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Paradise Key Vacation Packages

Paradise Key Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Staybridge Suites Tampa East - Brandon by IHG

Staybridge Suites Tampa East - Brandon by IHG

3 out of 5
Save 100% on your flight
Price was $353, price is now $229 per person
$229
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Tampa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Seminole Hard Rock Casino Tampa and Florida State Fairgrounds are located nearby.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $738, price is now $418 per person
$418
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip flight included
New York (LGA) to Tampa (TPA)
Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Philippe Park and Safety Harbor Waterfront Park are located nearby.
CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $1,215, price is now $739 per person
$739
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
Save 100% on your flight
Price was $918, price is now $562 per person
$562
per person
Aug 22 - Aug 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Winter Haven. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions LEGOLAND® Florida and Peppa Pig Theme Park Florida are located nearby.
Courtyard by Marriott Tampa North/I-75 Fletcher

Courtyard by Marriott Tampa North/I-75 Fletcher

3 out of 5
New Tampa
Save 100% on your flight
Price was $395, price is now $252 per person
$252
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly hotel in Tampa. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Busch Gardens Tampa Bay and Seminole Hard Rock Casino Tampa are located nearby.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,746, price is now $1,116 per person
$1,116
per person
Aug 7 - Aug 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,072, price is now $706 per person
$706
per person
Aug 2 - Aug 6
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Anna Maria Beach and Bradenton Beach are located nearby.
Hilton St. Petersburg Bayfront

Hilton St. Petersburg Bayfront

4 out of 5
Downtown St. Petersburg
Save 100% on your flight
Price was $844, price is now $563 per person
$563
per person
Aug 24 - Aug 31
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
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 staff and the clean rooms in our reviews. Popular attractions Tampa Bay and Salvador Dali Museum are located nearby.

3-4 Night Vacations in Paradise Key

Price found within the past 48 hours. Click for updated prices.
CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $883, price is now $512 per person
$512
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
Save 100% on your flight
Price was $918, price is now $562 per person
$562
per person
Aug 22 - Aug 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Marker

The Marker

2 out of 5
Save 100% on your flight
Price was $1,029, price is now $675 per person
$675
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,072, price is now $706 per person
$706
per person
Aug 2 - Aug 6
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)

5-7 Night Vacations in Paradise Key

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Save 100% on your flight
Price was $738, price is now $418 per person
$418
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip flight included
New York (LGA) to Tampa (TPA)
CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $1,657, price is now $932 per person
$932
per person
Aug 24 - Aug 31
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Save 100% on your flight
Price was $818, price is now $465 per person
$465
per person
Aug 18 - Aug 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Tampa (TPA)
St Pete Beach Suites

St Pete Beach Suites

3 out of 5
Save 100% on your flight
Price was $901, price is now $562 per person
$562
per person
Aug 17 - Aug 22
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)

Cheap Hotel Deals in Paradise Key

RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
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 ...
Opens in a new windowRumFish Beach at TradeWinds
Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound

4 out of 5
12324 Manatee Avenue West Bradenton FL
Stay at this hotel in Bradenton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Opens in a new windowCompass Hotel by Margaritaville Anna Maria Sound
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
5500 Gulf Blvd St. Pete Beach FL
Book a stay at this beach resort in St. Pete Beach. Enjoy free WiFi, 5 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowIsland Grand at TradeWinds
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Hilton St. Petersburg Bayfront

Hilton St. Petersburg Bayfront

4 out of 5
333 1st St S St. Petersburg FL
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 ...
Opens in a new windowHilton St. Petersburg Bayfront
Sirata Beach Resort St Pete Beach

Sirata Beach Resort St Pete Beach

3.5 out of 5
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 ...
Opens in a new windowSirata Beach Resort St Pete Beach
The Don CeSar

The Don CeSar

4 out of 5
3400 Gulf Boulevard St. Pete Beach FL
Book a stay at this beach resort in St. Pete Beach. Enjoy a full-service spa, 2 restaurants, and a beach locale. Our guests praise the pool and the helpful staff ...
Opens in a new windowThe Don CeSar
SkyBeach Resort

SkyBeach Resort

4 out of 5
6800 Sunshine Skyway Lane St. Petersburg FL
Book a stay at this beach hotel in St. Petersburg. Enjoy 2 outdoor pools, 2 restaurants, and a private beach. Popular attractions Pass-a-Grille Beach and Tropicana ...
Opens in a new windowSkyBeach Resort
Bilmar Beach Resort

Bilmar Beach Resort

4 out of 5
10650 Gulf Blvd Treasure Island FL
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 ...
Opens in a new windowBilmar Beach Resort
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.

Frontier Airlines
Tue, Sep 1 - Wed, Sep 9
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$58 Roundtrip, found 4 hours ago
$58
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Tue, Sep 1 from Detroit Metropolitan Wayne County to Tampa Intl., returning Wed, Sep 9, priced at $58 found 4 hours ago
Frontier Airlines
Sun, Oct 11 - Thu, Oct 15
TTN
Mercer
TPA
Tampa Intl.
$82 Roundtrip, found 20 hours ago
$82
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Sun, Oct 11 from Mercer to Tampa Intl., returning Thu, Oct 15, priced at $82 found 20 hours ago
Frontier Airlines
Sun, Oct 11 - Thu, Oct 15
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$82 Roundtrip, found 20 hours ago
$82
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Sun, Oct 11 from Philadelphia Intl. to Tampa Intl., returning Thu, Oct 15, priced at $82 found 20 hours ago
Frontier Airlines
Sun, Sep 27 - Fri, Oct 2
CLE
Hopkins Intl.
TPA
Tampa Intl.
$112 Roundtrip, found 10 hours ago
$112
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Sun, Sep 27 from Hopkins Intl. to Tampa Intl., returning Fri, Oct 2, priced at $112 found 10 hours ago