Orlando Vacation Homes › Hwy 27 Resort Area
The Hwy 27 Resort Area is just a little further West but offers some fantastic resort home options at lower prices than you would find at properties closer in to the parks.
Southwest of the West Hwy 192 resort area, Hwy 27 offers a handful of resorts which offer townhome, condo or single family home options.
While there are dedicated resorts in this area, it is also home to a mix of 55+ communities and residential neighborhoods some of which allow short term rentals.
The Hwy 27 Resort Area is located completely along Hwy 27 South of Hwy 192 but North of I-4 in Polk County.
This area is the Westernmost of the Orlando Vacation Resort areas and provides the quickest access to Florida's West coast beaches and cities via I-4.
Orlando Vacation Properties in the Hwy 27 Resort area include:
There are no real attractions short of a county park within this resort area because it is just a bit further out from the parks and because it is a mixed residential and vacation resort area. However, your are located in-between the West Hwy 192 and the Champions Gate Resort areas with their attractions, dining and shopping options.
Welcome to the investment/ vacation home of your dreams located in beautiful Central Florida! Escape to your own slice of paradise in this meticulously designed and fur...
Whether you plan to use as a short term vacation rental or just want to feel like you're on vacation everyday... this home & community are right for you! Don't miss your ...
BEAUTIFUL FULLY FURNISHED 8 Bedrooms and 6 Full Bathrooms!!! This property was beautifully decorated by famous designer Juliana Fernandes (JujuDiCasa). The impressive, hi...
Investor Alert !! FULLY FURNISHED and professionally decorated(Check out all photos please).The ten-bedroom Clearwater Grand at Windsor at Westside offers you the perfect...
Beautiful Single Family with private pool & spa located at Windsor Island Residence. There are 10 bedrooms, 8 Full bathrooms and a private pool. You'll love the open layo...
Welcome into this FULLY FURNISHED, luxury 10 BED / 8 BATH Vacation Home with a swimming pool & spa, with a variety of in-house features and amenities: Customized special ...
Welcome to Windsor Island Resort - One of the newest and most exciting vacation home communities situated near the major attractions of central Florida. This 10 bedroom, ...
Brand new Windsor Island Resort - One of the newest and most exciting vacation home communities situated near the major attractions of central Florida,Close to Disney and...
Welcome to Windsor Island Resort - One of the newest and most exciting vacation home communities situated near the major attractions of central Florida. FULLY FURNISHED ...
This immaculate 8 bedroom, 6 bathroom Disney inspired vacation home is a luxurious retreat for your next getaway. Step inside to find all the comforts of home, with prof...
TEN BEDROOM HOME with ALL the bells and whistles, in the #1 Best Rental Returns, Windsor Island Resort in the Disney World Corridor. Less than 10 miles from the Magic Ki...
Check out this private west facing pool, Windsor Island Stunner. Step inside to a welcoming open floor concept. Elegant furnishings perfectly complemented with LVP and c...
Welcome to your dream oasis in Windsor Island Residence, Davenport, FL! This gem offers a perpetual vacation lifestyle with luxurious amenities. Step in to find a private...
STUNNING INVESTMENT HOME IN A PRIME LOCATION OF WINDSOR ISLAND RESORT THAT IS SURE TO IMPRESS! PERFECT LOCATION WITHIN COMMUNITY ON LAVENDER DRIVE, JUST MINUTES FROM DISN...
Look no further! Don’t miss this amazing opportunity to buy this beautifully FULLY FURNISHED POOL/SPA HOME in the most desirable resort community- Windsor Island. Once yo...
Welcome into this FULLY FURNISHED, luxury 9 BED / 6 BATH Vacation Home with a swimming pool & spa, with a variety of in-house features and amenities: Customized special F...
Don't miss out on this incredible opportunity to own a stunning property in the highly sought-after Windsor Island Resort, a true paradise in the Disney area. This except...
Welcome to the extraordinary opportunity to own a beautiful corner lot 10-bedroom, 8-bathroom single-family home in Windsor Island Resort. This remarkable property is now...
Fantastic opportunity in the beautiful Windsor Island Resort,one of the newest and most exciting vacation home communities in the Disney area! This home is being sold ful...
Why wait for a new property under construction, this freshly delivered 10 bedrooms luxury vacation home is ready to make a profit for your stay and investment. Upgraded c...
Welcome into this FULLY FURNISHED, luxury 7 BED / 4.5 BATH Vacation Home with a swimming pool & spa, with a variety of in-house features and amenities: Customized special...
Calling Savvy Investors!! Do not wait months or up to a year for builder to complete your ideal investment home in the highly sough-out, Windsor Island Resort. It is all ...
Solar Panels installed for significant reduction in energy cost. Don’t miss out on energy efficiency and beauty with this luxurious nearly new 7 bedroom, 5 and a half bat...
