Holiday 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

Gertrude's Siesta | Ocean-views, Pool, 1-2 Min Walk To Beach, Covered Patio, Private Elevator! - Siesta Key, FL
9.8 85 reviews
Siesta Key, FL
01/07 – 04/07
NZ$3290/nighttotal: NZ$9870 (3 )

Gertrude's Siesta | Ocean-views, Pool, 1-2 Min Walk To Beach, Covered Patio, Private Elevator!

3 9
apartment , Siesta Key
This Siesta Key holiday home is situated less than 1.6km from Siesta Key Beach and playground, and a short distance from the Siesta Key Farmers Market.
The three-bedroom, three-bathroom property sleeps up to 10 guests and boasts a private swimming pool, terrace, garden, BBQ grills, free Wi-Fi, and a fully equipped kitchen; enjoy on-site water park fun.
Tropical Sk Villa Private Patio & Pool Access - Siesta Key, FL
Siesta Key, FL
22/06 – 08/07
NZ$1101/nighttotal: NZ$17616 (16 )

Tropical Sk Villa Private Patio & Pool Access

1 6
house , Siesta Key
This villa in Siesta Key is located a mere 550 metres from Crescent Beach and is 17 kilometres from the John and Mable Ringling Museum of Art.
This family-friendly property accommodates up to 11 guests with 2 bathrooms, a kitchen featuring a fridge, microwave, and dishwasher, air conditioning, a swimming pool, garden, concierge, and on-site parking, with complimentary WiFi throughout.
Flamingo Cottage: Renovation Sleep 6 Hot Tub, Pool - Siesta Key, FL
9.6 29 reviews
Siesta Key, FL
19/06 – 21/06
NZ$6123/nighttotal: NZ$12246 (2 )

Flamingo Cottage: Renovation Sleep 6 Hot Tub, Pool

2 6
apartment , South Sarasota
Flamingo Cottage, a newly renovated two-bedroom self-catering property in South Sarasota, is situated 4.7km from Siesta Key Beach and a short distance from Sarasota's city centre, offering easy access to restaurants, shops, and public transport.
This 108 square metre tropical-themed cottage sleeps up to six guests, boasting two bathrooms, a fully equipped kitchen including a dishwasher, a private garden, access to a shared heated saltwater pool, and provided beach gear (chairs, towels, cooler).
Beach Rd, 300ft To Beach Access & 500ft To Siesta Key Village, 1bdr - Siesta Key, FL
9.0 3 reviews
Siesta Key, FL
06/07 – 10/07
NZ$542/nighttotal: NZ$2168 (4 )

Beach Rd, 300ft To Beach Access & 500ft To Siesta Key Village, 1bdr

1 3
house , Siesta Key
This beachfront apartment in Siesta Key Village offers direct beach access, a short walk from Siesta Key Beach, 1.8km from Crescent Beach, and 16km from The John and Mable Ringling Museum of Art.
The 56 square metre property features one bedroom, one bathroom, sleeps seven guests, and includes a fully equipped kitchen, private patio, barbecue facilities, and free private parking; baby safety gates are also provided.

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

Walk To Beach Condo With Pool And Patio In Sarasota! - Siesta Key, FL
9.2 38 reviews
Siesta Key, FL
01/08 – 08/08
NZ$424/nighttotal: NZ$2968 (7 )

Walk To Beach Condo With Pool And Patio In Sarasota!

2 4
apartment , Siesta Key
This apartment is located in Sarasota, just a short 6-minute walk from Crescent Beach and a 10-minute drive from Siesta Key, offering easy access to the beautiful beaches and vibrant nightlife of the area. The property has received excellent user ratings for cleanliness and location, indicating a comfortable and well-maintained stay.
The apartment has two bedrooms, a living room, and a fully equipped kitchen, covering 84 square metres of space. Guests can enjoy a private patio, a refreshing swimming pool, and a spa, along with free Wi-Fi and parking.
Condo# 414 2 Bed/2 Bath Condo Steps To Siesta Key Beach! - Siesta Key, FL
10 2 reviews
Siesta Key, FL
19/07 – 01/08
NZ$484/nighttotal: NZ$6292 (13 )

Condo# 414 2 Bed/2 Bath Condo Steps To Siesta Key Beach!

