Search all vacation resorts in Siesta Key, FL

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Siesta Key, FL resorts
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34 Best resorts in Siesta Key, FL

Best Siesta Key, FL resorts with air conditioning

Azul Resort Siesta Key - Siesta Key, FL
Siesta Key, FL
07/13 – 07/17
$293/nighttotal: $1172 (4 )

Azul Resort Siesta Key

1 2
resort , Siesta Key
Azul Resort Siesta Key is located in Siesta Key, 2.5 miles from the town center, with Crescent Beach and Siesta Key Public Beach nearby.
This resort offers rooms with a terrace or balcony, room service, and complimentary Wi-Fi, with free parking available for guests.
Perfect For Families, Resort Pool\/spa W\/ Waterslide, Video Games\/ping Pong - Siesta Key, FL
10 41 reviews
Siesta Key, FL
10/04 – 10/09
$1466/nighttotal: $7330 (5 )

Perfect For Families, Resort Pool\/spa W\/ Waterslide, Video Games\/ping Pong

5 5
resort , Siesta Key
This luxurious Siesta Key vacation home is located less than a mile from Crescent Beach and Siesta Key Beach, and within a 15-minute drive of Point of Rocks and Siesta Key Marina.
This 4,200-square-foot property boasts five bedrooms, five bathrooms, accommodating up to 14 guests, and features a private pool, spa, game room, and free Wi-Fi.
Hyatt Resort Siesta Key Beach 3br/2ba 2255sq Ft. View Of Beach! Sleeps 6/8. - Siesta Key, FL
Siesta Key, FL
07/05 – 07/12
$1046/nighttotal: $7322 (7 )

Hyatt Resort Siesta Key Beach 3br/2ba 2255sq Ft. View Of Beach! Sleeps 6/8.

3 5
resort , Siesta Key
The Hyatt Resort On Siesta Key Beach 3br/2ba 2255sq Ft. Balcony Overlooking Beach!! is located directly on Siesta Key Beach in the South Village neighborhood, offering immediate Gulf of Mexico access and proximity to St. Armands Circle.
This 2255 sq ft resort condo accommodates up to 8 guests with 3 bedrooms and 2 bathrooms, featuring a private balcony, a fully equipped chef's kitchen, and resort amenities like a tiki bar, hot tub, and complimentary daily breakfast.
Beachfront Luxury, Direct Beach Access, Gulf Views, Resort Style Pool W\/ Spa - Siesta Key, FL
10 10 reviews
Siesta Key, FL
09/12 – 09/19
$2949/nighttotal: $20643 (7 )

Beachfront Luxury, Direct Beach Access, Gulf Views, Resort Style Pool W\/ Spa

5 2
resort , Siesta Key
This luxurious Siesta Key beachfront home is centrally located in Siesta Key Village, within one mile of the Siesta Key Farmers Market and Siesta Key Beach, and two miles from Irma Beach and the Siesta Key Beach Playground.
This 7,500-square-foot vacation rental boasts five bedrooms, seven bathrooms, and accommodates up to twelve guests, featuring a private pool, spa, and all the amenities of a fully equipped kitchen, plus free Wi-Fi.

Browse Resorts with Fitness Centers in Siesta Key, FL

Maintain your fitness routine at these resorts in Siesta Key, FL, featuring fully equipped fitness centers for a perfect coastal workout.

The Ringling Beach House - Siesta Key, FL
8.7 909 reviews
Siesta Key, FL
07/13 – 07/17
$392/nighttotal: $1568 (4 )

The Ringling Beach House

1 2
resort , Siesta Key
The Ringling Beach House is located directly across from Siesta Key Beach, just an 8-minute walk from the shops and restaurants of Siesta Key Village. The property consistently receives high ratings for its location, cleanliness, and overall experience. The resort offers a variety of apartment options, each with its own unique style and fully equipped kitchen. Guests can enjoy amenities like a community pool, barbecue facilities, and beach chairs, making it easy to relax and enjoy the Florida sunshine.

Frequently Asked Questions about resorts in Siesta Key, FL

  • What are the top attractions in and around Siesta Key, FL?

    Siesta Key is known for its beautiful beaches, especially Siesta Key Beach, which is consistently ranked among the best in the US. You can also visit the Siesta Key Drum Circle, a popular gathering spot for musicians and locals. For a bit of history, check out the Siesta Key Village, with its charming shops and restaurants. And if you want to explore the natural beauty of the area, take a boat tour to see the dolphins and manatees.
  • What are the best resorts with a swimming pool in Siesta Key, FL?

