5754 Vacation rentals and Airbnb in Siesta Key, FL
10 49 reviews
Siesta Key, FL
14/08 – 21/08
₹47492/nighttotal: ₹332444 (7 )
Siesta Bayside 2nd Floor Townhome
3 8
house , Siesta Key
This Siesta Key townhome, a 9-minute walk from Crescent Beach and 1 kilometre from Siesta Key Beach, offers easy access to Sarasota attractions such as the Sarasota Opera House and the Ringling Museum of Art. The 139 square metre property features a fully equipped kitchen, private parking, swimming pool, and in-unit laundry facilities, alongside a terrace, garden and access to a fitness centre and tennis court.
9.6 297 reviews
Siesta Key, FL
01/08 – 08/08
₹14169/nighttotal: ₹99183 (7 )
Siesta Key 2 Bedroom Condo
2 4
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.
Siesta Key, FL
04/07 – 11/07
₹92147/nighttotal: ₹645029 (7 )
New Listing! Bayside Unit, Balcony, Private Beach!
4 12
apartment , Siesta Key
This Siesta Key bayside apartment, a six-minute walk from Crescent Beach and within 17-21 kilometres of the Ringling Museum and Sarasota Bradenton International Airport, offers private beach access. The 195 square metre property boasts four bedrooms, four bathrooms, sleeps 23 guests, and includes a fully equipped kitchen, swimming pool, jacuzzi, fitness centre, tennis court, and parking; plus, a water park and children's playground are on-site.
This family-friendly Siesta Key apartment is located less than 1.6km from Crescent Beach and Siesta Key Beach, and approximately 3.2km from Turtle Beach, offering easy access to these stunning stretches of sand. The self-catering property sleeps eight guests across two bedrooms and a sofa bed, boasting a fully equipped kitchen, swimming pool, fitness centre, and free Wi-Fi; on-site amenities include a water park and barbecue grills.
10 3 reviews
Siesta Key, FL
05/07 – 11/07
₹127866/nighttotal: ₹767196 (6 )
Salty Dog | Siesta Key Canal-front Escape!
6 12
house , Siesta Key
This canal-front townhome in Siesta Key is located a mere 200 metres from Siesta Key Beach and close to Siesta Key Village, offering canal-front access with a shared dock for kayaks and paddleboards. This spacious property accommodates up to 14 guests across 6 bedrooms and 5 bathrooms, featuring a private heated pool, in-ground spa, rooftop deck with beach views, elevator access, a ping pong table, and is dog-friendly with approval and a fee.
10 5 reviews
Siesta Key, FL
03/07 – 05/07
₹42981/nighttotal: ₹85962 (2 )
The Palmy Pickle W/ Pickleball Court + Fire Pit!
3 8
apartment , Sarasota
This Bellevue Terrace holiday home in Sarasota is situated within 3.2km of Tuttle Avenue Park and Sarasota Memorial Hospital, and within 4.8km of Payne Park, the Sarasota Art Museum, and Sarasota Commons Shopping Centre. This three-bedroom, two-bathroom property offers 134 square metres of space, sleeping up to eight guests and boasting a fully equipped kitchen, private garden with barbecue, spa, and free Wi-Fi; nearby attractions include Sarasota's beaches.
9.3 170 reviews
Siesta Key, FL
15/08 – 22/08
₹28057/nighttotal: ₹196399 (7 )
Beach Club | Heated Pool | Walk To Crescent Beach With Gated Access Poolside | Updated Condo
2 4
apartment , Siesta Key
This beachfront apartment is located on Siesta Key, just a short distance from Crescent Beach and Siesta Key Beach, and within easy reach of Siesta Key Marina and Point of Rocks, making it ideal for exploring the island. The property enjoys excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay. The apartment features two bedrooms and spans 71 square metres, offering ample space for a relaxing holiday. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, garden and spa, as well as free parking and internet access.