2 4
apartment , Siesta Key
This Siesta Key apartment is located steps from Siesta Key Beach, consistently ranked among the world's best, and a short walk from Siesta Village's restaurants and shops.
The 100-square-metre (1076 square feet) property, a top-floor end unit, sleeps six comfortably in two bedrooms and two bathrooms, boasting a fully equipped kitchen, screened lanai, multiple TVs, and access to a swimming pool, fitness centre, and tennis court.
Siesta Key Beach Resort With Pool, Fishing & Tiki - Siesta Key, FL
9.7 13 reviews
Siesta Key, FL
17/06 – 21/06
NZ$562/nighttotal: NZ$2248 (4 )

Siesta Key Beach Resort With Pool, Fishing & Tiki

1 4
apartment , Siesta Key
This Siesta Key condo, situated in the Sea Club 2 complex on Sarasota Bay, is directly opposite Crescent Beach and a short distance from Siesta Key Village.
The two-bedroom, one-bathroom apartment sleeps four, features a well-equipped kitchen with granite worktops, two Smart TVs, and access to a community pool, fishing pier, and BBQ area; beach essentials are provided for Crescent Beach access.
Siesta Key 2 Bedroom Condo - Siesta Key, FL
9.6 296 reviews
Siesta Key, FL
22/08 – 05/09
NZ$261/nighttotal: NZ$3654 (14 )

Siesta Key 2 Bedroom Condo

2 3
apartment , Siesta Key
This apartment is located just 1.6km from Siesta Key Beach and Crescent Beach, and is also within 1.6km of Siesta Key Marina, offering easy access to a range of restaurants, shops, and boat tours. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment has 2 bedrooms and 1 bathroom, spanning 73 square metres and comfortably accommodating 3 guests. The property offers a range of amenities, including a swimming pool, garden, tennis court, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.

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Best Siesta Key, FL holiday rentals with a balcony

Tiny House Siesta - Siesta Key, FL
8.5 1211 reviews
Siesta Key, FL
09/07 – 11/07
NZ$446/nighttotal: NZ$892 (2 )

Tiny House Siesta

2 4
house , Gulf Gate Estates
Tiny House Siesta is located in Sarasota, Florida, just a short walk from the famous Siesta Key Beach and close to the vibrant Gulf Gate Estates area. The accommodation has received very good ratings for its cleanliness, location, and overall experience.
The mobile home offers a unique and cosy living space with some units featuring two levels. Guests can enjoy a range of amenities including a kitchen, air conditioning, a terrace, a garden, and free Wi-Fi.
133 M² House ∙ 3 Bedrooms ∙ 8 Guests - Siesta Key, FL
9.9 18 reviews
Siesta Key, FL
17/07 – 24/07
NZ$1274/nighttotal: NZ$8918 (7 )

133 M² House ∙ 3 Bedrooms ∙ 8 Guests

3 8
house , Siesta Key
Villa Castile, a spacious duplex situated just outside Siesta Key Village, offers easy walking access to the village and is located approximately 1.6km from Siesta Key Beach.
This pet-friendly (one dog up to 11kg, fee applies) 133 square metre property boasts three bedrooms, three bathrooms, sleeps up to ten guests, and includes a private heated pool (heated 15 Nov - 15 Apr), a fully equipped kitchen, and free Wi-Fi.
Spacious Vacation Rental Condo With Lagoon Views, Beach Access, And Pool - Siesta Key, FL
9.1 129 reviews
Siesta Key, FL
31/10 – 07/11
NZ$571/nighttotal: NZ$3997 (7 )

Spacious Vacation Rental Condo With Lagoon Views, Beach Access, And Pool

3 4
apartment , Siesta Key
This Siesta Key apartment is located just 1.6 kilometres from Siesta Key Beach and Crescent Beach, offering easy access to the area's beautiful beaches and turquoise waters. The apartment has received excellent user and location ratings and a very good cleanliness rating.
The apartment, which is 160 square metres in size, comfortably accommodates up to six guests. The apartment has a well-equipped kitchen, three bathrooms, a washing machine, a TV, a balcony, a garden, a swimming pool, a spa, a tennis court, and parking.
Our House At The Beach E-704 Best View Of The Gulf! - Siesta Key, FL
10 3 reviews
Siesta Key, FL
20/06 – 27/06
NZ$607/nighttotal: NZ$4249 (7 )

Our House At The Beach E-704 Best View Of The Gulf!

