1-321-978-0990

3088 MD 87 photos Select any photo to open the full-size gallery and browse every image.

1 / 87

Unwind in your private screened swimming pool and spa, with a covered outdoor area for relaxing and dining.
Unwind in your private screened swimming pool and spa, with a covered outdoor area for relaxing and dining.
Welcome to this spacious two-story vacation home featuring a private driveway, garage, and an inviting entrance for your Orlando getaway.
Welcome to this spacious two-story vacation home featuring a private driveway, garage, and an inviting entrance for your Orlando getaway.
Kids will love this colorful Disney-themed bedroom featuring fun character décor, bunk beds, and plenty of space to relax.
Kids will love this colorful Disney-themed bedroom featuring fun character décor, bunk beds, and plenty of space to relax.
Enjoy the spacious open-concept living area, seamlessly connecting the living room, kitchen, and dining space for easy time together.
Enjoy the spacious open-concept living area, seamlessly connecting the living room, kitchen, and dining space for easy time together.
The upstairs loft offers a comfortable lounge area with a sectional sofa and flat-screen TV, along with a game room featuring a pool table, arcade game, and foosball.
The upstairs loft offers a comfortable lounge area with a sectional sofa and flat-screen TV, along with a game room featuring a pool table, arcade game, and foosball.
Unwind and relax in the private spa after a fun-filled day exploring Orlando.
Unwind and relax in the private spa after a fun-filled day exploring Orlando.
Enjoy your own private swimming pool and spa, complete with a covered outdoor dining area perfect for relaxing after a day at the parks.
Enjoy your own private swimming pool and spa, complete with a covered outdoor dining area perfect for relaxing after a day at the parks.
Take a refreshing swim in your private screened pool and enjoy plenty of space to relax during your stay.
Take a refreshing swim in your private screened pool and enjoy plenty of space to relax during your stay.
Relax by the private screened pool with plenty of comfortable sun loungers and space to soak up the Florida sunshine.
Relax by the private screened pool with plenty of comfortable sun loungers and space to soak up the Florida sunshine.
Step inside to a bright and welcoming entryway that leads into the spacious main living areas.
Step inside to a bright and welcoming entryway that leads into the spacious main living areas.
Enjoy a spacious dining area that flows seamlessly into the kitchen, perfect for gathering together over meals.
Enjoy a spacious dining area that flows seamlessly into the kitchen, perfect for gathering together over meals.
Gather around the large dining table with plenty of seating for family meals and memorable evenings together.
Gather around the large dining table with plenty of seating for family meals and memorable evenings together.
Gather around the large dining table with plenty of seating for family dinners and special meals together.
Gather around the large dining table with plenty of seating for family dinners and special meals together.
Gather together around the large dining table, offering plenty of seating for family meals, celebrations, and memorable evenings at the villa.
Gather together around the large dining table, offering plenty of seating for family meals, celebrations, and memorable evenings at the villa.
Relax and unwind in the spacious living room with comfortable seating and plenty of room for everyone to gather.
Relax and unwind in the spacious living room with comfortable seating and plenty of room for everyone to gather.
Prepare meals with ease in the spacious kitchen featuring a large center island, ample counter space, and plenty of room for everyone.
Prepare meals with ease in the spacious kitchen featuring a large center island, ample counter space, and plenty of room for everyone.
Enjoy a bright and spacious kitchen with generous counter space, plenty of storage, and convenient bar seating.
Enjoy a bright and spacious kitchen with generous counter space, plenty of storage, and convenient bar seating.
Enjoy casual meals and conversation at the spacious kitchen breakfast bar with comfortable seating for four.
Enjoy casual meals and conversation at the spacious kitchen breakfast bar with comfortable seating for four.
Cook and gather together in the spacious kitchen featuring a large center island, ample counter space, and convenient bar seating.
Cook and gather together in the spacious kitchen featuring a large center island, ample counter space, and convenient bar seating.
Dine outdoors in the spacious covered patio area with beautiful views of the private pool.
Dine outdoors in the spacious covered patio area with beautiful views of the private pool.
Enjoy meals together in the covered outdoor dining area overlooking the private pool.
Enjoy meals together in the covered outdoor dining area overlooking the private pool.
Kick back and relax on comfortable sun loungers in the covered patio area beside the pool.