9.8 13 reviews
Siesta Key, FL
04/07 – 11/07
₹135507/nighttotal: ₹948549 (7 )
Ten35 Seaside Rentals
6 12
apartment , Siesta Key
Ten35 Seaside Rentals offers beachfront Sarasota apartments, a 16km walk from Siesta Key Beach and 16km from the Ringling Museum. These self-catering flats feature air conditioning, a swimming pool, jacuzzi, and private terrace; each apartment includes a fully equipped kitchen with a fridge, microwave, and dishwasher.
9.2 88 reviews
Siesta Key, FL
15/08 – 22/08
₹25660/nighttotal: ₹179620 (7 )
Stroll To Siesta Beach From Serene Condo
1 4
apartment , Siesta Key
This one-bedroom house is located in Siesta Key, just a 15-minute walk from both Siesta Key Beach and Crescent Beach. It's also within 2km of Siesta Key Marina and St. Boniface Episcopal Church Labyrinth. The house has received excellent ratings for location, cleanliness, and user experience. This comfortable property can accommodate up to four guests and features a fully equipped kitchen, a private pool, a terrace, and a garden. Enjoy amenities such as free Wi-Fi, air conditioning, and a washing machine and dryer.
9.5 315 reviews
Siesta Key, FL
31/08 – 02/09
₹40248/nighttotal: ₹80496 (2 )
Stunning 1-bedroom Apartment Overlooking Pool, Steps To Siesta Beach
1 2
apartment , Siesta Key
The Hide-A-Way Suite is a ground floor apartment located directly opposite the renowned Siesta Key Public Beach, known for its pristine white sands and turquoise waters. The apartment consistently receives excellent ratings for its location, cleanliness, and overall experience. The one-bedroom apartment, spanning 54 square metres, comfortably accommodates up to four guests. Guests can enjoy a range of amenities, including a private patio, a fully equipped kitchen, a swimming pool, and complimentary beach chairs and umbrellas.
This Siesta Key apartment, located in the La Siesta Condominiums, is steps from Siesta Key Beach and a short walk from Siesta Village. The 81-square-metre (870 sq ft) property offers two bedrooms, one bathroom, sleeps up to six guests, and includes a fully equipped kitchen, private Wi-Fi, and access to a swimming pool, fitness centre, and tennis court.
9.5 48 reviews
Siesta Key, FL
27/06 – 01/07
₹27015/nighttotal: ₹108060 (4 )
Dolphin Villa | Pool | Steps To Siesta Key Village
1 2
apartment , Siesta Key
This one-bedroom apartment is situated in Siesta Key Village, a short walk (less than 0.5km) from Siesta Key Crescent Beach and numerous shops and restaurants. The 800 sq ft self-catering flat sleeps four, offering a fully equipped kitchen, shared pool access, beach chairs and towels, and smart TVs; shared laundry facilities are also available.
Best family friendly Siesta Key, FL vacation rentals
Among the 5754 accommodations in Siesta Key, FL, here are the 4 best family friendly rentals
9.6 70 reviews
Siesta Key, FL
04/07 – 08/07
₹71628/nighttotal: ₹286512 (4 )
Siesta Zen 2br Steps To Siesta Key Beach & Village
2 4
apartment , Siesta Key
This Siesta Key holiday home is situated less than 1.6km from St Boniface Episcopal Church Labyrinth and Siesta Key Beach, and within 4.8km of Irma Beach and Shell Beach. The two-bedroom property, sleeping up to eight guests, boasts a swimming pool, terrace, garden, free Wi-Fi, and a fully equipped kitchen; nearby attractions include an on-site water park and BBQ grills.
9.8 220 reviews
Siesta Key, FL
04/07 – 11/07
₹30206/nighttotal: ₹211442 (7 )
Steps Away From Beach And Village! #1 In Siesta!
1 4
apartment , Siesta Key
This Siesta Key condo is superbly located just 0.16 km from Siesta Beach and a short 0.64 km stroll from Siesta Village. The two-bedroom, one-bathroom apartment sleeps six, boasting a fully-rehabbed kitchen, high-end amenities including beach equipment, and access to a swimming pool; self check-in/check-out adds convenience.
