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Siesta Key, FL place to stay
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7940 Lodgings in Siesta Key, FL

Best Siesta Key, FL lodging with a pool

Among the 7940 accommodations in Siesta Key, FL, here are the 4 best ones with a pool

Escape To Paradise At The Beachfront Condo! - Siesta Key, FL
10 10 reviews

Escape To Paradise At The Beachfront Condo!

apartment, Siesta Key
This beachfront condo, part of the Gulf & Bay Club complex on Siesta Key, offers direct beach access and is a short walk from Siesta Key Village.
The two-bedroom, two-bathroom apartment sleeps four, boasts three flat-screen TVs with streaming services, a fully equipped kitchen, and access to three pools, a Jacuzzi, a fitness centre, eight tennis courts, and parking.
· King Bed .    Pool.    Daily Rentals - Siesta Key, FL
9.7 419 reviews

· King Bed . Pool. Daily Rentals

apartment, Siesta Key
This Siesta Key apartment is located just a kilometre from Siesta Key Beach, within a 10-minute walk of the Siesta Key Marina and Crescent Beach. The surrounding area offers a relaxed and laid-back atmosphere, perfect for a peaceful getaway. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
This one-bedroom apartment comfortably accommodates two guests. The apartment features a kitchenette with a fridge and microwave, air conditioning, a TV, and access to a swimming pool and garden. Guests can also enjoy the convenience of on-site parking and complimentary Wi-Fi.
62 M² House ∙ 1 Bedroom ∙ 4 Guests - Siesta Key, FL
10 2 reviews

62 M² House ∙ 1 Bedroom ∙ 4 Guests

house, Siesta Key
This beachside cottage, Aloha Kai #63, offers direct access to Crescent Beach, the United States' top-rated beach, and is within walking distance of Siesta Key's restaurants and bars, approximately 0.4 kilometres from local dining and entertainment.
This family-friendly resort accommodation, suitable for four guests, features a 62 square metre layout with one bedroom and one bathroom, complemented by air conditioning, a swimming pool, spa, and on-site amenities including shuffleboard and ping pong, with complimentary beach toys provided.
Crescent Cottage | Pool + Walk To Crescent Beach - Siesta Key, FL
9.5 149 reviews

Crescent Cottage | Pool + Walk To Crescent Beach

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.

Best family friendly Siesta Key, FL lodging

Among the 7940 accommodations in Siesta Key, FL, here are the 4 best for families

Siesta Cooler: Only Minutes Walk To Siesta Beach! - Siesta Key, FL
9.5 158 reviews

Siesta Cooler: Only Minutes Walk To Siesta Beach!

apartment, Siesta Key
This apartment is located just 3 minutes' walk from Siesta Key Beach, one of the most beautiful beaches in the world, and is also within easy reach of Crescent Beach and The John and Mable Ringling Museum of Art. It has consistently received excellent ratings for location, cleanliness and overall guest experience.
The flat has a spacious layout with a separate bedroom, living room and a fully equipped kitchenette, offering a comfortable and relaxing stay over its 74 square metres. It offers a range of amenities including a swimming pool, tennis court, garden, terrace and private parking, as well as free Wi-Fi, laundry facilities, and the option to rent a bicycle or car.
84 M² Villa ∙ 2 Bedrooms ∙ 6 Guests - Siesta Key, FL
10 6 reviews

84 M² Villa ∙ 2 Bedrooms ∙ 6 Guests

house, Siesta Key
This holiday apartment is located in Casa Blanca resort, Siesta Key, just metres from the USA's number one rated beach and centrally positioned between the beach and the complex swimming pool.
This 84 square metre villa, ideal for six guests, features two bedrooms, a modern kitchen, two bathrooms, complimentary WiFi, and a private lanai, with direct access to both the beach and the complex pool.
70 M² House ∙ 1 Bedroom ∙ 4 Guests - Siesta Key, FL
9.4 8 reviews

70 M² House ∙ 1 Bedroom ∙ 4 Guests

house, Siesta Key
Mimosa, a ground-floor duplex in Siesta Key Village, is a three-minute walk (approximately 0.24 km) from Siesta Key Beach.
This pet-friendly (dogs up to 25lbs, fee applies) 69 square metre apartment sleeps four, featuring a king bed, queen sleeper sofa, well-equipped kitchen, two HDTVs, Wi-Fi, washer/dryer, shared heated pool (15 November – 15 April), and access to island shuttle transport.
112 M² Condo ∙ 2 Bedrooms ∙ 4 Guests - Siesta Key, FL
10 2 reviews

112 M² Condo ∙ 2 Bedrooms ∙ 4 Guests

apartment, Siesta Key
This two-bedroom flat is located in Siesta Key, a short walk from Siesta Key Beach, recognised as America's number one beach, and close to the area's dining establishments and water sports.
This 111 square metre condominium offers accommodation for four guests, featuring a fully equipped kitchen, a private balcony, air conditioning, a swimming pool, a fitness centre, a tennis court, and secure parking.

Frequently asked questions about accommodations in Siesta Key, FL

  • What are the must-see sites in or near Siesta Key, FL?

    Siesta Key is known for its beautiful beaches, so make sure to visit Siesta Key Beach, which is famous for its soft, sugar-white sand. You can also check out the Siesta Key Drum Circle, a popular gathering spot for musicians and locals, and the historic Siesta Key Village, which is full of shops and restaurants.
  • How can travelers reach Siesta Key, FL?

    The easiest way to get to Siesta Key is to fly into Sarasota Bradenton International Airport (SRQ), which is about a 20-minute drive from the island. You can also drive down from other parts of Florida or take a bus. There are also ferries that run from the mainland to Siesta Key.
  • What outdoor activities can visitors enjoy in and around Siesta Key, FL?

