Search Deals on
Haines City Vacation Packages

Build your package with 2 more options

Haines City 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 $769, price is now $507 per person
$507
per person
Dec 27 - Dec 30
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) 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 Lido Beach and Siesta Key Beach are located nearby.

Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Save 100% on your flight
Price was $1,427, price is now $867 per person
$867
per person
Nov 27 - Dec 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Clean room I like

Reviewed on Oct 18, 2026

Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,995, price is now $1,217 per person
$1,217
per person
Nov 29 - Dec 5
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Bradenton Beach and Coquina Beach are located nearby.
The property is beautiful and the staff are very friendly and welcoming. We will definitely return.

Reviewed on Oct 18, 2026

CW Resort

CW Resort

4 out of 5
Save 100% on your flight
Price was $908, price is now $566 per person
$566
per person
Nov 25 - Nov 28
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) 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.

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $1,106, price is now $709 per person
$709
per person
Nov 29 - Dec 5
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 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.

Siesta Key Inn

Siesta Key Inn

2 out of 5
Save 100% on your flight
Price was $1,412, price is now $919 per person
$919
per person
Nov 29 - Dec 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Siesta Key. Enjoy free WiFi, free parking, and a garden. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
Great place to stay close to the beach. The apartment is fully equipped, very clean, new appliances. Excellent communication! I definitely recommend this place, you won’t be disappointed.

Reviewed on Oct 16, 2026

Siesta Palms By the Beach

Siesta Palms By the Beach

3.5 out of 5
Save 100% on your flight
Price was $1,780, price is now $1,165 per person
$1,165
per person
Nov 29 - Dec 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Stay at this hotel in Siesta Key. Enjoy free WiFi, free parking, and a garden. Popular attractions Siesta Key Beach and Lido Beach are located nearby.

La Tortuga Historic Downtown Pass A Grille

La Tortuga Historic Downtown Pass A Grille

4 out of 5
Save 100% on your flight
Price was $1,599, price is now $1,055 per person
$1,055
per person
Jan 5 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this aparthotel in St. Pete Beach. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Fort De Soto Park and Merry Pier are located nearby.
Such a beautiful place!!! My only recommendation is they need to lock the gates at the pool! We left at 3:30 am and there were 3 people swimming in the pool… they took off running away when they saw us, so definitely not guests!!! The property is so beautiful and well cared for that I’d hate to see someone destroy something!

Reviewed on Oct 18, 2026

Haines City 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
Save 100% on your flight
Price was $769, price is now $507 per person
$507
per person
Dec 27 - Dec 30
found 4 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 $1,402, price is now $869 per person
$869
per person
Dec 27 - Dec 30
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
CW Resort

CW Resort

4 out of 5
Save 100% on your flight
Price was $908, price is now $566 per person
$566
per person
Nov 25 - Nov 28
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $1,533, price is now $1,012 per person
$1,012
per person
Nov 25 - Nov 28
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)

Haines City Vacation Packages 5-7 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 $1,106, price is now $709 per person
$709
per person
Nov 29 - Dec 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
Save 100% on your flight
Price was $1,427, price is now $867 per person
$867
per person
Nov 27 - Dec 2
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 $1,995, price is now $1,217 per person
$1,217
per person
Nov 29 - Dec 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Siesta Key Inn

Siesta Key Inn

2 out of 5
South Village
Save 100% on your flight
Price was $1,412, price is now $919 per person
$919
per person
Nov 29 - Dec 5
found 1 day 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.

Allegiant Air
Mon, Jan 11 - Fri, Jan 15
PHL
Philadelphia Intl.
PIE
St. Petersburg-Clearwater Intl.
$78 Roundtrip, found 2 hours ago
$78
Roundtrip
found 2 hours ago
Select Allegiant Air flight, departing Mon, Jan 11 from Philadelphia Intl. to St. Petersburg-Clearwater Intl., returning Fri, Jan 15, priced at $78 found 2 hours ago
Frontier Airlines
Thu, Nov 12 - Tue, Nov 17
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$88 Roundtrip, found 3 hours ago
$88
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, Nov 12 from Detroit Metropolitan Wayne County to Orlando Intl., returning Tue, Nov 17, priced at $88 found 3 hours ago
Frontier Airlines
Wed, Jan 20 - Sat, Jan 23
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$104 Roundtrip, found 2 hours ago
$104
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Wed, Jan 20 from Philadelphia Intl. to Orlando Intl., returning Sat, Jan 23, priced at $104 found 2 hours ago
Frontier Airlines
Tue, Dec 1 - Fri, Dec 4
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$110 Roundtrip, found 2 hours ago
$110
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Dec 1 from Detroit Metropolitan Wayne County to Tampa Intl., returning Fri, Dec 4, priced at $110 found 2 hours ago