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.
Kompose Boutique Hotel
Save 100% on your flight
Price was $990, price is now $638 per person
$638
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Tampa (TPA)
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.
voco Sarasota by IHG
Central Sarasota
Save 100% on your flight
Price was $1,206, price is now $693 per person
$693
per person
Mar 5 - Mar 9
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.
Plaza Beach Hotel Beachfront Resort
Save 100% on your flight
Price was $3,371, price is now $2,215 per person
$2,215
per person
Mar 13 - Mar 21
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Book a stay at this beach hotel in St. Pete Beach. Enjoy free WiFi, a private beach, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and Fort De Soto Park are located nearby.
Arvilla
Sunshine Beach
Save 100% on your flight
Price was $1,708, price is now $1,173 per person
$1,173
per person
Mar 13 - Mar 21
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Book a stay at this beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
Landing Apartments near Sun City Center and Riverview
Save 100% on your flight
Price was $2,291, price is now $1,590 per person
$1,590
per person
Mar 13 - Mar 21
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Stay at this aparthotel in Wimauma. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Lake Wimauma and Sandpiper Golf Club are located nearby.
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
Beach Park
Save 100% on your flight
Price was $1,443, price is now $1,006 per person
$1,006
per person
Mar 14 - Mar 19
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Raymond James Stadium and Tampa Riverwalk are located nearby.
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See all available trips from Columbus to Paradise Island
View all tripsTop Hotel Deals
RumFish Beach at TradeWinds
6000 Gulf Blvd St. Pete Beach FL
3.97 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 ...
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 ...
The Westshore Grand, A Tribute Portfolio Hotel, Tampa
4860 West Kennedy Boulevard Tampa FL
30.4 km from Paradise Island
Book a stay at this business-friendly hotel in Tampa. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast ...
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 ...
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 ...
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 ...
Sunset Vistas Two Bedroom Beachfront Suites
12000 Gulf Blvd Treasure Island FL
2.13 km from Paradise Island
Book a stay at this beach condo in Treasure Island. Enjoy 2 outdoor pools, a beach locale, and 2 hot tubs. Our guests praise the pool and the helpful staff in ...
Bilmar Beach Resort
10650 Gulf Blvd Treasure Island FL
0.99 km from Paradise Island
Book a stay at this beach resort in Treasure Island. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms ...
Island Grand at TradeWinds
5500 Gulf Blvd St. Pete Beach FL
4.32 km from Paradise Island
Book a stay at this beach resort in St. Pete Beach. Enjoy free WiFi, 5 outdoor pools, and 2 restaurants. 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 Beach Resort St Pete Beach
5300 Gulf Boulevard St. Pete Beach FL
4.64 km from Paradise Island
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 ...
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 ...
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.
Sat, Feb 21 - Thu, Feb 26
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$68 Roundtrip, found 2 days ago
$68
Roundtrip
found 2 days ago
Sun, Feb 22 - Tue, Feb 24
PHL
Philadelphia Intl.
SRQ
Sarasota-Bradenton Intl.
$78 Roundtrip, found 6 days ago
$78
Roundtrip
found 6 days ago
Tue, Feb 24 - Wed, Feb 25
LGA
LaGuardia
TPA
Tampa Intl.
$117 Roundtrip, found 19 hours ago
$117
Roundtrip
found 19 hours ago
Sun, Feb 22 - Wed, Feb 25
BOS
Logan Intl.
TPA
Tampa Intl.
$118 Roundtrip, found 3 days ago
$118
Roundtrip
found 3 days ago
Sat, Feb 21 - Wed, Feb 25
EWR
Newark Liberty Intl. Airport
TPA
Tampa Intl.
$119 Roundtrip, found 18 hours ago
$119
Roundtrip
found 18 hours ago