This two-bedroom flat in Siesta Key is situated just 160 metres from the beach and conveniently close to dining and shopping near Stickney Point Bridge. This 91 square metre accommodation sleeps four guests and features a fully equipped kitchen, air conditioning, parking, an outdoor lanai, patio with a grill, and an outdoor shower.
9.8 118 reviews
Siesta Key, FL
09/07 – 15/07
A$373/nighttotal: A$2238 (6 )
The Honeymoon Suite On Siesta Key Beach
1 2
apartment , Siesta Key
This ground floor flat is located directly opposite the main part of Siesta Key, just a two-minute walk from the beach. It has received excellent ratings for location, cleanliness, and user experience. The flat has one bedroom and one bathroom, suitable for two guests. It comes with a fully equipped kitchen, a swimming pool, a gym, tennis courts, and a garden, offering plenty of amenities and activities for a relaxing stay.
9.0 176 reviews
Siesta Key, FL
04/07 – 07/07
A$936/nighttotal: A$2808 (3 )
Canal 315 - Right In Siesta Key Village!
2 1
house , Siesta Key
Canal 313, a renovated holiday home in Siesta Key Village, is situated a short distance from Siesta Key Beach and 2.1 kilometres from Crescent Beach, offering easy access to local amenities and the Ringling Museum of Art (within 16 kilometres). This 93-square-metre property boasts two bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, a private swimming pool, tennis court, free Wi-Fi, and parking; ideal for families or small groups seeking a relaxing Siesta Key getaway.
10 1 review
Siesta Key, FL
16/07 – 19/07
A$390/nighttotal: A$1170 (3 )
1st Floor Condo In Lovely Siesta Key
1 2
apartment , Siesta Key
This first-floor condominium in Siesta Key provides direct bay access within the community and is a short 150-metre walk across the street to Crescent Beach and Siesta Key Cove, with a trolley stop directly outside for convenient access to Siesta Key Village and downtown Sarasota. This apartment, accommodating up to six guests, features a private patio with direct access to the communal swimming pool, a community dock on Siesta Key Bay for marine life viewing and fishing, and includes one dedicated parking space.
9.7 187 reviews
Siesta Key, FL
09/07 – 15/07
A$302/nighttotal: A$1812 (6 )
Adorable Cozy Silver Sands Cottage On Siesta Key!!
1 2
apartment , Siesta Key
This charming cottage is situated just 400 metres from the world-renowned Siesta Key Beach, offering easy access to its soft, white sands. Guests consistently rate the cottage as excellent for its location, cleanliness and overall experience. The cottage offers a single bathroom and can comfortably accommodate two guests. It boasts a private pool and tiki hut, a fully equipped kitchen, and a boat basin for launching and docking your vessel, perfect for exploring the beautiful waters of Siesta Key.
9.7 20 reviews
Siesta Key, FL
18/06 – 26/06
A$326/nighttotal: A$2608 (8 )
Condo 215
1 4
apartment , Siesta Key
Siesta Key Condominium #215 is a second-floor apartment situated directly opposite Siesta Key Beach, a short walk from Siesta Key Village and its amenities. This two-bedroom, one-bathroom flat offers a fully furnished open-plan layout, sleeping up to five guests and boasting a screened lanai overlooking the complex's swimming pool, fitness centre and parking.
9.3 41 reviews
Siesta Key, FL
19/06 – 21/06
A$366/nighttotal: A$732 (2 )
Private Home
Great Location
Walk To Siesta Key
1 4
apartment , Siesta Key
This Sarasota holiday home is situated near Siesta Key, offering convenient walking access to Siesta Key Beach and a short trolley ride to Siesta Key Village. Sleeping six comfortably, this two-bedroom, two-bathroom property boasts a king-size bed, full-size bed, full-size futon, a fully equipped kitchen, air conditioning, parking, and a large backyard deck with a grill; enjoy the peaceful atmosphere and proximity to Sarasota's attractions.
9.3 75 reviews
Siesta Key, FL
10/07 – 12/07
A$872/nighttotal: A$1744 (2 )
Beach Club | Heated Pool Near Beach | Modern Condo | Gated Access To Beach | Sleeps 6
2 2
apartment , Siesta Key
This Siesta Key oceanfront apartment, near Crescent Beach, is less than 1.5km from Siesta Key Beach and a 15-minute walk from Siesta Key Marina. The 71 square metre property boasts two bedrooms, two bathrooms, sleeps six, and includes a fully equipped kitchen, private terrace, swimming pool, Jacuzzi, and free parking.
