Exclusive Paradise Island Vacation Deals

Paradise Island vacation package deals

Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was $781, price is now $455 per person
$455
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was $2,497, price is now $1,394 per person
$1,394
per person
Dec 24 - Dec 31
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.
CW Resort

CW Resort

4 out of 5
Price was $3,086, price is now $1,892 per person
$1,892
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. You'll appreciate the hot tub, poolside bar, and concierge services.
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Price was $912, price is now $562 per person
$562
per person
Jan 17 - Jan 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This Tudor resort features a golf course, a full-service spa, and 4 restaurants. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 6 outdoor pools and perks like free WiFi.
Stylish Treasure Island Escape

Stylish Treasure Island Escape

3 out of 5
Sunshine Beach
Price was $6,779, price is now $4,446 per person
$4,446
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Tampa (TPA)
This apartment featured laundry facilities and a virtual front desk. Take advantage of the free self parking.
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Price was $908, price is now $613 per person
$613
per person
Dec 6 - Dec 11
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.

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.