Exclusive Paradise Island Vacation Deals

Paradise Island vacation package deals

Price found within the past 48 hours. Click for updated prices.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,491, price is now $1,002 per person
$1,002
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
This hotel features an outdoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A poolside bar, a 24-hour front desk, and a garden are also provided.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $3,254, price is now $1,951 per person
$1,951
per person
Dec 25 - Jan 1
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 picnic area are also on offer.
Siesta Key Inn

Siesta Key Inn

2 out of 5
South Village
Save 100% on your flight
Price was $1,571, price is now $1,031 per person
$1,031
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
An outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A garden and express check-out are also provided.
Siesta Palms By the Beach

Siesta Palms By the Beach

3.5 out of 5
South Village
Save 100% on your flight
Price was $1,566, price is now $1,039 per person
$1,039
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This hotel features an outdoor pool and a hot tub. 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.
Anna Maria Beach Resort

Anna Maria Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $4,949, price is now $3,349 per person
$3,349
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
A private beach and an outdoor pool are featured at this hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. Enjoy the hot tub and perks like free self parking and free WiFi.
Stylish Treasure Island Escape

Stylish Treasure Island Escape

3 out of 5
Sunshine Beach
Save 100% on your flight
Price was $5,305, price is now $3,629 per person
$3,629
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
This apartment featured laundry facilities and a virtual front desk. Take advantage of the free self parking.

Top Paradise Island hotel deals

Ozello Waterfront Paradise

Ozello Waterfront Paradise

Crystal River FL
This apartment features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
“ A Fisherman’s Paradise Waterfront Retreat with World-Class Fishing”

“ A Fisherman’s Paradise Waterfront Retreat with World-Class Fishing”

Crystal River FL
Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Three Sisters Springs and Paradise Island are located nearby.
Kitchen
Washer
Backwater Bungalow Sleeps 8 Kayaks+ Dock+ Fire Pit

Backwater Bungalow Sleeps 8 Kayaks+ Dock+ Fire Pit

Crystal River FL
This vacation home features laundry facilities.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Paradise Island
View all properties
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.