2 6
apartment , Siesta Key
This Siesta Key apartment is located directly on the beach, within 1.6km of St. Boniface Episcopal Church Labyrinth and Siesta Key Beach, and within 3.2km of Crescent Beach and Siesta Key Marina. It has received excellent user ratings.
The apartment is a 2-bedroom property with 111 square metres of floor space. It offers a fully equipped kitchen, a washing machine and dryer, a private balcony, a swimming pool, a spa, a tennis court, and parking.

Best Siesta Key, FL holiday rentals with parking

Ground-level Condo Near Beach And Shops - Casa Siesta 2 - Siesta Key, FL
8.8 3 reviews
Siesta Key, FL
20/06 – 27/06
NZ$318/nighttotal: NZ$2226 (7 )

Ground-level Condo Near Beach And Shops - Casa Siesta 2

1 2
apartment , Siesta Key
This Siesta Key beachfront condo is less than 1.6km from Crescent Beach and Siesta Key Beach, and roughly 3.2km from Turtle Beach, offering easy access to Siesta Key's renowned sands.
This 56 square metre apartment sleeps four, boasting two bedrooms, one bathroom, a fully equipped kitchen including oven and microwave, a swimming pool, spa, parking, and air conditioning; on-site water park access adds to the family-friendly appeal.
Tiny House Blue Lifeguard - Pet Friendly - Siesta Key, FL
9.3 36 reviews
Siesta Key, FL
27/07 – 29/07
NZ$402/nighttotal: NZ$804 (2 )

Tiny House Blue Lifeguard - Pet Friendly

2 4
apartment , Gulf Gate Estates
This two-bedroom house is located in Sarasota, just a short distance from Gulf Gate Mall and Crescent Beach, with Siesta Key Beach just a few kilometres further away. The property has excellent ratings for cleanliness, location and user experience.
The house comfortably sleeps four guests and has a fully equipped kitchen with a fridge, microwave oven, coffee/tea maker and barbecue grills for outdoor dining. You can also enjoy the benefits of air conditioning, internet access, and parking.
5 Minutes From Siesta Key! - Siesta Key, FL
9.6 45 reviews
Siesta Key, FL
23/07 – 26/07
NZ$492/nighttotal: NZ$1476 (3 )

5 Minutes From Siesta Key!

2 4
apartment , Siesta Key
This Siesta Key condo is ideally located near Crescent Beach, a short walk away, and a 5-minute drive (approximately 3.2km) from Siesta Key Beach, offering easy access to the Boatyard Waterfront Bar and Grill.
This 90 square metre two-bedroom, two-bathroom apartment sleeps six, boasting a fully equipped kitchen, private terrace, swimming pool access, and includes beach gear; nearby activities include parasailing and watersports at Siesta Key Watersports.
Condo # 102 Perfect 2 Bedroom One Bath Condo Directly Across From  Famous Siesta Key Beach. - Siesta Key, FL
9.5 30 reviews
Siesta Key, FL
05/07 – 12/07
NZ$551/nighttotal: NZ$3857 (7 )

Condo # 102 Perfect 2 Bedroom One Bath Condo Directly Across From Famous Siesta Key Beach.

2 5
apartment , Siesta Key
This apartment is located directly across the street from Siesta Key Beach, just a short walk from the lively Siesta Key Village. Guests have rated this property excellent for location, cleanliness and overall experience.
The apartment is a 2-bedroom, 1-bathroom property with a floor area of 81 square metres, comfortably accommodating up to 6 guests. Amenities include a fully equipped kitchen, a relaxing lanai, a swimming pool, a spa, a fitness centre, a tennis court, and free parking, making this the perfect place to enjoy a relaxing beach holiday.
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