Siesta Key Studio Close To Beaches, City, And Airport.
1 3
studio , Siesta Key
This studio apartment in Siesta Key offers convenient access to St. Armands Circle and the Mall at University Town Centre, located just a few kilometres away, and is also a short distance from Siesta Key Beach and Crescent Beach. This pet-friendly accommodation sleeps up to three guests with a twin bed and sofa bed, featuring air conditioning, Wi-Fi, a microwave oven, a garden, and parking, making it ideal for exploring local attractions such as Mote Marine Laboratory & Aquarium.
9.0 4 reviews
Siesta Key, FL
18/07 – 22/07
276 €/nighttotal: 1104 € (4 )
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.
9.7 841 reviews
Siesta Key, FL
04/08 – 05/08
529 €/nightfor 1 night
⭐️ Pool & Gulf Views, 2br + Den, Prime Siesta Key Location
3 4
apartment , Siesta Key
This Siesta Key beach house is ideally located just a mile from St. Boniface Episcopal Church Labyrinth and Siesta Key Beach, offering easy access to the area's top attractions. The property has received excellent ratings for location, cleanliness, and overall user experience, ensuring a comfortable and enjoyable stay. The three-bedroom property comfortably accommodates up to six guests, making it perfect for families or groups of friends. Guests can enjoy a range of amenities, including a private pool, a terrace with ocean views, a fully equipped kitchen, and a sauna, ensuring a relaxing and enjoyable stay.
9.8 30 reviews
Siesta Key, FL
25/06 – 01/07
235 €/nighttotal: 1410 € (6 )
[Escape To Paradise] Siesta Key Beach Getaway
2 4
apartment , Siesta Key
This Siesta Key village house is located less than 0.8km from Siesta Key Beach and the Village, providing easy access to shops, restaurants, and beach access point 7. The ground-floor property features two bedrooms, one bathroom, a sofa bed (sleeping up to five guests), a well-equipped kitchen including a fridge, microwave, and dishwasher, and a private patio with garden views; beach towels and cruiser bike rentals are available.
9.0 2 reviews
Siesta Key, FL
04/07 – 08/07
349 €/nighttotal: 1396 € (4 )
2br Ground Floor Siesta Key Condo Steps From The Pool And Short Walk To The Beach
2 4
house , Siesta Key
This Siesta Key ground-floor condo is situated a short walk from Crescent Beach and approximately 18 kilometres from the Ringling Museum of Art and Sarasota Bradenton International Airport. The 111-square-metre property offers two bedrooms, two bathrooms, sleeps seven guests, and boasts a private pool, sauna, and fitness centre within the complex, with free Wi-Fi throughout.
10 3 reviews
Siesta Key, FL
27/06 – 11/07
203 €/nighttotal: 2842 € (14 )
Salt & Sol - Your Siesta Key Retreat For 6
2 5
apartment , Siesta Key
This ground-floor flat in Siesta Key offers step-free access and is a short 300-meter walk to the boutiques and restaurants of Siesta Key Village. This two-bedroom, two-bathroom holiday let accommodates up to six guests and features a private patio, in-unit laundry, and access to the Vista Hermosa community's heated swimming pool.
8.6 16 reviews
Siesta Key, FL
12/07 – 19/07
269 €/nighttotal: 1883 € (7 )
Condo# 310 Steps Away From Siesta Key Beach, Just Across The Street.
2 5
apartment , Siesta Key
This two-bedroom apartment is located directly across the street from Siesta Key beach, one of the world's top ten beaches, and a short walk from Siesta Village. It has received excellent ratings for its location, cleanliness, and overall experience. The 81 square metre apartment comfortably accommodates up to six guests and features a fully equipped kitchen, a screened-in lanai, and access to a swimming pool and other amenities. It also offers a king-size bed in the master bedroom, two twin beds in the guest room, and a sofa bed in the living room.
9.9 40 reviews
Siesta Key, FL
27/06 – 04/07
188 €/nighttotal: 1316 € (7 )
Seaside Condo In Siesta Key
2 2
apartment , Siesta Key
This two-bedroom apartment is situated just a stone's throw from Crescent Beach on Siesta Key, a short walk from a vibrant mix of coffee shops, restaurants, and boutiques. The apartment has consistently received excellent ratings for its location, cleanliness, and overall experience, making it a popular choice for travellers. The apartment comfortably sleeps five guests and is equipped with everything you need for a relaxing stay, including a fully equipped kitchen, a private balcony, and access to a heated pool and BBQ area. The apartment also provides beach chairs, an umbrella, and sand toys for guests to enjoy the beautiful beach just steps away.
