Exclusive Paradise Island Vacation Deals

Paradise Island vacation package deals

Price found within the past 48 hours. Click for updated prices.
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,069, price is now $709 per person
$709
per person
Aug 14 - Aug 21
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.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,985, price is now $1,149 per person
$1,149
per person
Aug 14 - Aug 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This resort doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a snack bar/deli are also on offer.
CW Hotel

CW Hotel

2 out of 5
Save 100% on your flight
Price was $2,275, price is now $1,329 per person
$1,329
per person
Jul 20 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the hot tub and perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.
The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 out of 5
South Village
Save 100% on your flight
Price was $2,166, price is now $1,414 per person
$1,414
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
A private beach and an outdoor pool are featured at this smoke-free hotel. Relax with free beach cabanas, sun loungers, and beach umbrellas. Enjoy the gym and free perks like continental breakfast and valet parking.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,923, price is now $1,347 per person
$1,347
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
This aparthotel features a bar/lounge, a poolside bar, and an outdoor pool. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,032, price is now $725 per person
$725
per person
Aug 14 - Aug 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 3 conference rooms, along with express check-out. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.

Top Paradise Island hotel deals

Waterfront Fun, direct access to Gulf! Scalloping! Kayaking

Waterfront Fun, direct access to Gulf! Scalloping! Kayaking

Crystal River FL
This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
Beautiful Waterfront Home on Deepwater Canal. Easy Access to the Gulf.

Beautiful Waterfront Home on Deepwater Canal. Easy Access to the Gulf.

Crystal River FL
This vacation home features laundry facilities.
Kitchen
Washer
Ozello Waterfront Paradise

Ozello Waterfront Paradise

Crystal River FL
This apartment features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
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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.