Middleton Vacations
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Middleton Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Legacy Vacation Resorts - Lake Buena Vista
$463
per person
Dec 16 - Dec 23
found 18 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Orlando (MCO)
Stay at this hotel in Orlando. Enjoy a business center, laundry facilities, and tennis courts. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Orlando Vineland Premium Outlets and Disney Springs™ are located nearby.
Seasons Florida Resort
$476
per person
Dec 16 - Dec 23
found 18 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Orlando (MCO)
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Excellent location, Friendly staff
Reviewed on Oct 3, 2026
The Delaney Hotel
South Orange
$844
per person
Dec 16 - Dec 23
found 18 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Orlando (MCO)
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Kia Center and Camping World Stadium are located nearby.
Florida Hotel & Conference Center in the Florida Mall
$756
per person
Dec 16 - Dec 23
found 18 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Orlando (MCO)
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Orlando International Premium Outlets and Orange County Convention Center are located nearby.
Meliá Orlando Celebration
$583
per person
Nov 27 - Dec 2
found 20 hours ago
Roundtrip flight included
San Juan (SJU) to Orlando (MCO)
Book a stay at this spa hotel in Celebration. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the pool and the restaurant in our reviews. Popular attractions ESPN Wide World of Sports Complex and Old Town are located nearby.
No me gustó que el tip lo cargaban automáticamente aunque fuera pick up
El acceso al lobby cerrado y no hay un techo que cobije de la lluvia al salir de las habitaciones al lobby
Reviewed on Oct 3, 2026
Villa 1565
Uptown
$540
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Orlando (MCO)
Stay at this hotel in St. Augustine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Castillo de San Marcos National Monument and St. George Street are located nearby.
Top Hotel Deals
The Waterfront Inn
1105 Lake Shore Drive The Villages FL
Book a stay at this business-friendly hotel in The Villages. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean ...
Brownwood Hotel & Spa
3003 Brownwood Blvd Wildwood FL
Book a stay at this spa hotel in Wildwood. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. ...
The Citrus on the Lake
199 W Ruby Street Tavares FL
Book a stay at this beach hotel in Tavares. Enjoy free WiFi, free parking, and 5 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
Microtel Inn & Suites by Wyndham Lady Lake/The Villages
850 South US Hwy 27/441 Lady Lake FL
Book a stay at this business-friendly hotel in Lady Lake. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
Comfort Inn & Suites Tavares North
1380 E Burleigh Boulevard Tavares FL
Book a stay at this business-friendly hotel in Tavares. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Holiday Inn Express & Suites Wildwood The Villages by IHG
928 East State Road 44 Wildwood FL
Book a stay at this business-friendly hotel in Wildwood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
TownePlace Suites by Marriott at The Villages
1141 Alonzo Ave Lady Lake FL
Book a stay at this business-friendly hotel in Lady Lake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Mission Resort and Club
10400 County Road 48 Howey-in-the-Hills FL
Book a stay at this 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 ...
Comfort Suites Lady Lake - The Villages
1202 Avenida Central Lady Lake FL
Book a stay at this business-friendly hotel in Lady Lake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
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 ...
Comfort Inn & Suites Wildwood - The Villages
1224 S Main St Wildwood FL
Book a stay at this business-friendly hotel in Wildwood. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
SureStay Plus Hotel by Best Western The Villages
1201 Avenida Central Lady Lake FL
Book a stay at this business-friendly hotel in Lady Lake. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Hotel Eastport
7065 Beebe Court Wildwood FL
Book a stay at this golf hotel in Wildwood. Enjoy free WiFi, free parking, and 2 bars/lounges. Popular attractions Shallow Creek Country Club and Continental ...
Home2 Suites by Hilton Wildwood the Villages
7555 PENROSE PLACE Wildwood FL
Book a stay at this business-friendly hotel in Wildwood. Enjoy free breakfast, a fitness center, and parking (surcharge). Our guests praise the helpful staff ...
Hampton Inn & Suites Lady Lake/The Villages
11727 Ne 63 Rd Dr Lady Lake FL
Book a stay at this business-friendly hotel in The Villages. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and ...
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.
Best points of interest in Middleton
- The Villages Market Square Vacations
- Spanish Springs Town Square Vacations
- Lake Dora Vacations
- Mission Inn Golf Resort - El Campeon Vacations
- Brownwood Paddock Square Vacations
- Grand Oaks Resort and Carriage Museum Vacations
- The Orange Blossom Opry Vacations
- Citrus County Speedway Vacations
- Lake Louisa State Park Vacations
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