9.6 62 reviews
Siesta Key, FL
01/08 – 08/08
230 €/nighttotal: 1610 € (7 )
Bayfront Balconies In Tropical Siesta Key With Sunrise Views & Walkable Beach Access
2 5
apartment , Siesta Key
This two-level condominium is situated in Siesta Key's downtown area, offering direct bay views for sunrises and opposite the beach for easy access, with Siesta Key Beach a 7-minute cycle and Crescent Beach a 10-minute walk away. This 111 square metre accommodation sleeps six across two bedrooms and two and a half bathrooms, featuring a modern kitchen with stainless steel appliances, a private laundry room, a balcony with pool views, and access to communal facilities including a tennis court, billiard room, sauna, and heated swimming pool, with complimentary daily access to select local attractions such as bike, kayak, or dolphin cruise rentals included.
This two-bedroom apartment is situated directly on Crescent Beach in the heart of Siesta Key, within walking distance of South Village and its shops and restaurants. The property offers a private beach access, a screened-in lanai, a swimming pool and a spa, and can comfortably accommodate up to six guests.
9.9 35 reviews
Siesta Key, FL
30/07 – 05/08
202 €/nighttotal: 1212 € (6 )
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.
10 88 reviews
Siesta Key, FL
14/08 – 21/08
460 €/nighttotal: 3220 € (7 )
Heated Pool & Infrared Sauna, 2 Min To Beach
1 8
apartment , Siesta Key
This four-bedroom apartment is located just 1.6 kilometres from Siesta Key's public beach, offering easy access to the renowned white sands and calm waters. It is also within a short shuttle ride of the village, which provides a range of shops and restaurants. The apartment consistently receives excellent ratings for its cleanliness, location and overall experience. The three-storey property comfortably accommodates up to eight guests, offering privacy and space for larger groups or multi-generational families. The apartment features a private pool, a fully equipped kitchen, beach chairs and towels, a pack 'n play and highchair, smart TVs, a laundry room, and multiple bathrooms.
Best family friendly Siesta Key, FL holiday rentals
Among the 5754 accommodations in Siesta Key, FL, here are the 4 best family friendly rentals
9.7 393 reviews
Siesta Key, FL
08/07 – 10/07
352 €/nighttotal: 704 € (2 )
Siesta Key Cottages Crescent 2a Beach/pool/hot Tub
2 4
apartment , Siesta Key
This charming cottage is situated a mere 0.6km from the renowned Siesta Key Beach, known as Crescent Beach, offering a tranquil setting close to the most beautiful part of the island. With excellent user, location, and cleanliness ratings, this cottage promises a comfortable and enjoyable stay. The cottage comfortably sleeps six, making it ideal for families or groups. Guests can enjoy a range of amenities, including two heated pools, two hot tubs, two outdoor gyms, free bikes, beach equipment, private porches, grills, fire pits, and outdoor showers.
9.8 26 reviews
Siesta Key, FL
02/07 – 04/07
1609 €/nighttotal: 3218 € (2 )
139 M² House ∙ 3 Bedrooms ∙ 10 Guests
3 3
house , Siesta Key
Casita Sun Star, a three-bedroom duplex in South Siesta Key, is situated a 0.2-kilometre walk from Crescent Beach and Point of Rocks, with Siesta Key Village and Siesta Key Beach a short drive away. This 139-square-metre property sleeps up to 10 guests, boasting a private heated pool (heated 15 November–15 April), three bathrooms, a fully equipped kitchen, free Wi-Fi, and four HDTVs; one well-behaved dog (up to 11 kg) is welcome for a fee.
9.8 88 reviews
Siesta Key, FL
12/09 – 19/09
115 €/nighttotal: 805 € (7 )
Fiesta In Siesta Key! Fun & Sun
1 2
apartment , Siesta Key
This Siesta Key beachfront apartment is directly opposite Siesta Key Beach and within 800 metres of restaurants including Mango Cafe and Anna's Famous Deli. The two-bedroom, two-bathroom property sleeps five, offering a fully equipped kitchen with a Keurig coffee maker, a living room with Smart TV, and beach amenities including chairs, towels, and umbrellas; on-site laundry and 5-star management are also available.
9.9 44 reviews
Siesta Key, FL
27/06 – 01/07
201 €/nighttotal: 804 € (4 )
Beach Rd, 300ft To Beach Access & 500ft To Village
1 2
apartment , Siesta Key
This Siesta Key studio apartment is situated a mere 0.06 km from Siesta Key Beach and a 0.4 km stroll from Siesta Village, offering easy access to restaurants, shops, and entertainment. The self-catering unit features a queen-sized bed, a kitchen with fridge, freezer, and microwave, sleeps two guests, and includes free high-speed internet, beach equipment, and on-site parking.
