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Carrollwood Vacation Packages

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Carrollwood Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
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 $414, price is now $268 per person
$268
per person
Dec 15 - Dec 20
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
The Avalon Club

The Avalon Club

4 out of 5
Save 100% on your flight
Price was $3,185, price is now $1,721 per person
$1,721
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip non-stop 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.
Ocean Club Treasure Island Hotel

Ocean Club Treasure Island Hotel

4 out of 5
Sunshine Beach
Save 100% on your flight
Price was $1,351, price is now $840 per person
$840
per person
Dec 3 - Dec 10
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $851, price is now $557 per person
$557
per person
Dec 15 - Dec 20
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 4-star 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 Clearwater Beach and Sand Key Park are located nearby.
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $445, price is now $304 per person
$304
per person
Dec 9 - Dec 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)
Stay at this 3-star 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 Lido Beach and St. Armands Circle are located nearby.
Arvilla

Arvilla

2 out of 5
Sunshine Beach
Save 100% on your flight
Price was $873, price is now $608 per person
$608
per person
Dec 3 - Dec 10
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. Popular attractions John's Pass Village & Boardwalk and St. Petersburg Municipal Beach are located nearby.
Clearwater Beach Marriott Resort on Sand Key

Clearwater Beach Marriott Resort on Sand Key

4 out of 5
Sand Key
Save 100% on your flight
Price was $1,828, price is now $1,286 per person
$1,286
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Book a stay at this beach resort in Clearwater Beach. Enjoy a full-service spa, 4 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Sand Key Park and Clearwater Beach are located nearby.
RumFish Beach at TradeWinds

RumFish Beach at TradeWinds

4 out of 5
Price was $1,174, price is now $845 per person
$845
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Stay at this 4-star 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.

3-4 Night Vacations in Carrollwood

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

Kompose Boutique Hotel

3 out of 5
Price was $454, price is now $328 per person
$328
per person
Dec 27 - Dec 30
found 1 day 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 $2,558, price is now $1,656 per person
$1,656
per person
Dec 29 - Jan 2
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
Save 100% on your flight
Price was $953, price is now $655 per person
$655
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $1,747, price is now $1,228 per person
$1,228
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)

5-7 Night Vacations in Carrollwood

Price found within the past 48 hours. Click for updated prices.
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 $414, price is now $268 per person
$268
per person
Dec 15 - Dec 20
found 11 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 $3,185, price is now $1,721 per person
$1,721
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip non-stop 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 $1,351, price is now $840 per person
$840
per person
Dec 3 - Dec 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
Save 100% on your flight
Price was $439, price is now $274 per person
$274
per person
Dec 15 - Dec 20
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to Tampa (TPA)

Cheap Hotel Deals in Carrollwood

The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy, Tampa, FL
Stay at this 4-star beach hotel in Tampa. Enjoy free WiFi, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowThe Westin Tampa Bay
Quality Inn Airport - Cruise Port

Quality Inn Airport - Cruise Port

2.5 out of 5
1020 S Dale Mabry Hwy, Tampa, FL
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Opens in a new windowQuality Inn Airport - Cruise Port
Hotel South Tampa & Suites

Hotel South Tampa & Suites

3 out of 5
3314 S Dale Mabry Hwy, Tampa, FL
Stay at this 3-star business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowHotel South Tampa & Suites
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The Westin Tampa Waterside

The Westin Tampa Waterside

4 out of 5
725 S Harbour Island Blvd, Tampa, FL
Stay at this 4-star business-friendly hotel in Tampa. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Opens in a new windowThe Westin Tampa Waterside
Hilton Clearwater Beach Resort & Spa

Hilton Clearwater Beach Resort & Spa

4 out of 5
400 Mandalay Ave, Clearwater Beach, FL
Stay at this 4-star beach resort in Clearwater Beach. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
Opens in a new windowHilton Clearwater Beach Resort & Spa
Holiday Inn Express & Suites Tampa Stadium – Airport Area by IHG

Holiday Inn Express & Suites Tampa Stadium – Airport Area by IHG

3.5 out of 5
2055 N Dale Mabry Hwy, Tampa, FL
Book a stay at this business-friendly hotel in Tampa. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful ...
Opens in a new windowHoliday Inn Express & Suites Tampa Stadium – Airport Area by IHG
Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
200 N Ashley Dr, Tampa, FL
Stay at this 4-star business-friendly hotel in Tampa. Enjoy 2 bars/lounges, breakfast (surcharge), and a fitness center. Our guests praise the pool and the bar ...
Opens in a new windowHotel Tampa Riverwalk
Wyndham Grand Clearwater Beach

Wyndham Grand Clearwater Beach

4 out of 5
100 Coronado Drive, Clearwater Beach, FL
Stay at this 4-star beach hotel in Clearwater Beach. Enjoy a full-service spa, 3 restaurants, and a beach locale. Our guests praise the breakfast and the pool ...
Opens in a new windowWyndham Grand Clearwater Beach
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, Jan 20 - Mon, Feb 9
PHL
Philadelphia Intl.
TPA
Tampa Intl.
$64 Roundtrip, found 4 days ago
$64
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Jan 20 from Philadelphia Intl. to Tampa Intl., returning Mon, Feb 9, priced at $64 found 4 days ago
Spirit Airlines
Tue, Dec 9 - Wed, Dec 17
DTW
Detroit Metropolitan Wayne County
TPA
Tampa Intl.
$72 Roundtrip, found 18 hours ago
$72
Roundtrip
found 18 hours ago
Select Spirit Airlines flight, departing Tue, Dec 9 from Detroit Metropolitan Wayne County to Tampa Intl., returning Wed, Dec 17, priced at $72 found 18 hours ago
Frontier Airlines
Thu, Nov 27 - Thu, Dec 4
ORD
O'Hare Intl.
TPA
Tampa Intl.
$83 Roundtrip, found 5 hours ago
$83
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Thu, Nov 27 from O'Hare Intl. to Tampa Intl., returning Thu, Dec 4, priced at $83 found 5 hours ago
Frontier Airlines
Wed, Dec 24 - Thu, Dec 25
CLE
Hopkins Intl.
TPA
Tampa Intl.
$100 Roundtrip, found 3 days ago
$100
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Dec 24 from Hopkins Intl. to Tampa Intl., returning Thu, Dec 25, priced at $100 found 3 days ago