    Siesta Key is a paradise for outdoor enthusiasts. You can go swimming, sunbathing, kayaking, paddleboarding, fishing, or even take a dolphin watching tour. If you're feeling adventurous, you can try parasailing or jet skiing. The nearby Myakka River State Park offers hiking and biking trails.
  • When is the ideal time to plan a trip to Siesta Key, FL?

    The best time to visit Siesta Key is during the spring (March-May) or autumn (September-November) when the weather is pleasant and the crowds are smaller. The summer months (June-August) can be hot and humid, and the winter months (December-February) can be cool and breezy.
  • What are the best walking or cycling routes in Siesta Key, FL?

    You can take a leisurely stroll along the beach, or explore the Siesta Key Village on foot. For cycling, try the paved path along the beach, which runs for about 5 km, or venture out to the more inland areas to enjoy the lush greenery.
  • What amenities can travelers expect from accommodations in Siesta Key, FL?

    Siesta Key offers a wide range of accommodation options, from budget-friendly motels to luxurious resorts. Many hotels and rentals have swimming pools, hot tubs, fitness centres, and restaurants. You can also find accommodations with direct beach access or views.

Popular destinations

Best Siesta Key, FL accommodations with a balcony

Vinca | Steps To Siesta Key Village! - Siesta Key, FL
9.5 111 reviews

Vinca | Steps To Siesta Key Village!

apartment, Siesta Key
This Siesta Key house is located in the village, just a short distance from popular beaches, restaurants and attractions. It has received excellent ratings for location, cleanliness and overall user experience.
The property offers a fully equipped kitchen, a comfortable living area and a laundry machine. Guests can enjoy outdoor grilling, a swimming pool, a terrace and a garden, making it a perfect place to relax and enjoy the Florida sunshine.
Siesta Key Inn - Siesta Key, FL
8.7 28 reviews

Siesta Key Inn

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.
Shark Unit, Pool Jacuzzi Steps To Siesta Key Beach - Siesta Key, FL
9.5 404 reviews

Shark Unit, Pool Jacuzzi Steps To Siesta Key Beach

apartment, Siesta Key
This Siesta Key property is located in Sarasota, just a stone's throw from the famous Siesta Key Beach and a short drive from Crescent Beach. The house has received excellent ratings for its location, cleanliness, and overall user experience.
The property is a spacious house with a private pool and jacuzzi. Guests can enjoy a range of amenities, including a fully equipped kitchen, a terrace with sea views, a garden, and free parking and Wi-Fi.
Cozy 1-bedroom 2 Full Bath Condo In Peaceful Siesta Key .55 & Over,1 Month Stay. - Siesta Key, FL
No reviews

Cozy 1-bedroom 2 Full Bath Condo In Peaceful Siesta Key .55 & Over,1 Month Stay.

apartment, Siesta Key
This one-bedroom, two-bathroom flat is located in Siesta Key's South Village, offering easy access to Siesta Key Beach and Crescent Beach, with St. Armands Circle and the Mall at University Town Centre also nearby.
This apartment provides air conditioning, Wi-Fi, a swimming pool, a balcony, and parking, with an on-site fitness room and a jetted bathtub for guest comfort.

Best Siesta Key, FL accommodations with a kitchen

Anchorage Resort 6th Flr 2 Bedroom Condo W Balcony - Siesta Key, FL
9.1 63 reviews

Anchorage Resort 6th Flr 2 Bedroom Condo W Balcony

apartment, Siesta Key
This two-bedroom apartment is located in Siesta Key, just 0.96 kilometres from the famous Siesta Key Beach, within easy walking distance of Crescent Beach and the Siesta Key Marina. The apartment has received excellent ratings for its location, cleanliness and overall experience.
The apartment comfortably accommodates up to six guests and offers a range of amenities, including a fully equipped kitchen, a private balcony, a swimming pool, a sauna, a spa, a fitness centre and a tennis court. Guests can also enjoy free Wi-Fi access and parking.
Sea Horse One Bedroom Pool Walk To Beach - Siesta Key, FL
9.7 4 reviews

Sea Horse One Bedroom Pool Walk To Beach

apartment, Siesta Key
This Sarasota flat is a 4-minute walk from Crescent Beach and 17.7 kilometres from The John and Mable Ringling Museum of Art.
This studio apartment offers a private pool, complimentary parking, free WiFi, a kitchenette with a microwave and fridge, and a garden, accommodating up to three guests.
Sunny Beachside Retreat - Siesta Key, FL
9.8 74 reviews

Sunny Beachside Retreat

apartment, Siesta Key
This Siesta Key apartment is situated a 0.5km stroll from Siesta Key Beach, directly opposite restaurants, shops, and a free trolley stop offering easy access to the village.
The one-bedroom, one-bathroom flat sleeps four guests and boasts a fully equipped modern kitchen, air conditioning, a swimming pool, garden, parking, and beach toys; on-site amenities include a pool.
Sand Dollar Studio Pool Daily Rentals - Siesta Key, FL
No reviews

Sand Dollar Studio Pool Daily Rentals

studio, Siesta Key
This Siesta Key apartment is located in Sarasota, a 4-minute walk from Crescent Beach and approximately 11-18 kilometres from Sarasota Opera, Marina Jack, and The Ringling Museum.
This 33-square-metre studio apartment sleeps up to three guests and features air conditioning, Wi-Fi, a kitchenette with a fridge and microwave, a private entrance, and access to a garden and swimming pool, with free private parking available.
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