9.8 20 reviews
Siesta Key, FL
04/07 – 08/07
₹51309/nighttotal: ₹205236 (4 )
Pelicans Place | Walk To Siesta Beach & Village
2 4
apartment , Siesta Key
This two-bedroom, two-bathroom flat is located in Siesta Key Village, just 50 metres from the renowned Siesta Key Beach and within easy reach of local amenities. This dog-friendly property accommodates up to eight guests and offers a fully equipped kitchen, complimentary WiFi, and provided beach essentials, ensuring a comfortable and convenient stay.
Siesta Key, FL
21/07 – 28/07
₹25010/nighttotal: ₹175070 (7 )
54 M² Villa ∙ 1 Bedroom ∙ 4 Guests
1 4
house , Siesta Key
This 1st-floor apartment offers a prime location in Siesta Key, just 160 metres from Siesta Key Village's shops and restaurants and a similar distance to the award-winning beaches. This family-friendly accommodation, measuring 54 square metres, features one bedroom and one bathroom, comfortably sleeping up to four guests with a king bed and sofa bed, and includes a community swimming pool and in-unit washer/dryer.
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
9.6 581 reviews
Siesta Key, FL
15/11 – 17/11
₹43338/nighttotal: ₹86676 (2 )
Beachfront Getaway In Siesta Key
1 3
apartment , Siesta Key
This beachfront townhouse is located just a few steps away from the award-winning Siesta Key Beach, offering easy access to its soft, white sand and calm waters. The property enjoys excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay. The apartment features one bedroom and one bathroom, comfortably accommodating up to four guests. Amenities include a private beachfront seating area, a heated swimming pool, a modern kitchen, a laundry room with a washer and dryer, and parking for one vehicle.
9.5 141 reviews
Siesta Key, FL
04/09 – 08/09
₹45788/nighttotal: ₹183152 (4 )
Sandy Rocks | Ultimate Bundle: 2 Private Pet Friendly Homes, 2 Private Heated Pools, Walk To Beach!
3 8
apartment , Siesta Key
This Siesta Key holiday home is conveniently located just 500 metres from Point of Rocks and Crescent Beach, and a short 1.8 km drive from Siesta Key Beach, offering easy access to some of the area's most popular attractions. The property has consistently received excellent ratings for its cleanliness, location, and user experience. The house is spacious and comfortable, accommodating a large group or family with its 9 bathrooms and sofa bed. It offers a fully equipped kitchen, a private pool, barbecue grills, and convenient amenities like a washing machine, dining area, and TV.
9.0 73 reviews
Siesta Key, FL
01/08 – 08/08
₹32177/nighttotal: ₹225239 (7 )
Siesta Bayside: Quiet Ground-floor Villa With Private Beach Access, Heated Pools, Tennis, & Fishing!
2 5
apartment , Siesta Key
This Siesta Bayside Condo is a two-bedroom apartment situated on Siesta Key, a five-minute walk (0.8 km) from Siesta Key Beach and a five-minute drive (approximately 3.2 km) from Siesta Key Village. The 105 square metre property offers a king and queen/twin bedrooms, two bathrooms, a sleeper sofa accommodating six guests, and features a private garage, access to two heated swimming pools, a screened lanai, and a beach cart; plus Xplorie's daily free admission to local attractions.
8.7 905 reviews
Siesta Key, FL
15/11 – 17/11
₹26652/nighttotal: ₹53304 (2 )
The Ringling Beach House
2 3
resort , Siesta Key
The Ringling Beach House is directly opposite the world-renowned Siesta Key Beach, with the lively Siesta Key Village just an 8-minute walk away, offering a perfect blend of beachside relaxation and easy access to shops and restaurants. This apartment complex has consistently received very good ratings for cleanliness and user experience, and an excellent rating for its location. Each apartment is individually decorated with a choice of leather, dark wood, or patterned furnishings, creating a unique and comfortable atmosphere. Guests can enjoy a refreshing outdoor community pool, barbecue facilities, and complimentary beach chairs, making it easy to relax and enjoy the beautiful Florida weather.
