
Deals on vacations and trips to Longboat Key
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Longboat Key flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Hibiscus Suites - Gateway to Siesta Key
Save 100% on your flight
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.

Ocean Club Treasure Island Hotel
Save 100% on your flight
per person
Sep 9 - Sep 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
This hotel features an outdoor pool and a hot tub. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A garden, luggage storage, and concierge services are also on offer.

Twin Palms at Siesta
Save 100% on your flight
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Sarasota (SRQ)
An outdoor pool, free self parking, and barbecue grills are featured at this hotel. Guests will appreciate perks like free WiFi and a free beach shuttle. A terrace, a garden, and a picnic area are also on offer.

The Westin Sarasota
Central Sarasota
Save 100% on your flight
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like a free beach shuttle. You'll appreciate the a rooftop terrace, bar/lounge, and laundry facilities.

The Avalon Club
Save 100% on your flight
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Cleveland (CLE) to Tampa (TPA)
This aparthotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the business center. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.
Top Longboat Key hotels deals

The St. Regis Longboat Key Resort
1601 Gulf Of Mexico Drive, Longboat Key, FL
Free Cancellation
Reserve now, pay when you stay
$844 nightly
The price is $954 total per night
$954 total
Jul 13 - Jul 14
Total includes taxes and fees
This luxury hotel features a private beach, a full-service spa, and 3 restaurants. There's fun for all ages with a lazy river and a children's club, and supervised childcare is an added bonus. Relax with a drink at one of the 3 bars/lounges and get perks like free WiFi.
On private beach
Pool

Zota Beach Resort
4711 Gulf of Mexico Dr, Longboat Key, FL
Free Cancellation
Reserve now, pay when you stay
$285 nightly
The price is $322 total per night
$322 total
Aug 3 - Aug 4
Total includes taxes and fees
A private beach and an outdoor pool are featured at this smoke-free resort. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a restaurant and a bar/lounge for dining and drinks, and also a gym on site.
On private beach
Pool

The Resort at Longboat Key Club
220 Sands Point Road, Longboat Key, FL
Free Cancellation
Reserve now, pay when you stay
$445 nightly
The price is $503 total per night
$503 total
Jul 6 - Jul 7
Total includes taxes and fees
This smoke-free resort features a private beach, a golf course, and a full-service spa. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's club and a playground, and families will appreciate the onsite laundry facilities.
On private beach
Pool

Sea Club I Beach Resort
4141 Gulf of Mexico Drive, Longboat Key, FL
An outdoor pool, free self parking, and laundry facilities are featured at this apartment. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.
Pool
Kitchen

THE BEACH CONDO #107. DIRECLY ON GULF FULL VIEW
$389 nightly
The price is $433 total per night
$433 total
Jul 8 - Jul 9
Total includes taxes and fees
An outdoor pool is featured at this apartment, along with free WiFi in public areas and a picnic area. Laundry facilities and barbecue grills are also provided.
Pool
Kitchen
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.
Popular places to visit

Jewfish Key
Commune with nature and explore the great outdoors at Jewfish Key during your travels in Longboat Key. Wander the beautiful beaches in this relaxing area.
Islandside Golf Course at Longboat Key Club
Enjoy a round of golf in Longboat Key at Islandside Golf Course at Longboat Key Club. Wander the beautiful beaches or discover the area's beautiful sunsets.
Harborside Golf Course at Longboat Key Club
Enjoy a round of golf in Longboat Key at Harborside Golf Course at Longboat Key Club. Wander the beautiful beaches or discover the area's beautiful sunsets.
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