key, FL
10 3 reviews
Siesta Key, FL
08/07 – 14/07
A$539/nighttotal: A$3234 (6 )

Peaceful Siesta Key Condo - Short Stroll To The Beach - Gbb 1219

2 4
apartment , Siesta Key
This beachfront apartment is situated near Siesta Key Beach, a 15-minute walk from St. Boniface Episcopal Church Labyrinth and under 3.2km from Crescent Beach.
This 119 square metre, two-bedroom, two-bathroom property sleeps four, boasting a fully equipped kitchen, private terrace, swimming pool, sauna, fitness centre, tennis court, and free Wi-Fi; BBQ facilities are also available.

Best Siesta Key, FL holiday rentals with parking

Coastal Condo, Water Views, Fishing Dock & 0.6 Miles To Siesta Beach - Siesta Key, FL
10 5 reviews
Siesta Key, FL
17/06 – 26/06
A$295/nighttotal: A$2655 (9 )

Coastal Condo, Water Views, Fishing Dock & 0.6 Miles To Siesta Beach

2 6
apartment , Siesta Key
This pet-friendly flat is situated in Siesta Key, offering a prime waterfront position just 700 metres from Siesta Key Public Beach and a 10-minute drive from Crescent Beach.
Guests can enjoy a communal swimming pool, a private balcony, free Wi-Fi, and an in-unit washer and dryer, with ample parking available.
Dry Dock | Canal-front Retreat On Siesta Key - Siesta Key, FL
Siesta Key, FL
26/06 – 27/06
A$4404/nightfor 1 night

Dry Dock | Canal-front Retreat On Siesta Key

6 2
apartment , Siesta Key
This canal-front townhome in Siesta Key is situated a mere 200 metres from the renowned Siesta Key Beach and is conveniently located near Siesta Key Village for dining and shopping.
This spacious residence accommodates up to 16 guests with 6 bedrooms and 6 bathrooms, offering a private heated swimming pool, hot tub, rooftop deck with Gulf views, a ping pong table, and private dock access with a complimentary kayak and paddleboard.
Siesta Key 2 Br/2 Ba  Vista Hermosa - Siesta Key, FL
10 40 reviews
Siesta Key, FL
15/08 – 22/08
A$328/nighttotal: A$2296 (7 )

Siesta Key 2 Br/2 Ba Vista Hermosa

2 6
apartment , Siesta Key
This Siesta Key apartment, located on South Siesta Key, directly faces Crescent Beach and is a short walk from public beach access #13, Captain Curt's restaurant, and local shops.
The 89 square metre (960 square feet) two-bedroom, two-bathroom condo sleeps six, offering amenities such as a swimming pool, covered parking, beach gear, BBQ grills, and elevator access.
Best Of Both Worlds! Fish In The Bay Or Walk Across The Street To The Beach! - Siesta Key, FL
9.4 58 reviews
Siesta Key, FL
18/07 – 25/07
A$385/nighttotal: A$2695 (7 )

Best Of Both Worlds! Fish In The Bay Or Walk Across The Street To The Beach!

1 2
apartment , Siesta Key
This Siesta Key apartment is less than 1.6km from Siesta Key Beach, Crescent Beach, and Siesta Key Marina, offering convenient access to Siesta Key's attractions and St. Boniface Episcopal Church Labyrinth.
The 65 square metre self-catering flat sleeps four guests and includes a fully equipped kitchen, a washing machine, a Smart TV, and access to a swimming pool, jacuzzi, and parking.
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