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
9.0 2 reviews
Siesta Key, FL
09/08 – 15/08
295 €/nighttotal: 1770 € (6 )
Cozy Cottage Near Siesta Key Village!
1 4
cottage , Siesta Key
This cottage in Siesta Key is located just 150 metres from Siesta Beach and a short walk from Siesta Key Village. This 51 square metre holiday home sleeps four guests and features two bedrooms, one bathroom, a private kitchen and living room, with access to a shared swimming pool and hot tub, plus complimentary bicycle rentals and beach equipment.
9.8 42 reviews
Siesta Key, FL
24/06 – 28/06
876 €/nighttotal: 3504 € (4 )
Topsail Cottage | Luxury Home On Siesta Key W/ Heated Pool & Rooftop View Of Gulf, Walk To Beach!
4 2
apartment , Siesta Key
This Siesta Key beachfront property is located less than 1.6km from Siesta Key Beach and Point of Rocks, with Crescent Beach and Siesta Key Marina within a 15-minute drive. This four-bedroom, four-bathroom holiday home boasts 311 square metres of living space, sleeps up to 12 guests, includes a private swimming pool, rooftop terrace with gas grills, and offers stunning ocean views.
9.9 38 reviews
Siesta Key, FL
24/06 – 01/07
261 €/nighttotal: 1827 € (7 )
2025 Completely Remodeled Private Villa, 7 Min Walk To Beach, Entertainment
2 6
house , Siesta Key
This Siesta Key single-family home enjoys a private yet convenient location, close to Siesta Key's attractions and amenities. The 111 square metre, single-storey property sleeps seven comfortably, boasting two bedrooms, two bathrooms, a fully equipped kitchen, a private pool, and a Weber gas grill for al fresco dining; beach essentials are included.
9.3 46 reviews
Siesta Key, FL
09/08 – 15/08
249 €/nighttotal: 1494 € (6 )
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.
Frequently asked questions about holiday rentals in Siesta Key, FL
Which walking or cycling routes are the best in Siesta Key, FL?
The paved Siesta Key Beach Walk, running along the coast, is a popular choice for both walking and cycling. For a scenic ride, try the Siesta Key Bike Trail, which takes you through the heart of the island, past shops, restaurants, and beaches. You can also enjoy a stroll along the boardwalk at the Siesta Key Beach State Park.
What are the best Airbnb and holiday rentals in Siesta Key, FL?
What sports or outdoor activites can visitors enjoy in and around Siesta Key, FL?
Siesta Key is a paradise for outdoor enthusiasts! You can swim, sunbathe, and go kayaking in the crystal-clear waters. For a bit of adventure, try stand-up paddleboarding or windsurfing. There are also plenty of opportunities for fishing, both inshore and offshore.
What are the most popular Airbnbs in Siesta Key, FL?
What other towns or cities can be easily accessed from Siesta Key, FL?
Siesta Key is located just south of Sarasota, a vibrant city with plenty to offer. You can easily reach Sarasota by car or by taking the Siesta Key Trolley. Other nearby towns include Venice, known for its beautiful beaches and historic downtown, and Bradenton, home to the famous Riverwalk.
What are the best holiday rentals with a pool in Siesta Key, FL?
What amenities are commonly available in vacation rentals in Siesta Key, FL?
Vacation rentals in Siesta Key offer a wide range of amenities, depending on your budget and preferences. Most rentals include a private pool, outdoor living space, and fully equipped kitchens. Some also offer extras like hot tubs, laundry facilities, and even private beach access.
What are the best rentals for families and kids in Siesta Key, FL?
Best Siesta Key, FL holiday rentals with a balcony
Siesta Key, FL
04/07 – 09/07
357 €/nighttotal: 1785 € (5 )
6415 Midnight Pass #210
2 3
house , Siesta Key
This Siesta Key holiday home, 6415 Midnight Pass #210, is a 7-minute walk from Crescent Beach, 2.6 km from Turtle Beach, and 2.9 km from Siesta Key Beach, offering convenient access to local attractions including the John and Mable Ringling Museum of Art (18 km away). The 116-square-metre property boasts two bedrooms, two bathrooms, and sleeps up to 11 guests, featuring a private pool, jacuzzi, sauna, and fitness centre, alongside free Wi-Fi and a fully equipped kitchen.
