Exclusive Paradise Island Vacation Deals

Paradise Island vacation package deals

Price found within the past 48 hours. Click for updated prices.
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
Siesta Key Village
Save 100% on your flight
Price was $1,262, price is now $792 per person
$792
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
This hotel's 3 outdoor pools and hot tub are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a garden, and luggage storage are also on offer.
Siesta Key Inn

Siesta Key Inn

2 out of 5
South Village
Save 100% on your flight
Price was $1,517, price is now $904 per person
$904
per person
Dec 1 - Dec 8
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.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,646, price is now $999 per person
$999
per person
Dec 1 - Dec 8
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.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $2,710, price is now $1,655 per person
$1,655
per person
Dec 23 - Dec 29
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.
Azul Resort

Azul Resort

2 out of 5
South Village
Save 100% on your flight
Price was $1,744, price is now $1,083 per person
$1,083
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
An outdoor pool is featured at this hotel, along with free self parking. WiFi in public areas is free. Staff at the 24-hour front desk can provide around-the-clock assistance.
Siesta Palms By the Beach

Siesta Palms By the Beach

3.5 out of 5
South Village
Save 100% on your flight
Price was $1,912, price is now $1,201 per person
$1,201
per person
Dec 1 - Dec 8
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.

Top Paradise Island hotel deals

Ozello Waterfront Paradise

Ozello Waterfront Paradise

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