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Homosassa Vacation Packages

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Homosassa 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
Save 100% on your flight
Price was $622, price is now $389 per person
$389
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Clean rooms and staff was perfect very friendly

Reviewed on Oct 11, 2026

CW Resort

CW Resort

4 out of 5
Save 100% on your flight
Price was $2,683, price is now $1,693 per person
$1,693
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip 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 Pier 60 Park and Clearwater Beach are located nearby.
Property was very nice but living area of room not very comfortable. Small love seat & chair to watch tv wasn't comfortable.

Reviewed on Oct 12, 2026

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,456, price is now $924 per person
$924
per person
Dec 12 - Dec 18
found 1 day 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. 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.

The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,439, price is now $966 per person
$966
per person
Dec 12 - Dec 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this aparthotel in Clearwater Beach. Enjoy a fitness center, parking (surcharge), and in-room massages. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
Great place to stay with the family. Rooms were clean and spacious. Parking was easy. Walkable to many stores and restaurants. Very close to the beach, and the hotel has everything needed for your beach day: towels, chairs, umbrellas, floaties, and sand toys.

Reviewed on Oct 7, 2026

Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $672, price is now $460 per person
$460
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
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 in our reviews. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
No complaints at all. Everything and everyone was perfect! We would definitely stay here again.

Reviewed on Oct 11, 2026

Resort Sixty-Six

Resort Sixty-Six

2.5 out of 5
Save 100% on your flight
Price was $1,458, price is now $1,010 per person
$1,010
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach hotel in Holmes Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Bradenton Beach and Anna Maria Beach are located nearby.
Great property well maintained. Staff is helpful and welcoming.

Reviewed on Oct 10, 2026

ChartHouse Clearwater Beach Marina Hotel

ChartHouse Clearwater Beach Marina Hotel

2 out of 5
Save 100% on your flight
Price was $731, price is now $510 per person
$510
per person
Dec 22 - Dec 26
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this hotel in Clearwater Beach. Enjoy free WiFi, a rooftop terrace, and a 24-hour fitness center. Popular attractions Pier 60 Park and Clearwater Beach are located nearby.
Pretty new

Reviewed on Oct 11, 2026

The Hotel Zamora

The Hotel Zamora

4 out of 5
Save 100% on your flight
Price was $1,070, price is now $746 per person
$746
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach hotel in St. Pete Beach. Enjoy free WiFi, a marina, and 3 bars/lounges. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Fort De Soto Park and John's Pass Village & Boardwalk are located nearby.

Homosassa Vacation Packages 3-4 Night Stays

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
Save 100% on your flight
Price was $607, price is now $355 per person
$355
per person
Dec 3 - Dec 7
found 17 hours 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 $1,440, price is now $859 per person
$859
per person
Nov 13 - Nov 17
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
Save 100% on your flight
Price was $1,821, price is now $1,216 per person
$1,216
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
CW Resort

CW Resort

4 out of 5
Save 100% on your flight
Price was $651, price is now $437 per person
$437
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)

Homosassa Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

Hotel Flor Tampa Downtown, Tapestry Collection by Hilton

4 out of 5
Downtown Tampa
Save 100% on your flight
Price was $1,117, price is now $741 per person
$741
per person
Nov 28 - Dec 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
CW Resort

CW Resort

4 out of 5
Save 100% on your flight
Price was $2,683, price is now $1,693 per person
$1,693
per person
Dec 25 - Dec 31
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
Save 100% on your flight
Price was $1,456, price is now $924 per person
$924
per person
Dec 12 - Dec 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stylish Treasure Island Escape

Stylish Treasure Island Escape

3 out of 5
Sunshine Beach
Save 100% on your flight
Price was $6,552, price is now $4,317 per person
$4,317
per person
Dec 12 - Dec 17
found 1 day ago
Roundtrip flight included
Detroit (DTT) to Tampa (TPA)

Top Flight Deals

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

Frontier Airlines
Sat, Nov 14 - Fri, Dec 4
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$93 Roundtrip, found 2 hours ago
$93
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Nov 14 from Detroit Metropolitan Wayne County to Tampa Intl., returning Fri, Dec 4, priced at $93 found 2 hours ago
Frontier Airlines
Sat, Oct 31 - Fri, Nov 6
CLE
Hopkins Intl.
TPA
Tampa Intl.
$103 Roundtrip, found 2 hours ago
$103
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Oct 31 from Hopkins Intl. to Tampa Intl., returning Fri, Nov 6, priced at $103 found 2 hours ago
Allegiant Air
Mon, Nov 2 - Mon, Nov 16
PHL
Philadelphia Intl.
PIE
St. Petersburg-Clearwater Intl.
$108 Roundtrip, found 6 days ago
$108
Roundtrip
found 6 days ago
Select Allegiant Air flight, departing Mon, Nov 2 from Philadelphia Intl. to St. Petersburg-Clearwater Intl., returning Mon, Nov 16, priced at $108 found 6 days ago
Frontier Airlines
Mon, Dec 7 - Thu, Dec 10
ORD
O'Hare Intl.
TPA
Tampa Intl.
$118 Roundtrip, found 2 hours ago
$118
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Mon, Dec 7 from O'Hare Intl. to Tampa Intl., returning Thu, Dec 10, priced at $118 found 2 hours ago