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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, (123 reviews)
The price is ￥45,120
￥50,984 total
includes taxes & fees
Jun 2 - Jun 3
SeaSpray Resort
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)
The price is ￥56,911
￥108,971 total
includes taxes & fees
Jun 11 - Jun 12
Beach Club at Siesta Key Poolside D
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 ￥52,415
￥108,016 total
includes taxes & fees
Jun 3 - Jun 4
Lulu's Key House Leatherback 2/2 Downstairs
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, (72 reviews)
  • cleanliness
    Beachside opulence with private shoreline access, lazy river, and full-service spa awaits on Longboat Key.
The price is ￥141,682
￥171,677 total
includes taxes & fees
Jun 9 - Jun 10
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, (707 reviews)
  • cleanliness
    Longboat Key paradise offers beachfront luxury with private white sands, world-class spa, and oceanview dining.
The price is ￥75,294
￥93,963 total
includes taxes & fees
May 31 - Jun 1
The Resort at Longboat Key Club
Exterior

Bali Hai Beachfront Resort and Spa

Bali Hai Beachfront Resort and Spa
4.0 star property
Holmes Beach
8.6 out of 10, Excellent, (698 reviews)
The price is ￥48,579
￥61,481 total
includes taxes & fees
May 19 - May 20
Bali Hai Beachfront Resort and Spa
Exterior

Waterline Villas & Marina, Autograph Collection

Waterline Villas & Marina, Autograph Collection
4.0 star property
Holmes Beach
9.6 out of 10, Exceptional, (94 reviews)
The price is ￥73,599
￥83,167 total
includes taxes & fees
May 20 - May 21
Waterline Villas & Marina, Autograph Collection
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, (1,006 reviews)
  • cleanliness
    Sarasota luxury reaches new heights with private beach access, full-service spa, and poolside pampering.
The price is ￥89,441
￥111,285 total
includes taxes & fees
May 28 - May 29
The Ritz-Carlton, Sarasota
Reception

Cirque St. Armands Beachside

Cirque St. Armands Beachside
4.0 star property
Lido Key
8.6 out of 10, Excellent, (1,000 reviews)
The price is ￥43,970
￥55,864 total
includes taxes & fees
May 17 - May 18
Cirque St. Armands Beachside
Property amenity

The Westin Sarasota

The Westin Sarasota
4.0 star property
Central Sarasota
9.0 out of 10, Wonderful, (1,191 reviews)
The price is ￥32,938
￥41,139 total
includes taxes & fees
May 25 - May 26
The Westin Sarasota
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
"This was our second trip to Tropical Beach Resort. We had another wonderful time. "
Gina 4-night trip
Posted 5 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.