Kick back and relax on comfortable sun loungers in the covered patio area beside the pool.
Challenge family and friends to a game of foosball or pool in this spacious games room designed for hours of entertainment.
Challenge family and friends to a game of foosball or pool in this spacious games room designed for hours of entertainment.
The upstairs loft offers a comfortable lounge area with a sectional sofa and flat-screen TV, along with a game room featuring a pool table, arcade game, and foosball.
The upstairs loft offers a comfortable lounge area with a sectional sofa and flat-screen TV, along with a game room featuring a pool table, arcade game, and foosball.
The upstairs loft offers a comfortable lounge area with a sectional sofa and flat-screen TV, along with a game room featuring a pool table, arcade game, and foosball.
The upstairs loft offers a comfortable lounge area with a sectional sofa and flat-screen TV, along with a game room featuring a pool table, arcade game, and foosball.
The upstairs loft offers a comfortable lounge area with a sectional sofa and flat-screen TV, along with a game room featuring a pool table, arcade game, and foosball.
The upstairs loft offers a comfortable lounge area with a sectional sofa and flat-screen TV, along with a game room featuring a pool table, arcade game, and foosball.
The upstairs loft offers a comfortable lounge area with a sectional sofa and flat-screen TV, along with a game room featuring a pool table, arcade game, and foosball.
The upstairs loft offers a comfortable lounge area with a sectional sofa and flat-screen TV, along with a game room featuring a pool table, arcade game, and foosball.
Relax in the spacious ground-floor primary bedroom featuring a king-size bed and private en-suite bathroom.
Relax in the spacious ground-floor primary bedroom featuring a king-size bed and private en-suite bathroom.
Unwind in the comfortable ground-floor primary suite featuring a king-size bed, plenty of space, and a private en-suite bathroom.
Unwind in the comfortable ground-floor primary suite featuring a king-size bed, plenty of space, and a private en-suite bathroom.
Relax in the spacious primary bedroom featuring a comfortable king-size bed, TV, and private en-suite bathroom.
Relax in the spacious primary bedroom featuring a comfortable king-size bed, TV, and private en-suite bathroom.
Enjoy plenty of room to unwind in this ground-floor primary suite with a king-size bed, TV, and comfortable seating area
Enjoy plenty of room to unwind in this ground-floor primary suite with a king-size bed, TV, and comfortable seating area
Refresh and unwind in the spacious primary en-suite featuring a large vanity, soaking tub, and separate walk-in shower.
Refresh and unwind in the spacious primary en-suite featuring a large vanity, soaking tub, and separate walk-in shower.
The private primary bathroom offers plenty of vanity space and convenient access to the pool deck.
The private primary bathroom offers plenty of vanity space and convenient access to the pool deck.
Refresh in the spacious primary en-suite featuring a large walk-in shower with glass enclosure.
Refresh in the spacious primary en-suite featuring a large walk-in shower with glass enclosure.
Relax in this inviting ground-floor bedroom featuring a comfortable king-size bed and plenty of natural light.
Relax in this inviting ground-floor bedroom featuring a comfortable king-size bed and plenty of natural light.
Unwind in this spacious ground-floor bedroom featuring a king-size bed and plenty of room to settle in comfortably.
Unwind in this spacious ground-floor bedroom featuring a king-size bed and plenty of room to settle in comfortably.
Enjoy a relaxing stay in this spacious king bedroom featuring a TV and comfortable seating area.
Enjoy a relaxing stay in this spacious king bedroom featuring a TV and comfortable seating area.
Family bathroom next to bedroom 2 on the ground floor.
Family bathroom next to bedroom 2 on the ground floor.
Unwind in this bright and inviting bedroom featuring a comfortable queen-size bed, TV, and private en-suite bathroom.
Unwind in this bright and inviting bedroom featuring a comfortable queen-size bed, TV, and private en-suite bathroom.
Enjoy a comfortable stay in this spacious queen bedroom featuring a TV, plenty of natural light, and a private en-suite bathroom.
Enjoy a comfortable stay in this spacious queen bedroom featuring a TV, plenty of natural light, and a private en-suite bathroom.
Unwind in this bright and inviting bedroom featuring a comfortable queen-size bed, TV, and private en-suite bathroom.
Unwind in this bright and inviting bedroom featuring a comfortable queen-size bed, TV, and private en-suite bathroom.
Enjoy the convenience of a private en-suite bathroom featuring a spacious vanity and shower/tub combination.
Enjoy the convenience of a private en-suite bathroom featuring a spacious vanity and shower/tub combination.
Unwind in this comfortable queen bedroom featuring a TV and private Jack-and-Jill bathroom.