Frequently asked questions about holiday rentals in Siesta Key, FL
What are some interesting places to visit in or near Siesta Key, FL?
Siesta Key is known for its beautiful beaches, but there's more to see. You can visit the Siesta Key Drum Circle, a vibrant gathering of musicians and dancers, or explore the historic Siesta Key Village with its shops and restaurants. For a day trip, head to nearby Sarasota, home to the Ringling Museum and the John and Mable Ringling Museum of Art.
What are the best Airbnb and vacation rentals in Siesta Key, FL?
Which walking or cycling routes are the best in Siesta Key, FL?
The Siesta Key Beach Walk is a popular choice for strolling along the shore, while the paved path along the Siesta Key Bridge offers scenic views of the water. For a more challenging ride, try the Legacy Trail, a 12-mile paved path connecting Sarasota to Venice, which is perfect for cycling.
What are the most popular Airbnbs in Siesta Key, FL?
What sports or outdoor activites can visitors enjoy in and around Siesta Key, FL?
Siesta Key is a haven for water sports enthusiasts, with plenty of opportunities for swimming, sunbathing, kayaking, paddleboarding, and jet skiing. You can also try your hand at fishing, or take a boat trip to see dolphins and manatees. For a more active experience, visit the Siesta Key Beach Park, which offers volleyball courts and a playground.
What are the best vacation rentals with a pool in Siesta Key, FL?
What other towns or cities can be easily accessed from Siesta Key, FL?
Sarasota is just a short drive from Siesta Key, offering a variety of cultural attractions and dining options. You can also easily reach the charming town of Venice, known for its beautiful beaches and historic downtown area. For a longer day trip, consider visiting St. Petersburg, a vibrant city with a bustling waterfront.
What are the best rentals for families and kids in Siesta Key, FL?
What amenities are commonly available in vacation rentals in Siesta Key, FL?
Vacation rentals in Siesta Key typically offer a range of amenities, including private pools, hot tubs, and outdoor grills. Many also feature fully equipped kitchens, laundry facilities, and comfortable living spaces. Some rentals even offer direct beach access or stunning ocean views.
What are the best rentals or Airbnbs with a jacuzzi in Siesta Key, FL?
What time of year is best to rent a vacation rental Siesta Key, FL?
Siesta Key is a popular destination year-round, but the best time to visit depends on your preferences. For warm weather and sunny skies, visit during the spring or autumn. If you prefer cooler temperatures and fewer crowds, consider visiting during the winter months. However, keep in mind that hurricane season runs from June to November.
What are the local dishes in Siesta Key, FL region?
The Siesta Key region is known for its fresh seafood. Try the local catch of the day, grilled or fried, or indulge in a delicious seafood platter. You can also find traditional Southern dishes like fried chicken, collard greens, and sweet tea. Don't forget to try the key lime pie, a local favourite.
Destinations nearby
Best Siesta Key, FL holiday rentals with a balcony
8.3 67 reviews
Siesta Key, FL
01/07 – 03/07
₹39195/nighttotal: ₹78390 (2 )
Siesta Key Beach House
3 3
house , Siesta Key
This detached house is located in Siesta Key, a 6-minute walk from Crescent Beach, and 18 kilometres from Sarasota Bradenton International Airport and The John and Mable Ringling Museum of Art. This family-friendly villa offers accommodation for six guests across three bedrooms and two bathrooms, featuring air conditioning, complimentary WiFi, a private beach area, an outdoor swimming pool, and on-site water sports.
8.7 18 reviews
Siesta Key, FL
10/07 – 12/07
₹42124/nighttotal: ₹84248 (2 )
Siesta Key Inn
2 2
apartment , Siesta Key
Siesta Key Inn apartments are situated on Siesta Key, Florida, a 5-minute walk (approximately 0.8km) from Crescent Beach and 18km from both Sarasota Bradenton International Airport and The John and Mable Ringling Museum of Art. These pet-friendly, family-friendly flats offer free Wi-Fi, a swimming pool, spa, parking, and some units include terraces, air conditioning, and allergy-free options; outdoor facilities include a barbecue area and garden.
