Vacation Rentals in Siesta Key, FL

5754 available vacation rental offers

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Siesta Key, FL vacation rentals
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5754 Vacation rentals and Airbnb in Siesta Key, FL

Best family friendly Siesta Key, FL vacation rentals

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

64 M² House ∙ 1 Bedroom ∙ 4 Guests - Siesta Key, FL
10 1 review
Siesta Key, FL
21/06 – 28/06
₹30586/nighttotal: ₹214102 (7 )

64 M² House ∙ 1 Bedroom ∙ 4 Guests

1 3
house , Siesta Key
This Aloha Kai #62 property is a 1-bedroom bungalow located on Siesta Key's Crescent Beach, offering direct access to the award-winning beach and close proximity to local eateries and bars, approximately 1.6 kilometres from the main shopping areas.
This family-friendly accommodation, spanning 63 square meters and accommodating up to four guests, features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, spa, and parking, with community amenities including shuffleboard and ping pong, and complimentary beach toys available for use.
6415 Midnight Pass #311 - Siesta Key, FL
Siesta Key, FL
17/06 – 26/06
₹57721/nighttotal: ₹519489 (9 )

6415 Midnight Pass #311

3 6
house , Siesta Key
6415 Midnight Pass #311, a Siesta Key holiday home, is a short walk (7 minutes) from Crescent Beach and within 2.6 km of Turtle Beach and 2.9 km of Siesta Key Beach.
This 223 square metre property boasts three bedrooms, two bathrooms, sleeps fifteen guests, and includes a private swimming pool, Jacuzzi, sauna, spa, fitness centre, tennis court, and parking; nearby attractions include The John and Mable Ringling Museum of Art and Sarasota Bradenton International Airport, both 18 km away.
70 M² Condo ∙ 1 Bedroom ∙ 4 Guests - Siesta Key, FL
10 1 review
Siesta Key, FL
18/07 – 25/07
₹17632/nighttotal: ₹123424 (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.
Sunny Beach Retreat On Siesta Key - Siesta Key, FL
9.8 15 reviews
Siesta Key, FL
21/10 – 25/10
₹33842/nighttotal: ₹135368 (4 )

Sunny Beach Retreat On Siesta Key

2 3
apartment , Siesta Key
This two-bedroom, two-bathroom condominium is located on Siesta Key, a short 100-metre walk from Siesta Key Beach, and close to the Breeze trolley stop for convenient access to local attractions.
This 103 square metre apartment accommodates up to six guests and features a fully equipped kitchen, a private lanai overlooking a heated swimming pool, and complimentary beach supplies and fishing gear.

Best Siesta Key, FL vacation rentals with a pool

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

New Luxury Unit Steps From The Ocean In Siesta Key - Siesta Key, FL
9.7 96 reviews
Siesta Key, FL
13/07 – 17/07
₹19426/nighttotal: ₹77704 (4 )

New Luxury Unit Steps From The Ocean In Siesta Key

1 2
apartment , Siesta Key
This Siesta Key studio apartment is conveniently located near Crescent Beach, offering easy access to the sand.
The newly remodelled self-catering unit sleeps two, boasts a full kitchen, private lanai, and is fully air-conditioned, perfect for a relaxing beach getaway.
Bay Oaks Ground Floor - Siesta Key, FL
9.5 112 reviews
Siesta Key, FL
23/12 – 28/12
₹29294/nighttotal: ₹146470 (5 )

Bay Oaks Ground Floor

2 2
house , Siesta Key
This holiday home is situated just a short walk from Crescent Beach and a little over a mile from Siesta Key Beach, offering a prime location for a relaxing beach getaway. The property has received excellent ratings for location, cleanliness, and overall user experience.
This one-bedroom property is 80 square metres in size and offers comfortable accommodation for families or small groups. The home comes equipped with a fully fitted kitchen, air conditioning, a private swimming pool, a tennis court, and a garden, providing everything you need for a comfortable and enjoyable stay.
Harbor Towers – Bayfront Luxury With Pool & Tennis - Siesta Key, FL
9.7 6 reviews
Siesta Key, FL
22/06 – 08/07
₹22451/nighttotal: ₹359216 (16 )

Harbor Towers – Bayfront Luxury With Pool & Tennis

1 6
apartment , Siesta Key
This 6th-floor corner condominium in Harbor Towers Yacht & Racquet Club, Siesta Key, offers panoramic sunrise-to-sunset views of the Gulf of Mexico and Sarasota Bay, located a mere 700-1000 metres walk from Siesta Beach and close to Siesta Key Village.
This apartment sleeps six and boasts three bedrooms and two bathrooms, featuring a chef-inspired kitchen with a commercial-size stove, in-unit laundry, and access to resort-style amenities including a heated swimming pool, tennis and pickleball courts, and a waterfront grilling patio.
Modern Bright Escape Mins Beach, Pool, Hot Tub - Siesta Key, FL
9.0 2 reviews
Siesta Key, FL
29/07 – 30/07
₹44261/nightfor 1 night

Modern Bright Escape Mins Beach, Pool, Hot Tub

1 5
apartment , Siesta Key
This Siesta Key apartment, an eight-minute walk from Crescent Beach, is 11.6km from Marina Jack and 17.7km from the Ringling Museum.
The 70-square-metre self-catering flat offers one bedroom, one bathroom, sleeps ten guests, and includes a private pool, hot tub, free Wi-Fi, and parking.

Frequently asked questions about holiday rentals in Siesta Key, FL

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Best Siesta Key, FL holiday rentals with a balcony

Our House At The Beach E-404 Sugar Sands Beach View!! - Siesta Key, FL
8.8 5 reviews
Siesta Key, FL
17/06 – 21/06
₹39102/nighttotal: ₹156408 (4 )

Our House At The Beach E-404 Sugar Sands Beach View!!

