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Trilby Vacation Packages

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Trilby Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Price was $679, price is now $445 per person
$445
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $3,194, price is now $1,730 per person
$1,730
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star 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 Sand Key Park are located nearby.
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Price was $1,057, price is now $574 per person
$574
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3.5-star spa resort in Palm Harbor. Enjoy free WiFi, 6 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Innisbrook Golf Club and Leepa-Rattner Museum of Art are located nearby.
Clearwater Beach Sheraton Resort on Sand Key

Clearwater Beach Sheraton Resort on Sand Key

4 out of 5
Price was $1,112, price is now $625 per person
$625
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star beach resort in Clearwater Beach. Enjoy 2 restaurants, a beach locale, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sand Key Park and Clearwater Beach are located nearby.
voco Sarasota by IHG

voco Sarasota by IHG

3.5 out of 5
Price was $875, price is now $539 per person
$539
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this 3.5-star 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.
ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $824, price is now $525 per person
$525
per person
Feb 4 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Popular attractions Clearwater Beach and Sand Key Park are located nearby.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,184, price is now $761 per person
$761
per person
Feb 6 - Feb 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 4-star beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg Municipal Beach are located nearby.
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

2.5 out of 5
Save 100% on your flight
Price was $876, price is now $572 per person
$572
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this business-friendly hotel in Oldsmar. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oldsmar Flea Market and Tampa Bay Downs are located nearby.

Trilby Vacation Packages 3-4 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
Price was $875, price is now $539 per person
$539
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Clearwater Beach Sheraton Resort on Sand Key

Clearwater Beach Sheraton Resort on Sand Key

4 out of 5
Sand Key
Price was $1,112, price is now $625 per person
$625
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Price was $1,423, price is now $819 per person
$819
per person
Jan 17 - Jan 21
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 $898, price is now $560 per person
$560
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)

Trilby Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Innisbrook Resort

Innisbrook Resort

3.5 out of 5
Price was $1,057, price is now $574 per person
$574
per person
Jan 31 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Price was $1,856, price is now $960 per person
$960
per person
Jan 17 - Jan 22
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 $1,027, price is now $591 per person
$591
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Price was $1,098, price is now $660 per person
$660
per person
Jan 16 - Jan 23
found 16 hours ago
Roundtrip 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.

Spirit Airlines
Mon, Dec 8 - Tue, Dec 16
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$58 Roundtrip, found 17 hours ago
$58
Roundtrip
found 17 hours ago
Select Spirit Airlines flight, departing Mon, Dec 8 from Detroit Metropolitan Wayne County to Tampa Intl., returning Tue, Dec 16, priced at $58 found 17 hours ago
Frontier Airlines
Tue, Dec 16 - Thu, Dec 18
JFK
John F. Kennedy Intl.
TPA
Tampa Intl.
$68 Roundtrip, found 17 hours ago
$68
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Tue, Dec 16 from John F. Kennedy Intl. to Tampa Intl., returning Thu, Dec 18, priced at $68 found 17 hours ago
Frontier Airlines
Mon, Dec 15 - Wed, Dec 24
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Dec 15 from Philadelphia Intl. to Tampa Intl., returning Wed, Dec 24, priced at $68 found 1 day ago
Frontier Airlines
Sun, Dec 7 - Thu, Dec 11
ORD
O'Hare Intl.
TPA
Tampa Intl.
$73 Roundtrip, found 14 hours ago
$73
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Sun, Dec 7 from O'Hare Intl. to Tampa Intl., returning Thu, Dec 11, priced at $73 found 14 hours ago