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Check availability on Siesta Key Luxury Hotels

Our top choices for Siesta Key luxury hotels

Deluxe Suite, 2 Bedrooms | In-room safe, iron/ironing board, free WiFi

SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (98 reviews)
"VERY ENJOYABLE /STAFF WAS EXCELLENT"
United States
KARL
The price is ￥77,116
￥87,142 total
includes taxes & fees
Apr 6 - Apr 7
SeaSpray Resort
Condo (LuLu's Key House Leatherback 2/2 Down) | Exterior

Lulu's Key House Leatherback 2/2 Downstairs

Lulu's Key House Leatherback 2/2 Downstairs
4.0 star property
Siesta Key Village
The price is ￥110,254
￥177,932 total
includes taxes & fees
Apr 10 - Apr 11
Lulu's Key House Leatherback 2/2 Downstairs
Condo (House of Sun Siesta Key Crescent Beac) | Exterior

House of The Sun Siesta Key Crescent Beach

House of The Sun Siesta Key Crescent Beach
4.0 star property
South Village
8.0 out of 10, Very Good, (2 reviews)
"The area is beautiful. The condo was very nice. Has everything in it. You can cook if you prefer. The Gulf of Mexico was right behind the condo walk out on to the beach. It also has a pool. I have no complains I would def go back again . "
United States
Margaret Theresa
The price is ￥115,627
￥197,853 total
includes taxes & fees
Mar 23 - Mar 24
House of The Sun Siesta Key Crescent Beach
Beach nearby, white sand, beach umbrellas, beach towels

Beach Club at Siesta Key Poolside D

Beach Club at Siesta Key Poolside D
4.0 star property
South Village
9.4 out of 10, Exceptional, (3 reviews)
"Nice getaway. "
United States
Jeff
The price is ￥101,377
￥162,788 total
includes taxes & fees
Apr 6 - Apr 7
Beach Club at Siesta Key Poolside D
Property amenity

The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort
5.0 star property
Longboat Key
9.8 out of 10, Exceptional, (64 reviews)
"Best of the best ! it was incredible! i want to go back again🙌♥️"
United States
Vasyl
The price is ￥217,630
￥257,598 total
includes taxes & fees
Apr 6 - Apr 7
The St. Regis Longboat Key Resort
Exterior

The Resort at Longboat Key Club

The Resort at Longboat Key Club
4.0 star property
Longboat Key
9.0 out of 10, Wonderful, (699 reviews)
"yes"
United States
ALAN
The price is ￥87,275
￥107,603 total
includes taxes & fees
Apr 12 - Apr 13
The Resort at Longboat Key Club
Private beach nearby, white sand, free beach shuttle, beach cabanas

The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota
5.0 star property
Central Sarasota
9.2 out of 10, Wonderful, (1,007 reviews)
"Amenities great, beach club pool was wonderful! Good location, walkable to many restaurants and shops"
United States
Andrea
The price is ￥107,964
￥132,333 total
includes taxes & fees
Apr 12 - Apr 13
The Ritz-Carlton, Sarasota
Egyptian cotton sheets, premium bedding, in-room safe

Waterline Villas & Marina, Autograph Collection

Waterline Villas & Marina, Autograph Collection
4.0 star property
Holmes Beach
9.6 out of 10, Exceptional, (91 reviews)
"The room was beautiful and the staff very friendly. It’s also in an excellent location to walk to the beach and local shops/places to eat"
United States
Jasmyn
The price is ￥98,561
￥111,374 total
includes taxes & fees
Apr 12 - Apr 13
Waterline Villas & Marina, Autograph Collection
Beach/ocean view

Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa
4.0 star property
Holmes Beach
8.6 out of 10, Excellent, (664 reviews)
"Staff was very nice and rooms were very clean. I had a great time with my son and I can't wait to come back. "
United States
Mark
Bali Hai Beachfront Resort and Spa
Beach nearby, white sand, beach towels

Tropic Isle at Anna Maria Island Inn

Tropic Isle at Anna Maria Island Inn
4.0 star property
Bradenton Beach
8.8 out of 10, Excellent, (601 reviews)
"Yes. Would recommend placing a broom in the room, so guests can get rid of the sand themselves, instead of waiting for housekeeping service."
United States
Rachana
Tropic Isle at Anna Maria Island Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Siesta Key Hotel Reviews

Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"Short walk to beach, rooms very clean and well maintained. Nice pool."
beth 3-night trip
Posted 20 hours ago
Tropical Beach Resorts

Frequently asked questions

Are you searching for the perfect hotel for your luxury getaway to Siesta Key?
Expedia can help you get a flight to Sarasota-Bradenton Intl. Airport (SRQ) airport, and then you can select from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a vacation, so we make it easy to get what you want to make your stay special. If you want an upscale hotel that has fine dining, a spa, or several swimming pools, Expedia can assist you in finding the best luxury hotel experience that Siesta Key offers. Known for its entertainment and live music, Siesta Key also has some interesting things to see and do including Siesta Key Beach, so you may want to take in the local sights during your visit.
When can I expect good weather in Siesta Key?
Planning for the weather is an important factor for making your trip to Siesta Key a success, especially when you're splurging. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 66°F. Average annual precipitation for Siesta Key is 44 inches.
What's there to see and do in Siesta Key?
Experience Siesta Key and visit Siesta Key Beach, Shell Beach, and Crescent Beach. If you have a little extra time during your trip, you might want to make a stop at Siesta Key Marina and Point of Rocks.