Paradise Island Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Paradise Island Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Tampa Oldsmar
Save 100% on your flight
Price was $496, price is now $344 per person
$344
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Book a stay at this business-friendly hotel in Oldsmar. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Oldsmar Flea Market and Tampa Bay Downs are located nearby.
Saddlebrook Resort
Wesley Chapel South
Price was $935, price is now $389 per person
$389
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Book a stay at this spa resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.
FUSION Resort Waterfront Suites
Save 100% on your flight
Price was $1,796, price is now $1,164 per person
$1,164
per person
Feb 15 - Feb 20
found 8 hours ago
Roundtrip non-stop flight included
Greensboro (GSO) to Tampa (TPA)
Stay at this aparthotel in Treasure Island. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
La Quinta Inn & Suites by Wyndham Tampa Brandon Regency Park
Limona Improvement
Save 100% on your flight
Price was $968, price is now $665 per person
$665
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Book a stay at this business-friendly hotel in Brandon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Seminole Hard Rock Casino Tampa and Florida State Fairgrounds are located nearby.
Wyndham Grand Clearwater Beach
Save 100% on your flight
Price was $1,928, price is now $1,411 per person
$1,411
per person
Feb 15 - Feb 20
found 8 hours ago
Roundtrip non-stop flight included
Greensboro (GSO) to Tampa (TPA)
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 in our reviews. Popular attractions Clearwater Beach and Sand Key Park are located nearby.
Pelican Pointe Clearwater Beach Hotel
Save 100% on your flight
Price was $1,202, price is now $884 per person
$884
per person
Feb 15 - Feb 20
found 8 hours ago
Roundtrip non-stop flight included
Greensboro (GSO) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, laundry facilities, and cable TV channels. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sand Key Park and Clearwater Beach are located nearby.
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See all available trips from Columbus to Paradise Island
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Wyndham Grand Clearwater Beach
100 Coronado Drive Clearwater Beach FL
24.21 km from Paradise Island
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
24.65 km from Paradise Island
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 ...
Hotel Alba, Tapestry Collection by Hilton
5303 W Kennedy Blvd Tampa FL
29.96 km from Paradise Island
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
Hilton St. Petersburg Bayfront
333 1st St S St. Petersburg FL
12.37 km from Paradise Island
Book a stay at this business-friendly hotel in St. Petersburg. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the helpful ...
The Westin Tampa Bay
7627 W Courtney Campbell Cswy Tampa FL
29.51 km from Paradise Island
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 ...
Grand Hyatt Tampa Bay
2900 Bayport Drive Tampa FL
30.31 km from Paradise Island
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
3.92 km from Paradise Island
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 ...
Hotel South Tampa & Suites
3314 S Dale Mabry Hwy Tampa FL
30.03 km from Paradise Island
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
DoubleTree by Hilton Tampa Rocky Point Waterfront
3050 N Rocky Point Dr W Tampa FL
29.48 km from Paradise Island
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the pool and the helpful staff ...
Hyatt Regency Clearwater Beach Resort & Spa
301 S Gulfview Blvd Clearwater Beach FL
24.06 km from Paradise Island
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 St. Pete Beach
5300 Gulf Blvd St. Pete Beach FL
4.61 km from Paradise Island
Book a stay at this beach resort in St. Pete Beach. Enjoy 2 outdoor pools, 3 restaurants, and a beach locale. Our guests praise the pool and the helpful staff ...
Quality Inn Saint Petersburg North-Tampa Bay
2595 54th Ave N St. Petersburg FL
10.93 km from Paradise Island
Book a stay at this business-friendly hotel in St. Petersburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Pier House 60 Clearwater Beach Marina Hotel
101 Coronado Drive Clearwater Beach FL
24.24 km from Paradise Island
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and a fitness center. Our guests praise the restaurant and the helpful staff in our ...
Don't see what you're looking for?
See all available properties in Paradise Island
View all propertiesLowest 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
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sun, Jan 18 - Sat, Jan 24
ORD
O'Hare Intl.
TPA
Tampa Intl.
$68 Roundtrip, found 17 hours ago
$68
Roundtrip
found 17 hours ago
Mon, Feb 2 - Fri, Feb 6
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$117 Roundtrip, found 15 hours ago
$117
Roundtrip
found 15 hours ago
Wed, Jan 7 - Tue, Jan 13
EWR
Newark Liberty Intl. Airport
TPA
Tampa Intl.
$129 Roundtrip, just found
$129
Roundtrip
just found
Mon, Mar 23 - Mon, Mar 30
MSP
Minneapolis - St. Paul Intl.
PIE
St. Petersburg-Clearwater Intl.
$337 Roundtrip, found 2 days ago
$337
Roundtrip
found 2 days ago
Tue, Apr 28 - Fri, May 8
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$351 Roundtrip, found 1 day ago
$351
Roundtrip
found 1 day ago