3 4
apartment , Siesta Key
This Siesta Key apartment is located just 1.6 kilometres from St. Boniface Episcopal Church Labyrinth and Siesta Key Beach, with Crescent Beach and Siesta Key Marina both within 3.2 kilometres, making it an ideal base for exploring this beautiful area. Guests have consistently rated this property as excellent, highlighting its comfortable and convenient features.
The apartment offers two bedrooms and a sofa bed, providing ample space for up to four guests and covering 111 square metres. You'll enjoy a fully equipped kitchen, a private balcony, a swimming pool, a spa, and a garden, making it easy to relax and enjoy your Siesta Key holiday.
Island House  Walk To Siesta Key Beach! - Siesta Key, FL
Siesta Key, FL
30/07 – 01/08
₹282671/nighttotal: ₹565342 (2 )

Island House Walk To Siesta Key Beach!

7 7
apartment , Siesta Key
This Siesta Key residence is located in Siesta Key Village, a 4-minute walk to Siesta Beach and within walking distance of local dining and shops.
This spacious 7-bedroom, 6-bathroom holiday home accommodates up to 19 guests and features a private backyard with a heated pool, hot tub, and BBQ area, alongside a separate guest suite and ample parking for four vehicles.
Summer House | Walk To Beach & Siesta Key Village - Siesta Key, FL
Siesta Key, FL
26/06 – 27/06
₹368258/nightfor 1 night

Summer House | Walk To Beach & Siesta Key Village

6 2
apartment , Siesta Key
This ground-level holiday home is located in Siesta Key Village, just 180 metres from the renowned Siesta Key Beach and its surrounding shops and eateries.
This spacious residence accommodates up to 20 guests with 6 bedrooms and 6 en-suite bathrooms, boasting a resort-style garden featuring a swimming pool with a grotto, waterslide, spa, outdoor bar, BBQ grill, and complimentary beach essentials.
* New * Serene Retreat / Private Patio & Pool * - Siesta Key, FL
9.3 9 reviews
Siesta Key, FL
30/07 – 01/08
₹26082/nighttotal: ₹52164 (2 )

* New * Serene Retreat / Private Patio & Pool *

2 3
apartment , Gulf Gate Estates
This Gulf Gate Estates apartment is situated a 19-minute walk from Crescent Beach and approximately 10.5km from both the Sarasota Opera House and Marina Jack, with other attractions within a 16km radius.
The two-bedroom, two-bathroom flat sleeps six guests and boasts a private pool and patio, fully equipped kitchen, free Wi-Fi, private parking, and a washing machine; nearby activities include exploring Sarasota's attractions.

Best Siesta Key, FL holiday rentals with parking

Fanta-sea 55 By Beachside Management - Siesta Key, FL
8.6 235 reviews
Siesta Key, FL
17/06 – 21/06
₹32501/nighttotal: ₹130004 (4 )

Fanta-sea 55 By Beachside Management

1 4
house , Siesta Key
This beachfront property is located on Siesta Key, just a short walk from the famous Siesta Key Beach and a short drive from Crescent Beach, offering a peaceful retreat in a prime location. The property has received very good user ratings, with excellent scores for location and cleanliness.
This four-bedroom house comfortably accommodates a larger group or family. Guests can enjoy a fully equipped kitchen, a private pool, a patio, a sun terrace, and barbecue facilities, as well as free parking and WiFi.
Beach Getaway Steps From The Sand W/ Shared Pool, Fast Wifi & Parking - Siesta Key, FL
8.8 69 reviews
Siesta Key, FL
24/10 – 03/11
₹19381/nighttotal: ₹193810 (10 )

Beach Getaway Steps From The Sand W/ Shared Pool, Fast Wifi & Parking

1 2
apartment , Siesta Key
This Siesta Key Village flat is less than 3.2km from Siesta Key Beach and Irma Beach, and within 4.8km of Shell and Crescent Beaches, offering easy access to Siesta Key's renowned sands.
The 29 square metre self-catering apartment sleeps two, and includes a kitchen with fridge and microwave, plus amenities such as free Wi-Fi, parking, a washing machine, and a swimming pool.
Condo# 416 2 Bed/1 Bath Condo Steps To Siesta Key Beach! - Siesta Key, FL
8.5 34 reviews
Siesta Key, FL
05/07 – 12/07
₹30563/nighttotal: ₹213941 (7 )

Condo# 416 2 Bed/1 Bath Condo Steps To Siesta Key Beach!

2 5
apartment , Siesta Key
This Siesta Key apartment, located in La Siesta Condominiums, is steps from Siesta Key Beach and a short walk from Siesta Village.
The 81-square-metre (870 sq ft) property boasts two bedrooms, one bathroom, and sleeps up to six guests, featuring a fully equipped kitchen, swimming pool access, and a screened lanai overlooking the pool.
Sea Escape - Pet Friendly, Located In Siesta Key Village, Steps To Siesta Key Beach! - Siesta Key, FL
10 21 reviews
Siesta Key, FL
26/06 – 27/06
₹93494/nightfor 1 night

Sea Escape - Pet Friendly, Located In Siesta Key Village, Steps To Siesta Key Beach!

1 2
apartment , Siesta Key
This ground-floor flat in Siesta Key Village offers excellent walkability, located just 122 metres from Siesta Key Beach and a short walk to local shops and restaurants.
This 50 square metre apartment accommodates up to four guests, featuring a private entrance, a kitchen with a fridge, microwave, and dishwasher, a patio with a grill, and shared amenities like chaise loungers, with free WiFi and parking provided.
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