Unwind in this comfortable queen bedroom featuring a TV and private Jack-and-Jill bathroom.
Enjoy a relaxing stay in this spacious queen bedroom featuring a comfortable bed, TV, and access to a Jack-and-Jill bathroom.
Enjoy a relaxing stay in this spacious queen bedroom featuring a comfortable bed, TV, and access to a Jack-and-Jill bathroom.
Enjoy a relaxing stay in this spacious queen bedroom featuring a comfortable bed, TV, and access to a Jack-and-Jill bathroom.
Enjoy a relaxing stay in this spacious queen bedroom featuring a comfortable bed, TV, and access to a Jack-and-Jill bathroom.
Convenient Jack-and-Jill bathroom shared between Bedrooms 4 and 5, featuring a spacious vanity and shower/tub combination.
Convenient Jack-and-Jill bathroom shared between Bedrooms 4 and 5, featuring a spacious vanity and shower/tub combination.
Kids will love this fun Finding Nemo-themed bedroom featuring bunk beds, colorful underwater décor, a TV, and access to a Jack-and-Jill bathroom.
Kids will love this fun Finding Nemo-themed bedroom featuring bunk beds, colorful underwater décor, a TV, and access to a Jack-and-Jill bathroom.
Make bedtime fun in this colorful Finding Nemo-themed bunk room featuring playful underwater décor and access to a Jack-and-Jill bathroom.
Make bedtime fun in this colorful Finding Nemo-themed bunk room featuring playful underwater décor and access to a Jack-and-Jill bathroom.
Kids will love this fun Finding Nemo-themed bedroom featuring colorful underwater décor, a TV, and access to a Jack-and-Jill bathroom.
Kids will love this fun Finding Nemo-themed bedroom featuring colorful underwater décor, a TV, and access to a Jack-and-Jill bathroom.
Relax in this charming nautical-themed bedroom featuring two comfortable twin beds, a TV, and private en-suite bathroom.
Relax in this charming nautical-themed bedroom featuring two comfortable twin beds, a TV, and private en-suite bathroom.
Enjoy a comfortable stay in this twin bedroom featuring two beds, a TV, plenty of storage, and a private en-suite bathroom.
Enjoy a comfortable stay in this twin bedroom featuring two beds, a TV, plenty of storage, and a private en-suite bathroom.
Perfect for kids or additional guests, this nautical-themed bedroom features two twin beds, a TV, and private en-suite bathroom.
Perfect for kids or additional guests, this nautical-themed bedroom features two twin beds, a TV, and private en-suite bathroom.
Enjoy the convenience of a private en-suite bathroom featuring a spacious vanity and walk-in shower
Enjoy the convenience of a private en-suite bathroom featuring a spacious vanity and walk-in shower
Relax in this bright and inviting bedroom featuring two comfortable twin beds and a private en-suite bathroom.
Relax in this bright and inviting bedroom featuring two comfortable twin beds and a private en-suite bathroom.
Perfect for kids or additional guests, this cheerful bedroom features two twin beds and a private en-suite bathroom.
Perfect for kids or additional guests, this cheerful bedroom features two twin beds and a private en-suite bathroom.
Enjoy a comfortable stay in this spacious twin bedroom featuring two beds, a TV, plenty of storage, and a private en-suite bathroom.
Enjoy a comfortable stay in this spacious twin bedroom featuring two beds, a TV, plenty of storage, and a private en-suite bathroom.
Enjoy the convenience of a private en-suite bathroom featuring a spacious vanity and shower/tub combination.
Enjoy the convenience of a private en-suite bathroom featuring a spacious vanity and shower/tub combination.
Relax in this bright and comfortable bedroom featuring two twin beds and charming coastal-inspired décor.
Relax in this bright and comfortable bedroom featuring two twin beds and charming coastal-inspired décor.
Perfect for kids or additional guests, this inviting bedroom features two comfortable twin beds and plenty of natural light.
Perfect for kids or additional guests, this inviting bedroom features two comfortable twin beds and plenty of natural light.
Enjoy a comfortable stay in this spacious twin bedroom featuring two beds, a TV, and plenty of room to settle in.
Enjoy a comfortable stay in this spacious twin bedroom featuring two beds, a TV, and plenty of room to settle in.
Enjoy the convenience of a private en-suite bathroom featuring a spacious vanity and shower/tub combination.
Enjoy the convenience of a private en-suite bathroom featuring a spacious vanity and shower/tub combination.
Relax in this bright and inviting bedroom featuring a comfortable queen-size bed and charming coastal-inspired décor.
Relax in this bright and inviting bedroom featuring a comfortable queen-size bed and charming coastal-inspired décor.
Unwind in this spacious queen bedroom featuring a comfortable bed and plenty of natural light.
Unwind in this spacious queen bedroom featuring a comfortable bed and plenty of natural light.
Enjoy a relaxing stay in this comfortable queen bedroom featuring a TV, dresser, and plenty of space to unwind.
Enjoy a relaxing stay in this comfortable queen bedroom featuring a TV, dresser, and plenty of space to unwind.
