
Exclusive Sarasota Square Vacation Deals

Sarasota Square vacation package deals
Price found within the past 48 hours. Click for updated prices.


The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Save 100% on your flight
Price was $2,277, price is now $1,229 per person
$1,229
per person
Apr 12 - Apr 16
found 6 hours ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
A private beach and an outdoor pool are featured at this smoke-free aparthotel. Relax with free beach cabanas, sun loungers, and beach umbrellas. Enjoy the gym and free perks like continental breakfast and valet parking.

SkyBeach Resort
Greater Pinellas Point
Save 100% on your flight
Price was $881, price is now $546 per person
$546
per person
Mar 7 - Mar 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
A private beach, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. Traveling on business? Take advantage of the express check-in, express check-out, and valet parking.

Legacy Hotel at IMG Academy
Save 100% on your flight
Price was $2,177, price is now $1,350 per person
$1,350
per person
Feb 17 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Sarasota (SRQ)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like free self parking and free WiFi. You'll appreciate the area shuttle, valet parking, and coffee shop/cafe.

Mar Bay Motel &Suites
Save 100% on your flight
Price was $700, price is now $455 per person
$455
per person
Mar 21 - Mar 25
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. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A garden, a library, and a picnic area are also on offer.

The Westin Sarasota
Central Sarasota
Save 100% on your flight
Price was $2,175, price is now $1,413 per person
$1,413
per person
Feb 28 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Frequently asked questions
Top Sarasota Square hotel deals

Tropical Beach Resorts
6717 Sara Sea Circle Siesta Key FL
Free Cancellation
Reserve now, pay when you stay
$206 nightly
The price is $233 total per night
$233 total
Jan 19 - Jan 20
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A garden, a library, and a picnic area are also on offer.
Pool
Kitchen

Charming 5-Bedroom Sarasota Retreat with Heated Pool mins to Siesta Key Beach
Sarasota FL
An outdoor pool is featured at this vacation home, along with laundry facilities and barbecue grills.
Pool
Kitchen

Siesta Heron Suites & Villas
8254 Midnight Pass Rd Siesta Key FL
$308 nightly
The price is $349 total per night
$349 total
Jan 20 - Jan 21
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this vacation home. WiFi in public areas is free. A garden and barbecue grills are also provided.
Pool
Kitchen
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View all propertiesLowest 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.