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Holiday Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Save 100% on your flight
Price was $869, price is now $574 per person
$574
per person
Apr 30 - May 4
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 St. Armands Circle and Lido Beach are located nearby.
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $1,855, price is now $1,180 per person
$1,180
per person
May 20 - May 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
Price was $1,629, price is now $1,056 per person
$1,056
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Island Grand at TradeWinds

Island Grand at TradeWinds

4 out of 5
Save 100% on your flight
Price was $1,758, price is now $1,150 per person
$1,150
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
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 in our reviews. Popular attractions John's Pass Village & Boardwalk and Splash Island Water Park are located nearby.
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Save 100% on your flight
Price was $1,447, price is now $967 per person
$967
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
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 our reviews. Popular attractions John's Pass Village & Boardwalk and Pass-a-Grille Beach are located nearby.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $919, price is now $619 per person
$619
per person
Apr 30 - May 4
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 free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions St. Armands Circle and Lido Beach are located nearby.
Arvilla

Arvilla

2 out of 5
Price was $1,046, price is now $711 per person
$711
per person
May 20 - May 27
found 17 hours ago
Roundtrip 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. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
The Beachcomber

The Beachcomber

2.5 out of 5
Save 100% on your flight
Price was $1,347, price is now $918 per person
$918
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
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 rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and Pass-a-Grille Beach are located nearby.

Holiday Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $788, price is now $564 per person
$564
per person
May 17 - May 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $869, price is now $574 per person
$574
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $919, price is now $619 per person
$619
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
The Westin Sarasota

The Westin Sarasota

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $1,156, price is now $823 per person
$823
per person
Apr 30 - May 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)

Holiday Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Central Sarasota
Save 100% on your flight
Price was $922, price is now $585 per person
$585
per person
May 30 - Jun 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Price was $1,838, price is now $1,118 per person
$1,118
per person
May 20 - May 27
just found
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Sarasota Modern, a Tribute Portfolio Hotel

The Sarasota Modern, a Tribute Portfolio Hotel

4 out of 5
Central Sarasota
Save 100% on your flight
Price was $956, price is now $606 per person
$606
per person
May 30 - Jun 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
FUSION Resort Waterfront Suites

FUSION Resort Waterfront Suites

3.5 out of 5
Save 100% on your flight
Price was $1,855, price is now $1,180 per person
$1,180
per person
May 20 - May 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Mon, Apr 13 - Thu, Apr 16
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$80 Roundtrip, found 4 hours ago
$80
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Mon, Apr 13 from Philadelphia Intl. to Tampa Intl., returning Thu, Apr 16, priced at $80 found 4 hours ago
Frontier Airlines
Fri, May 15 - Tue, Jun 2
CLE
Hopkins Intl.
TPA
Tampa Intl.
$108 Roundtrip, found 14 hours ago
$108
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Fri, May 15 from Hopkins Intl. to Tampa Intl., returning Tue, Jun 2, priced at $108 found 14 hours ago
Frontier Airlines
Mon, Mar 23 - Tue, Mar 24
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$116 Roundtrip, found 1 hour ago
$116
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Mon, Mar 23 from Detroit Metropolitan Wayne County to Tampa Intl., returning Tue, Mar 24, priced at $116 found 1 hour ago
Frontier Airlines
Sun, May 10 - Fri, May 15
ORD
O'Hare Intl.
TPA
Tampa Intl.
$128 Roundtrip, just found
$128
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, May 10 from O'Hare Intl. to Tampa Intl., returning Fri, May 15, priced at $128 just found