Siesta Key, FL
04/07 – 11/07
₹83777/nighttotal: ₹586439 (7 )
Newly Remodeled Apt! Key-west Victorian With Beach Access, To Siesta Key Beach!
3 12
apartment , Siesta Key
This Siesta Key apartment, a two-minute walk from Crescent Beach and 1.9km from Turtle Beach, offers easy access to Siesta Key's beautiful beaches and is a short drive from the Ringling Museum and Sarasota Opera House. The 111-square-metre property features three bedrooms, two bathrooms, and space for 22 guests, including a fully equipped kitchen, free Wi-Fi, on-site parking, and a terrace.
9.4 3 reviews
Siesta Key, FL
21/07 – 28/07
₹27509/nighttotal: ₹192563 (7 )
Next To The Beach - Our House At The Beach W-103
3 4
apartment , Siesta Key
This beachfront Siesta Key apartment is a 10-minute walk from Siesta Key Beach Playground and less than 1.6km from St Boniface Episcopal Church Labyrinth and the Siesta Key Farmers' Market. The 111 square metre property boasts two bedrooms, two bathrooms, sleeps four guests, and includes a private balcony, swimming pool, spa, tennis court, parking, and in-unit laundry facilities.
Best Siesta Key, FL holiday rentals with parking
8.6 10 reviews
Siesta Key, FL
04/07 – 08/07
₹34845/nighttotal: ₹139380 (4 )
Florida Charm, Bayside, Pool, Tiki, Steps To Beach
2 4
apartment , Siesta Key
This Siesta Key beachfront apartment is located near Siesta Key Beach and Crescent Beach, within 2km of St Boniface Episcopal Church Labyrinth, Siesta Key Beach Playground, and Siesta Key Marina. The 70 square metre property offers two bedrooms, one bathroom, sleeps four, and includes a fully equipped kitchen, in-unit laundry, free Wi-Fi, and access to a swimming pool, spa, and concierge services.
9.8 25 reviews
Siesta Key, FL
14/07 – 11/08
₹17216/nighttotal: ₹482048 (28 )
White Sands Walk To Siesta Beach
2 3
house , Siesta Key
This Siesta Key property is a short walk from two of the area's most popular beaches, Crescent Beach and Siesta Key Beach, offering easy access to the sand and surf. The accommodation has received excellent ratings for location, cleanliness, and overall experience. The house itself is a comfortable 100 square metres in size. It comes equipped with a range of amenities including a fully equipped kitchen, air conditioning, free Wi-Fi, and a private parking space.
9.1 75 reviews
Siesta Key, FL
26/07 – 08/08
₹18508/nighttotal: ₹240604 (13 )
Budget Friendly Beachside Vacation Rental With Private Beach Access
1 3
apartment , Siesta Key
This apartment is conveniently located in Siesta Key, just a short distance from popular beaches like Siesta Key Beach and Crescent Beach, as well as attractions such as the St. Boniface Episcopal Church Labyrinth and Point of Rocks. It has been highly rated by previous guests, making it a popular choice for travellers visiting the area. The apartment is well-equipped with a modern kitchen and a comfortable living space. Guests can enjoy a range of amenities including a swimming pool, parking, and free Wi-Fi.
Siesta Key, FL
18/07 – 22/07
₹29567/nighttotal: ₹118268 (4 )
Our House At The Beach W-103
1 4
apartment , Siesta Key
This Siesta Key flat offers a prime location, a mere 550 metres from Siesta Key Beach, 11.4 kilometres from Marina Jack and 17.7 kilometres from the Ringling Museum of Art. This 111 square metre apartment accommodates up to nine guests with two bedrooms and two bathrooms, featuring air conditioning, free WiFi, a fully equipped kitchen, and complimentary on-site parking.