Paradise Island Vacation Packages for 2026

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Top Hotel Deals

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
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

Hilton Clearwater Beach Resort & Spa

4 out of 5
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

Hotel Alba, Tapestry Collection by Hilton

4 out of 5
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

Hilton St. Petersburg Bayfront

4 out of 5
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

The Westin Tampa Bay

4 out of 5
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

Grand Hyatt Tampa Bay

4 out of 5
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

RumFish Beach at TradeWinds

4 out of 5
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

Hotel South Tampa & Suites

3 out of 5
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

DoubleTree by Hilton Tampa Rocky Point Waterfront

4 out of 5
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

Hyatt Regency Clearwater Beach Resort & Spa

4 out of 5
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

Sirata St. Pete Beach

3 out of 5
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

Quality Inn Saint Petersburg North-Tampa Bay

3 out of 5
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

Pier House 60 Clearwater Beach Marina Hotel

3 out of 5
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 ...
Sunset Vistas Two Bedroom Beachfront Suites

Sunset Vistas Two Bedroom Beachfront Suites

3.5 out of 5
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 ...
The Beachcomber

The Beachcomber

2.5 out of 5
6200 Gulf Blvd St. Pete Beach FL
3.82 km from Paradise Island
Book a stay at this beach hotel in St. Pete Beach. Enjoy 2 outdoor pools, a beach locale, and a nightclub. Our guests praise the helpful staff and the clean ...
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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.

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.

Frontier Airlines
Sun, Jan 18 - Sat, Jan 24
ORD
O'Hare Intl.
TPA
Tampa Intl.
$68 Roundtrip, found 21 hours ago
$68
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Sun, Jan 18 from O'Hare Intl. to Tampa Intl., returning Sat, Jan 24, priced at $68 found 21 hours ago
Delta
Mon, Feb 2 - Fri, Feb 6
BOS
Logan Intl.
SRQ
Sarasota-Bradenton Intl.
$117 Roundtrip, found 19 hours ago
$117
Roundtrip
found 19 hours ago
Select Delta flight, departing Mon, Feb 2 from Logan Intl. to Sarasota-Bradenton Intl., returning Fri, Feb 6, priced at $117 found 19 hours ago
Spirit Airlines
Tue, Feb 10 - Wed, Feb 25
EWR
Newark Liberty Intl. Airport
TPA
Tampa Intl.
$118 Roundtrip, found 3 hours ago
$118
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Tue, Feb 10 from Newark Liberty Intl. Airport to Tampa Intl., returning Wed, Feb 25, priced at $118 found 3 hours ago
Sun Country Airlines
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
Select Sun Country Airlines flight, departing Mon, Mar 23 from Minneapolis - St. Paul Intl. to St. Petersburg-Clearwater Intl., returning Mon, Mar 30, priced at $337 found 2 days ago
American Airlines
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
Select American Airlines flight, departing Tue, Apr 28 from Philadelphia Intl. to Sarasota-Bradenton Intl., returning Fri, May 8, priced at $351 found 1 day ago