Convenient family bathroom located between Bedrooms 9 and 10, featuring a spacious vanity and shower/tub combination.
Convenient family bathroom located between Bedrooms 9 and 10, featuring a spacious vanity and shower/tub combination.
Make bedtime part of the adventure in this vibrant Disney-themed bedroom featuring bunk beds and playful character décor.
Make bedtime part of the adventure in this vibrant Disney-themed bedroom featuring bunk beds and playful character décor.
Make bedtime part of the adventure in this vibrant Disney-themed bedroom featuring bunk beds and playful character décor.
Make bedtime part of the adventure in this vibrant Disney-themed bedroom featuring bunk beds and playful character décor.
Enjoy a fun and playful Disney-themed bedroom featuring a TV, plenty of storage, and colorful character-inspired décor.
Enjoy a fun and playful Disney-themed bedroom featuring a TV, plenty of storage, and colorful character-inspired décor.
A convenient downstairs mudroom provides additional storage space to help keep belongings organized during your stay.
A convenient downstairs mudroom provides additional storage space to help keep belongings organized during your stay.
Enjoy the convenience of an in-home laundry room with a full-size washer and dryer, perfect for longer stays and family vacations.
Enjoy the convenience of an in-home laundry room with a full-size washer and dryer, perfect for longer stays and family vacations.
View the complete floor plan showcasing the layout of both the ground and first floors to help plan your stay.
View the complete floor plan showcasing the layout of both the ground and first floors to help plan your stay.
Welcome to Windsor at Westside, a beautiful resort community offering fantastic amenities for guests to enjoy throughout their stay.
Welcome to Windsor at Westside, a beautiful resort community offering fantastic amenities for guests to enjoy throughout their stay.
Grab a refreshing drink or bite to eat at the resort's convenient poolside tiki bar.
Grab a refreshing drink or bite to eat at the resort's convenient poolside tiki bar.
Kick back and relax among the palm trees in the resort's peaceful hammock area.
Kick back and relax among the palm trees in the resort's peaceful hammock area.
Enjoy drinks and refreshments without straying far from the fun at the resort's poolside bar.
Enjoy drinks and refreshments without straying far from the fun at the resort's poolside bar.
Spend the day relaxing by the spacious resort-style pool with plenty of loungers and room to soak up the Florida sunshine.
Spend the day relaxing by the spacious resort-style pool with plenty of loungers and room to soak up the Florida sunshine.
Make a splash at the resort's exciting water slides, perfect for adding even more fun to your vacation.
Make a splash at the resort's exciting water slides, perfect for adding even more fun to your vacation.
Cool off in the resort pool and enjoy exciting water slides surrounded by tropical landscaping.
Cool off in the resort pool and enjoy exciting water slides surrounded by tropical landscaping.
Little ones can splash, play, and cool off in the resort's colorful children's water play area.
Little ones can splash, play, and cool off in the resort's colorful children's water play area.
Kids will love the interactive water playground featuring slides and plenty of space for splash-filled fun.
Kids will love the interactive water playground featuring slides and plenty of space for splash-filled fun.
Enjoy some friendly competition in the resort arcade featuring a variety of games for kids and adults.
Enjoy some friendly competition in the resort arcade featuring a variety of games for kids and adults.
Take in an aerial view of the impressive resort amenities, including the expansive pool and surrounding recreation areas.
Take in an aerial view of the impressive resort amenities, including the expansive pool and surrounding recreation areas.
Enjoy convenient poolside dining and refreshments just steps away from the resort's recreation areas.
Enjoy convenient poolside dining and refreshments just steps away from the resort's recreation areas.
Unwind beneath the palm trees in the resort's relaxing hammock area—the perfect spot for a little downtime.
Unwind beneath the palm trees in the resort's relaxing hammock area—the perfect spot for a little downtime.
Welcome to Windsor at Westside, a beautiful gated resort community designed for a fun and relaxing Orlando vacation.
Welcome to Windsor at Westside, a beautiful gated resort community designed for a fun and relaxing Orlando vacation.
Get a bird's-eye view of the expansive resort complex featuring a large pool, water attractions, and tropical surroundings.
Get a bird's-eye view of the expansive resort complex featuring a large pool, water attractions, and tropical surroundings.
Enjoy access to the beautiful resort-style community pool, perfect for cooling off and enjoying the Florida sunshine.
Enjoy access to the beautiful resort-style community pool, perfect for cooling off and enjoying the Florida sunshine.

