Deals on vacations and trips to Siesta Key
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Siesta Key flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham St. Petersburg / Tampa Bay Area
Lealman
per person
Jun 15 - Jun 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Traveling on business? Take advantage of the express check-out, conference center, and conference space. There's an outdoor pool on site, and laundry facilities and wedding services are also offered.
The Avalon Club
Save 100% on your flight
per person
Jun 15 - Jun 20
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Ocean Club Treasure Island Hotel
Save 100% on your flight
per person
Jun 22 - Jun 27
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Legacy Vacation Resorts - Indian Shores
Save 100% on your flight
per person
Jun 15 - Jun 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This aparthotel features an outdoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A business center, a terrace, and laundry facilities are also on offer.
Top Siesta Key hotels deals
Tropical Beach Resorts
6717 Sara Sea Circle, Siesta Key, FL
Free Cancellation
Reserve now, pay when you stay
The price is $214 per night
$214
includes taxes & fees
$189 per night
May 18 - May 19
This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's an outdoor pool on site, and laundry facilities and concierge services are also offered.
Pool
Kitchen
Siesta Key Beach Resort and Suites
5311 Ocean Blvd, Siesta Key, FL
The price is $307 per night
$307
includes taxes & fees
$271 per night
Jun 2 - Jun 3
This motel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free WiFi. Self parking, a terrace, and a garden are also offered.
Pool
Hot Tub
Tropical Breeze Resort
140 Columbus Blvd., Siesta Key, FL
Free Cancellation
Reserve now, pay when you stay
The price is $335 per night
$335
includes taxes & fees
$296 per night
Jun 3 - Jun 4
This hotel's 2 outdoor pools and hot tub are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
Pool
Hot Tub
Luxury Beach Home! Pool, Rooftop Deck & Fun Amenities! - Shell-Abrate Good Times
A water park and a hot tub are featured at this smoke-free vacation home. Families will appreciate the arcade/game room and onsite laundry facilities.
Pool
Hot Tub
Captiva Beach Resort
6772 Sara Sea Circle, Siesta Key, FL
Free Cancellation
Reserve now, pay when you stay
The price is $236 per night
$236
includes taxes & fees
$213 per night
May 4 - May 5
A private beach and an outdoor pool are featured at this smoke-free condo. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, laundry facilities, and barbecue grills are also on offer.
Pool
Kitchen
Siesta Key Beachside Villas
124 Columbus Blvd, Siesta Key, FL
Free Cancellation
Reserve now, pay when you stay
The price is $325 per night
$325
includes taxes & fees
$288 per night
May 13 - May 14
An outdoor pool, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.
Pool
Free WiFi
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
Siesta Key Beach
4.5/5(1,425 reviews)
The soft, white sand on Siesta Key’s award-winning family-friendly beach is perfect for relaxing under a sun umbrella and taking part in a game of volleyball.
Crescent Beach
4.5/5(146 reviews)
Why not spend a carefree afternoon at Crescent Beach during your travels in Siesta Key? Stroll along the seaside or discover the sunsets in this relaxing area.
Point of Rocks
4.5/5(31 reviews)
Enjoy the beautiful sunsets and explore Point of Rocks, a lovely green space in Siesta Key. Attend a sporting event or simply enjoy the lively bars while you're in the area.
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