Compare All-Inclusive Resorts in Windermere in 2026

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Windermere All inclusive Hotels

When you want to get away and have someone else take care of all the pesky details of a vacation, pack your bags for an all-inclusive resort—by golly, you deserve it. You pay one fixed rate and voila! Living like royalty will be the new status quo. At the all-inclusive hotels in Windermere, you can relax in the lap of luxury, forgetting about the ordinary while you sip on your bottomless martini.

Quit spending more than you should on vacation with separate tabs for food, drinks, rooms, and fun. All-inclusive resorts in Windermere are the places to go when one bill is all you want to pay. Some hotels feature all-you-can-eat buffets, open bars (you don’t even have to tip!), fun group activities, and more. It doesn’t matter if you’re in the mountains of Colorado or on the beaches of the Caribbean, it’s nearly impossible to go wrong at one of these accommodations. There’s even Windermere all-inclusive resorts that cater to couples. Whether it’s an adult-only getaway or family-friendly vacation, Travelocity can help you book the perfect resort.

Now’s your chance to spoil yourself and get truly pampered. You’ll be dreaming about an all-inclusive resort for years, and now’s your chance to go and smell the roses. Browse Travelocity’s exclusive deals and book your trip now, and you’ll soon be waited on hand and foot.

Popular All-Inclusive Stays in Windermere

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Frequently asked questions

What are the top all-inclusive adults-only resorts near Windermere?
Arnold Palmer's Bay Hill Club & Lodge:
  • Adults-only all-inclusive resort
  • You'll find a garden-view restaurant and a poolside bar
  • A hot tub, beachside massages, a golf course, and a free cooked-to-order breakfast
Just 5-9 min to Universal/Disney/Millenia:
  • Adults-only all-inclusive resort, a 15-minute walk from Exotic Car Gallery
  • Enjoy gym
FunTropicalTinyHomeGolfCartLake:
  • Adults-only all-inclusive resort, a 14-minute walk from Winter Garden Heritage Museum
What are the top all-inclusive beach resorts near Windermere?
2301 Upgraded 2BR/2Ba Enclave | Resort View:
  • All-inclusive beach resort
  • Enjoy an indoor pool and a hot tub
  • The condo features tennis and a gym
  • Located on the waterfront, this beach condo offers a patio, a kitchen, and a smart TV in every room
  • Nearby activities include whale watching, ecotours, and cross-country skiing
2 BDRM CONDO~ WG PALACE RESORT~NO TIMESHARE TOUR ~WATERPARK~PET FRIENDLY:
  • All-inclusive beach resort
  • Enjoy an outdoor pool and a hot tub
  • The condo features tennis, a kayak, and a gym
  • Located on the waterfront, this beach condo offers a chef service, a porch/lanai, and a kitchen in every room
  • Nearby activities include whale watching, ecotours, and snorkeling
4 BDRM- SLEEPS 16- WESTGATE LAKES- WATERPARK- POOLS- BOWLING- LAKE- SHUTTLES:
  • All-inclusive beach resort
  • Enjoy an outdoor pool, a hot tub, and a sauna
  • The condo features tennis, a kayak, and a gym
  • Located on the waterfront, this historic condo offers a chef service, a porch/lanai, and a kitchen in every room
  • Nearby activities include whale watching, ecotours, and cross-country skiing
What are the top all-inclusive budget resorts near Windermere?
2301 Upgraded 2BR/2Ba Enclave | Resort View:
  • Budget-friendly all-inclusive condo
  • Enjoy recreational amenities like an indoor pool, a hot tub, and tennis, plus a gym
  • Each air-conditioned room has a deck/patio and a kitchen
  • Beachfront location as well as a playground
2 BDRM CONDO~ WG PALACE RESORT~NO TIMESHARE TOUR ~WATERPARK~PET FRIENDLY:
  • All-inclusive and budget-friendly condo
  • Enjoy recreational amenities such as an outdoor pool, a hot tub, a kayak, and tennis
  • Each air-conditioned room has a chef service and a porch/lanai
  • Beachfront location as well as a playground, limo/town car service, a gym, and concierge services
4 BDRM- SLEEPS 16- WESTGATE LAKES- WATERPARK- POOLS- BOWLING- LAKE- SHUTTLES:
  • Budget-friendly all-inclusive condo
  • Enjoy recreational amenities like an outdoor pool, a hot tub, and a kayak, plus tennis and a gym
  • Each air-conditioned room has a chef service and a porch/lanai
  • Beachfront location as well as a playground, limo/town car service, and concierge services
What are the top all-inclusive family-friendly resorts near Windermere?
#1 Resort style living!!! Close to ALL attractions-UNIVERSAL,DISNEY, SEA WORLD!:
  • Family-friendly all-inclusive property, a short walk from Titanic: The Experience
  • An outdoor pool and an arcade/game room
  • A theme park, ice skating, fishing, and swimming nearby
Everything You Need for Your Florida Trip! FREE Breakfast and Parking!:
  • Family-friendly all-inclusive resort, 10-minute walk from Universal Orlando Resort
  • This all-inclusive property offers a hot tub and free breakfast
2 Great Units, FREE Parking, Short Drive to Universal Resorts & I-Drive NASCAR!:
  • Family-friendly all-inclusive property, 10-minute walk from Universal Orlando Resort
  • This all-inclusive resort offers a hot tub and free breakfast
What are the top all-inclusive resorts for honeymooners near Windermere?
Arnold Palmer's Bay Hill Club & Lodge:
  • All-inclusive resort for honeymooners
  • An outdoor pool, as well as a garden-view restaurant and a poolside bar
  • Climate-controlled rooms featuring porches/lanais, streaming services, and deep soaking bathtubs
  • The resort features a hot tub, a poolside restaurant, and beachside massages
#1 Resort style living!!! Close to ALL attractions-UNIVERSAL,DISNEY, SEA WORLD!:
  • All-inclusive resort for honeymooners
  • Air-conditioned rooms featuring private pools and balconies
  • The resort features a hot tub, a heated pool, and a gym
Rejuvenate and Relax! Four Cozy Units Near SeaWorld! Pool, Breakfast, Parking!:
  • All-inclusive resort for a honeymoon
  • Air-conditioned rooms featuring free WiFi
  • A heated pool, free breakfast, and a gym are available