Exclusive Paradise Island Vacation Deals

Paradise Island vacation package deals

Price found within the past 48 hours. Click for updated prices.
St Pete Beach Suites

St Pete Beach Suites

3 out of 5
Price was $887, price is now $604 per person
$604
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
This motel 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.
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 $1,415, price is now $917 per person
$917
per person
Nov 24 - Nov 27
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.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,661, price is now $1,093 per person
$1,093
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip 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.
La Tortuga Historic Downtown Pass A Grille

La Tortuga Historic Downtown Pass A Grille

4 out of 5
Pass-a-Grille
Save 100% on your flight
Price was $1,599, price is now $1,055 per person
$1,055
per person
Jan 5 - Jan 11
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A picnic area and barbecue grills are also provided.
Anna Maria Beach Resort

Anna Maria Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $2,611, price is now $1,729 per person
$1,729
per person
Nov 18 - Nov 23
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.

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
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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.