    The Capri At Siesta, Tropical Beach Resorts - Sarasota and The Beach Club At Siesta Key #110d Resort By Rva are among the best resorts with a swimming pool in Siesta Key, FL.

  • How easy is it to get to Siesta Key, FL?

    Getting to Siesta Key is pretty easy. The Sarasota Bradenton International Airport (SRQ) is about a 15-minute drive from the island. If you're driving, you can take I-75 to US-41 and then follow the signs. There are also plenty of buses and taxis available for transportation.
  • What are the best resorts with jacuzzi in Siesta Key, FL?

  • What time of year is best to stay in a resort in Siesta Key, FL?

    The best time to visit Siesta Key is during the spring (March-May) or fall (September-November) when the weather is pleasant and the crowds are smaller. Summer (June-August) can be hot and humid with lots of tourists, while winter (December-February) is the coolest and driest season, but can also be crowded.
  • What are the best family friendly resorts in Siesta Key, FL?

    The best family friendly resorts in Siesta Key, FL are The Capri At Siesta, Tropical Beach Resorts - Sarasota and Voco Sarasota By Ihg.

  • What are the best daytrips from Siesta Key, FL?

    There are some great day trips you can take from Siesta Key. You can head to downtown Sarasota, which has a vibrant arts scene and museums like the Ringling Museum. Another option is to visit the Myakka River State Park, where you can go kayaking or hiking. For a dose of nature, you can also check out the Mote Marine Laboratory & Aquarium, which is home to a variety of marine life.
  • What are the best pet friendly resorts in Siesta Key, FL?

    The best pet friendly resorts in Siesta Key, FL are Voco Sarasota By Ihg, Lido Beach Resort - Sarasota and The Ringling Beach House.

  • What are the most romantic activities in and around Siesta Key, FL?

    Siesta Key is a perfect spot for a romantic getaway. You can take a sunset walk on the beach, have a romantic dinner at one of the many waterfront restaurants, or enjoy a couples massage at a spa. For a unique experience, you can rent a private sailboat and sail along the coast.
  • What are the nearest cities to explore when you are in Siesta Key, FL?

    The closest city to Siesta Key is Sarasota, which is just a short drive away. Sarasota has a lot to offer, including museums, art galleries, theaters, and restaurants. You can also visit the nearby city of Bradenton, which is known for its beaches and its historic downtown.
  • What are the most requested amenities in resorts in Siesta Key, FL?

    Most resorts in Siesta Key offer amenities like swimming pools, hot tubs, and fitness centers. Many also have on-site restaurants and bars, as well as beach access. Some resorts even have private beaches, which are perfect for a relaxing day in the sun.

Destinations nearby

Neighborhoods and points of interest in Siesta Key, FL

Best Siesta Key, FL resorts with a pool

Among the 34 accommodations in Siesta Key, FL, here are the 4 best resorts with a pool

Tropical Breeze Resort - Siesta Key, FL
Siesta Key, FL
07/30 – 08/01
$885/nighttotal: $1770 (2 )

Tropical Breeze Resort

1 3
resort , Siesta Key
Tropical Breeze Resort is located on Siesta Key, just a short 3km drive from the town center, offering easy access to the famous Siesta Key Public Beach and Irma Beach. The resort is a great choice for families and couples looking for a relaxing beach vacation.
The resort has a swimming pool, a garden, and a terrace, providing ample space for relaxation and outdoor activities. Guests can also enjoy free Wi-Fi, on-site parking, and pet-friendly accommodations.
Luxury Beach Home, 80 Steg Til Strand, Resort Pool, Siesta Key, 6 Bed Eller 3 - Siesta Key, FL
10 147 reviews
Siesta Key, FL
07/05 – 07/12
$2358/nighttotal: $16506 (7 )

Luxury Beach Home, 80 Steg Til Strand, Resort Pool, Siesta Key, 6 Bed Eller 3

6 5
resort , Siesta Key
This Siesta Key Luxury Beach Home is located just a mile from St. Boniface Episcopal Church Labyrinth and Siesta Key Beach, offering easy access to the area's attractions. The home has received excellent ratings from previous guests, highlighting its comfortable and convenient accommodations.
This 6-bedroom, 6-bathroom vacation home spans 4,000 square feet and comfortably sleeps up to 14 guests. The home features a private pool and yard, a fully equipped kitchen, free WiFi, and a range of amenities like a spa, tennis court, and a jacuzzi.
Anchorage Resort 2nd Floor 2 Bedroom Condo Facing Intracoastal Waters 2 Condo - Siesta Key, FL
Siesta Key, FL
06/20 – 06/27
$525/nighttotal: $3675 (7 )