10 11 reviews
Siesta Key, FL
12/07 – 19/07
231 €/nighttotal: 1617 € (7 )
Book Me Baby! Esquina Paraiso On Siesta Key
2 5
apartment , Siesta Key
This Siesta Key Anchorage condo, situated on the fifth floor near the south bridge and a short distance from Siesta Key Village, offers direct beach access across the street. The 120 square metre (approximately 1292 square feet) apartment boasts three bedrooms, two bathrooms, sleeps six guests, and includes a private terrace, swimming pool access, and resort amenities such as tennis courts and a fitness centre.
9.3 3 reviews
Siesta Key, FL
21/11 – 01/12
189 €/nighttotal: 1890 € (10 )
Charming Siesta Key Condo With Private Beach Access
1 2
house , Siesta Key
This Siesta Key apartment is located a short walk from Crescent Beach, 17.7 kilometres from the John and Mable Ringling Museum of Art and 19.3 kilometres from the Sarasota International Convention Centre. This 89 square metre apartment accommodates up to seven guests and features private beach access, an outdoor swimming pool, a sauna, a fitness centre, a tennis court, and on-site parking.
9.7 168 reviews
Siesta Key, FL
04/07 – 08/07
938 €/nighttotal: 3752 € (4 )
Gertrude Siesta | Private Patios, Beach & Village, 100 Steps To Best Views On Siesta Key
3 4
apartment , Siesta Key
This family-friendly holiday home is located in Siesta Key, just a mile from Irma Beach and Siesta Key Beach, and within a three-mile radius of Shell Beach and St. Boniface Episcopal Church Labyrinth. The property has received excellent ratings for its location, cleanliness, and overall user experience. The accommodation has three bedrooms and three bathrooms, comfortably accommodating up to ten guests. The house offers a range of amenities including a fully equipped kitchen, a swimming pool, a garden, a tennis court, and a water park, providing ample opportunities for relaxation and entertainment.
Best Siesta Key, FL holiday rentals with parking
Siesta Key, FL
23/07 – 26/07
273 €/nighttotal: 819 € (3 )
Sea Club Ii Unit 2b By Prime Vacations
1 4
apartment , Siesta Key
Sea Club II Unit 2B by Prime Vacations is a flat located in Siesta Key, a 6-minute walk from Crescent Beach and 17 kilometres from The John and Mable Ringling Museum of Art. This 48 square metre apartment accommodates up to 7 guests with one bedroom and one bathroom, offering air conditioning, complimentary Wi-Fi, and on-site parking, with Marina Jack Restaurant And Marina 7.3 kilometres away and Sarasota Opera 7.4 kilometres away.
9.0 4 reviews
Siesta Key, FL
27/06 – 11/07
259 €/nighttotal: 3626 € (14 )
Beautifully Updated Unit With Bay Views! - Harbor Towers- 417
2 5
apartment , Siesta Key
This Siesta Key bayfront condo, situated directly on the Intracoastal Waterway and opposite Siesta Key Beach, offers stunning bay views and easy access to the Siesta Key Breeze Trolley. The 107 square metre (1150 square feet) apartment features two bedrooms, two bathrooms, a fully equipped kitchen, and a screened lanai; sleeping up to six guests and including use of two community pools, three tennis courts, and a fitness centre within the Harbor Towers complex.
9.2 43 reviews
Siesta Key, FL
24/06 – 28/06
170 €/nighttotal: 680 € (4 )
2bed/2bath Condo Next To Siesta Key ~A Hidden Gem
2 2
house , Gulf Gate Estates
This two-bedroom Gulf Gate Estates condo is situated approximately 11-16km from Sarasota attractions such as the Ringling Museum and St. Armands Circle, and offers easy access to Siesta Key beach. The property boasts a fully equipped kitchen, air conditioning, a swimming pool, private parking, and sleeps up to eight guests, providing comfortable accommodation near Gulf Gate Estates.
8.3 3 reviews
Siesta Key, FL
04/07 – 08/07
322 €/nighttotal: 1288 € (4 )
Charming Two Bedroom Condo With Pool View Siesta Key Bay Oaks
3 4
apartment , Siesta Key
This Siesta Key apartment, a four-minute walk from Crescent Beach and 18 kilometres from the Ringling Museum of Art, offers easy access to Sarasota's attractions. The 102-square-metre self-catering property sleeps fifteen guests, features three bedrooms, two bathrooms, a fully equipped kitchen, air conditioning, free Wi-Fi, on-site parking, and boasts a pool view.