Search Deals onParadise Island Vacation Packages
Paradise Island Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Saddlebrook Resort
Wesley Chapel South
Price was $801, price is now $574 per person
$574
per person
Jul 13 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this golf resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and 3 restaurants. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.
Cedar Cove Resort and Cottages
Save 100% on your flight
Price was $2,194, price is now $1,234 per person
$1,234
per person
Jul 5 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach resort in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Coquina Beach and Bean Point Beach are located nearby.
CW Hotel
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)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
The Residences at Siesta Key Beach by Hyatt Vacation Club
South Village
Save 100% on your flight
Price was $3,592, price is now $2,273 per person
$2,273
per person
Jul 9 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach hotel in Siesta Key. Enjoy free breakfast, free WiFi, and free valet parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Ocean Club Treasure Island Hotel
Sunshine Beach
Save 100% on your flight
Price was $2,112, price is now $1,342 per person
$1,342
per person
Jul 5 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and Pass-a-Grille Beach are located nearby.
voco Sarasota by IHG
Central Sarasota
Save 100% on your flight
Price was $868, price is now $584 per person
$584
per person
Jul 9 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
The Westin Sarasota
Central Sarasota
Save 100% on your flight
Price was $856, price is now $578 per person
$578
per person
Jul 9 - Jul 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this spa hotel in Sarasota. Enjoy a full-service spa, 2 restaurants, and a rooftop terrace. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
The Avalon Club
Price was $2,123, price is now $1,499 per person
$1,499
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach aparthotel in Clearwater Beach. Enjoy a beach locale, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
3-4 Night Vacations in Paradise Island
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Paradise Island
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Paradise Island
Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
Book a stay at this beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool ...
Hilton Clearwater Beach Resort & Spa
400 Mandalay Ave Clearwater Beach FL
Book a stay at this beach resort in Clearwater Beach. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
The Westin Tampa Bay
7627 W Courtney Campbell Cswy Tampa FL
Book a stay at this beach hotel in Tampa. Enjoy free WiFi, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
Save an average of 15% on thousands of hotels when you're signed in
Opal Sands Resort
430 South Gulfview Blvd Clearwater Beach FL
Book a stay at this luxury resort in Clearwater Beach. Enjoy a full-service spa, a beach locale, and 2 bars/lounges. Our guests praise the pool and the helpful ...
Grand Hyatt Tampa Bay
2900 Bayport Drive Tampa FL
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean ...
RumFish Beach at TradeWinds
6000 Gulf Blvd St. Pete Beach FL
Book a stay at this beach resort in St. Pete Beach. Enjoy free WiFi, 4 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
Hyatt Regency Clearwater Beach Resort and Suites
301 S Gulfview Blvd Clearwater Beach FL
Book a stay at this beach resort in Clearwater Beach. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff ...
Sirata Beach Resort St Pete Beach
5300 Gulf Boulevard St. Pete Beach FL
Book a stay at this beach hotel in St. Pete Beach. Enjoy an outdoor pool, a beach locale, and breakfast (surcharge). Popular attractions John's Pass Village ...
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sun, Oct 11 - Thu, Oct 15
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$82 Roundtrip, found 10 hours ago
$82
Roundtrip
found 10 hours ago
Sun, Oct 11 - Thu, Oct 29
TTN
Mercer
TPA
Tampa Intl.
$99 Roundtrip, found 2 days ago
$99
Roundtrip
found 2 days ago
Mon, Jul 13 - Wed, Jul 22
CLE
Hopkins Intl.
TPA
Tampa Intl.
$109 Roundtrip, found 3 days ago
$109
Roundtrip
found 3 days ago
Tue, Sep 8 - Tue, Sep 15
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$157 Roundtrip, found 1 hour ago
$157
Roundtrip
found 1 hour ago