Anchorage Resort 2nd Floor 2 Bedroom Condo Facing Intracoastal Waters 2 Condo

1 1
resort , Siesta Key
The Anchorage Resort 2nd Floor 2 Bedroom Condo Facing Intracoastal Waters 2 Condo is located in Siesta Key's South Village, offering a 15-minute walk to Crescent Beach and Siesta Key Beach, and is less than 1 mile from Siesta Key Marina and Point of Rocks.
This smoke-free condo features a fully equipped kitchen, WiFi, a Smart TV, a washing machine, and access to an on-site outdoor tennis court and barbecue grills.
Seaspray Resort - Siesta Key, FL
9.6 125 reviews
Siesta Key, FL
07/27 – 07/29
$462/nighttotal: $924 (2 )

Seaspray Resort

2 4
resort , Siesta Key
Seaspray Resort offers pet-friendly apartments near Siesta Key Beach, within one mile of Siesta Key Beach Playground and the Siesta Key Farmers Market.
Each apartment includes a sitting area, refrigerator, microwave, and private balcony, plus the resort features a pool, garden, gas grills, and laundry facilities, with free Wi-Fi and parking.

Browse Waterfront Resorts in Siesta Key, FL

Experience relaxing maritime vibes at seaside resorts in Siesta Key, FL, positioned short distances from local beach-town shorelines.

Theatre Room - Sport Court - Resort Style Pool W\/spa And Slide - Sleeps 19 - Siesta Key, FL
10 9 reviews
Siesta Key, FL
08/15 – 08/19
$2633/nighttotal: $10532 (4 )

Theatre Room - Sport Court - Resort Style Pool W\/spa And Slide - Sleeps 19

7 5
resort , Siesta Key

Traveler-Approved 5-Star Resorts in Siesta Key, FL

Premium comfort and high-end service define these luxury resorts in Siesta Key, FL, chosen for their superior quality and prime settings.

Lido Beach Resort - Sarasota - Siesta Key, FL
8.8 1814 reviews
Siesta Key, FL
08/01 – 08/09
$366/nighttotal: $2928 (8 )

Lido Beach Resort - Sarasota

1 2
resort , Sarasota

Find the Best Family Resorts in Siesta Key, FL

These resorts in Siesta Key, FL are well set up for families, offering easy access to the coast and plenty of room for everyone to spread out.

Steps To Beach - Amazing Gulf Views - Resort Pool\/spa\/slide & Mini Golf - Siesta Key, FL
10 60 reviews
Siesta Key, FL
08/22 – 09/05
$1764/nighttotal: $24696 (14 )

Steps To Beach - Amazing Gulf Views - Resort Pool\/spa\/slide & Mini Golf

8 3
resort , Siesta Key

Guest-Favorite Dog-Friendly Resorts in Siesta Key, FL

Traveling with a pet to Siesta Key, FL is effortless when your resort is equipped with dog-friendly amenities.

Anchorage Resort - Siesta Key, FL
Siesta Key, FL
06/20 – 06/27
$427/nighttotal: $2989 (7 )

Anchorage Resort

1 1
resort , Siesta Key

Top-Rated Resorts with Wellness in Siesta Key, FL

A resort with a spa near the water in Siesta Key, FL makes waterside wellness effortless.

#1 Luxury Vacation Home - 2 Story Waterpark Slide W\/resort Pool - Lake Views - Siesta Key, FL
9.8 9 reviews
Siesta Key, FL
08/26 – 08/30
$2520/nighttotal: $10080 (4 )

#1 Luxury Vacation Home - 2 Story Waterpark Slide W\/resort Pool - Lake Views

6 6
resort , Siesta Key
Luxury Beach Home, 80 Steg Til Strand, Resort Pool, Siesta Key, 6 Bed Eller 3 - Siesta Key, FL
10 147 reviews
Siesta Key, FL
07/05 – 07/12
$2358/nighttotal: $16506 (7 )

Luxury Beach Home, 80 Steg Til Strand, Resort Pool, Siesta Key, 6 Bed Eller 3

6 5
resort , Siesta Key
Perfect For Families, Resort Pool\/spa W\/ Waterslide, Video Games\/ping Pong - Siesta Key, FL
10 41 reviews
Siesta Key, FL
10/04 – 10/09
$1466/nighttotal: $7330 (5 )

Perfect For Families, Resort Pool\/spa W\/ Waterslide, Video Games\/ping Pong

5 5
resort , Siesta Key
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