Siesta Key, FL
17/06 – 21/06
A$436/nighttotal: A$1744 (4 )
Casa Mar - 63 Premium
1 4
house , Siesta Key
Casa Mar - 63 Premium, situated in Sarasota, offers a one-bedroom house a short 5km walk from Crescent Beach and within 17-18km of attractions such as The Ringling Museum and St. Armands Circle. This self-catering property sleeps three, boasting a kitchen with fridge, microwave, and dishwasher, a swimming pool, tennis court, free Wi-Fi, and on-site parking.
9.0 79 reviews
Siesta Key, FL
21/10 – 25/10
A$514/nighttotal: A$2056 (4 )
The Beach Club At Siesta Key #106a Resort By Rva
2 3
apartment , Siesta Key
The Beach Club At Siesta Key #106a Resort By Rva is situated on Siesta Key, within a mile of Crescent Beach and Siesta Key Beach, offering easy access to the island's renowned white sand beaches. It's also within a 15-minute drive of Siesta Key Marina and Point of Rocks, perfect for exploring the area's natural beauty. The resort has consistently earned excellent ratings for its location, cleanliness and user experience. This two-bedroom apartment comfortably accommodates up to six guests. The property offers a range of amenities, including a swimming pool, a jacuzzi, a tennis court, and a garden, ensuring a relaxing and enjoyable stay.
9.9 177 reviews
Siesta Key, FL
10/07 – 12/07
A$515/nighttotal: A$1030 (2 )
Cozy Coastal Getaway 2 Min Walk To Beach & Village
1 2
apartment , Siesta Key
This Siesta Key apartment is less than 0.75km from Siesta Key Beach and the village shops and restaurants, offering easy access to the area's amenities. The newly renovated, second-floor flat features a private balcony, sleeps four guests across a queen bed and queen sofa bed, and includes a fully equipped kitchen, beach gear, and a community deck with a gas grill and fire pit.
9.8 8 reviews
Siesta Key, FL
25/07 – 30/07
A$526/nighttotal: A$2630 (5 )
Our House At The Beach C-120 Corner Townhouse Unit!
2 5
apartment , Siesta Key
This Siesta Key lake house, near Siesta Key Beach and Crescent Beach, offers convenient access to St. Armands Circle and the Mall at University Town Centre, though precise distances aren't specified. The 126 square metre (1356 square foot) two-bedroom, two-bathroom property boasts a spacious bi-level layout sleeping up to six guests, and includes a private pool, balconies, and a fully equipped kitchen with dishwasher and washer/dryer; nearby amenities include tennis courts and a BBQ pavilion.
Best family friendly Siesta Key, FL holiday rentals
Among the 5754 accommodations in Siesta Key, FL, here are the 4 best family friendly rentals
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.
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.
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.
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
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.
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.
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.
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.
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 local tradition happening every Sunday evening. For a bit of history, head to the Siesta Key Village, with its charming shops and restaurants. If you're looking for something different, the nearby Myakka River State Park offers a glimpse of Florida's natural beauty.
What are the best Airbnb and holiday rentals in Siesta Key, FL?
Which walking or cycling routes are the best in Siesta Key, FL?
The paved Siesta Key Beach Walk is a popular choice, stretching for 3.5 km along the beach. It's perfect for a leisurely stroll or a bike ride. For a more scenic route, try the Siesta Key Bike Trail, which winds through the island's residential areas and offers glimpses of the beautiful coastline.
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 paradise for water sports enthusiasts. You can try kayaking, paddleboarding, or jet skiing in the calm waters. For a more relaxing experience, rent a boat and explore the nearby islands. And don't forget about the world-famous Siesta Key Beach, perfect for sunbathing, swimming, and sandcastle building.
What are the best holiday rentals with a pool in Siesta Key, FL?
What other towns or cities can be easily accessed from Siesta Key, FL?
Siesta Key is located near Sarasota, a vibrant city with a bustling downtown and a thriving arts scene. You can easily reach Sarasota by car, taking the scenic route along the coast. If you're looking for a taste of old Florida, visit the charming town of Venice, just a short drive away.
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?
Most vacation rentals in Siesta Key offer essential amenities like Wi-Fi, air conditioning, and laundry facilities. Many also include a private pool, a barbecue grill, and outdoor seating. Some even have beachfront access or stunning views of the Gulf of Mexico.
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 enjoys warm weather year-round, but the best time to visit is during the shoulder seasons, from April to May and September to October. You'll find fewer crowds and more affordable prices during these months.
Destinations nearby
Best Siesta Key, FL holiday rentals with a balcony
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.
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.
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.
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
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.
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.
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.
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.