Search Deals on
Caroline Vacation Packages

Caroline Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Westgate River Ranch Resort & Rodeo

Westgate River Ranch Resort & Rodeo

3.5 out of 5
per person
Aug 21 - Aug 25
found 24 hours ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Stay at this 3.5-star family-friendly resort in River Ranch. Enjoy free parking, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews.
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive
Save 100% on your flight
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and The Orlando Eye at ICON Park are located nearby.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
per person
Aug 18 - Aug 24
found 18 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Vintage At Horizon West Apartments By Barsala

Vintage At Horizon West Apartments By Barsala

4 out of 5
Save 100% on your flight
per person
Aug 9 - Aug 15
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Orlando (MCO)
Enjoy free WiFi, a fitness center, and in-room washers/dryers. Popular attractions Walt Disney World® Resort and Magic Kingdom® Park are located nearby.
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
per person
Aug 18 - Aug 24
found 18 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Orlando (MCO)
Stay at this 3.5-star family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Orlando (MCO)
Stay at this 4-star spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions The Orlando Eye at ICON Park and Aquatica are located nearby.
Bryan’s Spanish Cove

Bryan’s Spanish Cove

3 out of 5
Save 100% on your flight
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip flight included
Washington (DCA) to Orlando (MCO)
Stay at this 3-star hotel in Orlando. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Disney Springs™ and Orlando Vineland Premium Outlets are located nearby.

3-4 Night Vacations in Caroline

Price found within the past 48 hours. Click for updated prices.
Westgate River Ranch Resort & Rodeo

Westgate River Ranch Resort & Rodeo

3.5 out of 5
per person
Aug 21 - Aug 25
found 24 hours ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive
Save 100% on your flight
per person
Aug 29 - Sep 1
found 2 days ago
Roundtrip non-stop flight included
Hartford (BDL) to Orlando (MCO)
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 1
found 2 days ago
Roundtrip non-stop flight included
Hartford (BDL) to Orlando (MCO)
Vintage At Horizon West Apartments By Barsala

Vintage At Horizon West Apartments By Barsala

4 out of 5
Save 100% on your flight
per person
Aug 17 - Aug 21
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Orlando (MCO)

5-7 Night Vacations in Caroline

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

Seasons Florida Resort

2 out of 5
Save 100% on your flight
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Orlando (MCO)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Orlando (MCO)
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Orlando (MCO)
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Orlando (MCO)

Cheap Hotel Deals in Caroline

The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive, The Villages, FL
Stay at this 3-star business-friendly hotel in The Villages. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
The Waterfront Inn
Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd, Wildwood, FL
Stay at this 3-star spa hotel in Wildwood. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the bar in our reviews. Popular ...
Brownwood Hotel & Spa
Holiday Inn Express & Suites Wildwood The Villages by IHG

Holiday Inn Express & Suites Wildwood The Villages by IHG

3.5 out of 5
928 East State Road 44, Wildwood, FL
Stay at this 3.5-star business-friendly hotel in Wildwood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Holiday Inn Express & Suites Wildwood The Villages by IHG
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Mission Resort and Club

Mission Resort and Club

4 out of 5
10400 County Road 48, Howey-in-the-Hills, FL
Stay at this 4-star spa hotel in Howey-in-the-Hills. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
Mission Resort and Club
Sleep Inn and Suites - Ocala / Belleview

Sleep Inn and Suites - Ocala / Belleview

2.5 out of 5
13600 Sw 17th Ct, Ocala, FL
Book a stay at this business-friendly hotel in Ocala. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Sleep Inn and Suites - Ocala / Belleview
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

2 out of 5
9700 Us Highway 441, Leesburg, FL
Book a stay at this business-friendly hotel in Leesburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
Microtel Inn & Suites by Wyndham Ocala

Microtel Inn & Suites by Wyndham Ocala

2 out of 5
1770 SW 134th St, Ocala, FL
Book a stay at this business-friendly hotel in Ocala. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff and the clean ...
Microtel Inn & Suites by Wyndham Ocala
TownePlace Suites by Marriott at The Villages

TownePlace Suites by Marriott at The Villages

3 out of 5
1141 Alonzo Ave, Lady Lake, FL
Stay at this 3-star business-friendly hotel in Lady Lake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
TownePlace Suites by Marriott at The Villages
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.

Spirit Airlines
Tue, Jul 29 - Sat, Aug 2
ORD
O'Hare Intl.
MCO
Orlando Intl.
$94 Roundtrip, found 7 hours ago
$94
Roundtrip
found 7 hours ago
Select Spirit Airlines flight, departing Tue, Jul 29 from O'Hare Intl. to Orlando Intl., returning Sat, Aug 2, priced at $94 found 7 hours ago
Spirit Airlines
Wed, Oct 15 - Tue, Oct 21
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$100 Roundtrip, found 5 hours ago
$100
Roundtrip
found 5 hours ago
Select Spirit Airlines flight, departing Wed, Oct 15 from Detroit Metropolitan Wayne County to Orlando Intl., returning Tue, Oct 21, priced at $100 found 5 hours ago
Breeze Airways
Sat, Aug 9 - Sat, Aug 16
PSM
Portsmouth Intl.
MCO
Orlando Intl.
$107 Roundtrip, found 16 hours ago
$107
Roundtrip
found 16 hours ago
Select Breeze Airways flight, departing Sat, Aug 9 from Portsmouth Intl. to Orlando Intl., returning Sat, Aug 16, priced at $107 found 16 hours ago
Spirit Airlines
Tue, Jul 29 - Thu, Jul 31
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$107 Roundtrip, found 17 hours ago
$107
Roundtrip
found 17 hours ago
Select Spirit Airlines flight, departing Tue, Jul 29 from Philadelphia Intl. to Orlando Intl., returning Thu, Jul 31, priced at $107 found 17 hours ago