3088 MD

Orlando - Windsor Island Resort | Davenport

  • Up to 10 bedrooms
  • 8 bathrooms
  • Up to 24 guests
  • 5,998 sq ft

Details

Floor plan

Review the property layout before your stay.

3088 MD — Floor plan

Open in new tab
3088 MD floor plan

Rates and availability

Select an available check-in and checkout date to see All-In Pricing.

Loading rates and availability…

Location

Orlando - Windsor Island Resort | Davenport | Florida

View on Google Maps

28 guest reviews

5.0

Absolutely massive

Jemma ·

5.0

We had a fantastic stay! The home was absolutely massive and gave us so much space as a family. We especially loved the upstairs family room with the games. The gaming table was a huge hit with everyone, and the Pac-Man games were such a fun retro touch. The outlook from the pool was so peaceful and relaxing, which was lovely after busy days out. The whole home was very clean, and the beds were incredibly comfortable. A big thank you to Lisa and Martha for all their help and support during our stay. We really appreciated all the local tips and the help getting the TVs working. We had a brilliant time and thoroughly enjoyed the villa.

Great Place

Calvin ·

5.0

Great place my family really enjoyed it

Fantastic Villa

Mark ·

5.0

Fantastic, perfect villa, very clean, called the management company to fix a blocked toilet and they repaired it straight away. 5 out of 5

Best home we have stayed in

Maribel ·

5.0

This home was massive, spotless, and perfect for our family. The resort amenities were great, and the guest service from Cailin and Lisa was outstanding from start to finish. We come to Florida a few times a year, and this is honestly the best home we have stayed in — it will definitely be our go-to home from now on!

This Place Was Absolutely Beautiful

Lilly ·

5.0

This place was absolutely beautiful. It was simple, elegant, and welcoming. Had so much space to entertain my large family. They include some basic baby essentials! We had a couple small problems, but the team was helpful. Overall my family had a great time and we would absolutely stay here again.

Perfect For Our Family Reunion

Gail ·

5.0

The house was perfect for our family reunion. It was just like the pictures. We enjoyed the game area and the outdoor pool. It was very clean. We all loved it!!

Great!

David ·

5.0

Everything was great. Well equipped villa and was lovely and clean. Would stay here again!

Beautiful Home

Robin ·

5.0

Beautiful home with a lot of space. Would stay there again!

Excellent House & Excellent Service

Tamiko ·

5.0

I was very impressed with the team as they were very responsive and intentional with ensuring my family and I felt welcomed and as a valued guest. I had a concern about the pool heat and they immediately had someone to come out to the property to address my concern. The home was very clean and fully stocked with kitchen appliances and items to where we did not have to purchase anything!!! It was a great stay and will definitely choose them again when traveling to the area!!!

Great Home for Large Groups, Responsive Host

Felipe ·

4.0

The house was in excellent condition and comfortably accommodated our entire party, which was quite large, without any issues. The layout and amenities were well suited for group stays, and everything was clean and well maintained upon arrival. The host was very communicative throughout our stay and attended to our requests promptly, which we truly appreciated. The only downside was the pool and jacuzzi heating. During our stay, we experienced several very cold nights (around 35°F–42°F). Unfortunately, the pool did not heat up as much as we expected, and on those colder nights the jacuzzi was only lukewarm. Even though it was set to 104°F, it did not go above approximately 82°F, which made it unusable during those evenings. Overall, it was a great stay and a solid choice for large groups—just something to be aware of if you plan to rely heavily on the pool or jacuzzi during colder weather.

Guest reviews

3088 MD

More stays to explore

Featured Rentals You May Like

© 2026 Luxury Rental Collection by Florida Vacation Homes