Location, location, location! A beautiful brand new built home in Windsor. This “Hideaway” model is a 6 bedrooms, 4 full and 1 half baths home is ready to be a money make...
Welcome to your income-producing oasis in Davenport, where luxury and fun converge! This fully furnished short-term rental property is a gem nestled in close proximity to...
This beautiful 7 Bedrooms 5.5 Bathrooms Disney Themed Home is located in Orlando's Newest and Popular Luxury Vacation Resort Windsor Island. This Carpet-Free two-story ho...
Stunning turnkey vacation home in the heart of the sought-after 24 hr guard-gated Windsor Island Resort! this 5 bed 5.5 bath professionally decorated home has a fresh cle...
Situated in the exclusive Windsor Island Resort, this spacious 7 bedroom vacation home offers the ultimate escape. The open floor plan and high ceilings make this home fe...
A beautiful single family home, 05 bedrooms with 04 bathrooms, a beautiful pool and located within an amazing vacation condominium in Davenport. Windsor Island, has so...
This amazing 6 bedroom, single family vacation home in the one and only WINDSOR ISLAND RESORT! TURN KET, TOTALLY FURNISHED AND READY TO RENT!!!! Don’t wait 8-12 months fo...
Whether you plan to use as a short term vacation rental or just want to feel like you're on vacation everyday... this home & community are right for you! Don't miss your ...
FULLY FURNISHED PROFESSIONALY DECORATED VACATION RENTAL! Welcome to this beautiful property features 5 bedroom 5/1 bath luxury vacation property with a spacious living ar...
Welcome to 604 Kettering, an exceptional retreat that redefines luxury living. This remarkable furnished property is an embodiment of comfort and convenience, featuring S...
Welcome to one of the Newest luxury vacation property at the Windsor Island Resort Property. The right choice for your Investments goals. This 2022 house comes Fully Furn...
Here's an exciting opportunity to purchase this amazing 7 bedroom, single family vacation home in the one and only WINDSOR ISLAND RESORT! TURN KET, TOTALLY FURNISHED AND ...
Price reduced! Escape to your dream vacation home in the heart of a luxurious resort community! Nestled within the vibrant beauty of Windsor Island Resort, this exquisite...
You are about to be amazed by this wonderful home! A modern 5 bedrooms, 4 bathrooms professionally decorated house, featuring an open concept floor plan with great living...
Discover your dream investment property in the heart of Davenport's most sought-after resort community. This stunning vacation home at Windsor Island Resort boasts 5 bedr...
Don't miss the opportunity to buy this vacation home at Windsor Island Resort. This 5 bedroom, 4 bathroom house is fully furnished and decorated in its 2 floors. Here you...
Welcome to your dream retreat nestled in the heart of Davenport, Florida – a captivating 7-bedroom, 3 and a half bath haven that comes fully furnished and seamlessly comb...
SOLD 'AS IS' Beautiful and serene property in the captivating subdivision of Legacy Park. This 5-bedroom, 4 bath home is located in the center of the city of Davenport. L...
**BEST LOCATION IN WINDSOR ISLAND **Stylish FORMER MODEL home with PRIVATE POOL is located DIRECTLY ACROSS from Windsor Island Resort Clubhouse and Amenities. SOLD FULLY...
This amazing 5 bedroom 4 bath pool home sits on an oversized private lot in the brand new resort community of Windsor Island. The home offers an open concept floor plan w...
Welcome Home!!! COME SEE this FULLY FURNISHED modern move in ready home with the most wonderful views of Highlands Reserve Golf Course. Just under 3000 sq ft, this 5 bedr...
This wonderful vacation townhome like new fully furnished and perfectly located right next to the amazing clubhouse at the new Windsor Island Resort! 5 bedrooms and 4.5 b...
Welcome to your dream investment property near the magic of Disney! This luxurious 5-bedroom, 4.5-bathroom fully furnished corner lot home is nestled in Windsor Island R...
This fabulous 5 bed 4.5 bath town home with a pool is situated at the wonderful Windsor Island, with its amazing pool & lazy River, bar, restaurant, gym & arcade room. Gu...
Be prepared to fall in love with this DISNEY THEMED townhome located in a newer, highly sought after, SHORT TERM RENTAL community in Davenport. This 5 bedroom townhome ha...
Welcome to the Vista Park Community! This stunning home boasts 5 bedrooms and 7 full bathrooms and sauna, making it the perfect choice for a short-term rental, long-term,...
GORGEOUS 5BR townhome close to clubhouse and amenities that was professionally decorated with high end furnishings. Like brand new as used primarily by the owners. This...
Looking for an immaculate, light, and bright, south-facing, private back townhome? Looking for a vacation rental that is steps from all the amazing amenities that Windsor...
IF YOU NEED SPACE YOU FOUND THE RIGHT PLACE, 7 YES 7 BEDROOMS, 5 BATHS. WITH SCREENED IN POOL FOR ENTERTAINING AND FAMILY FUN.. GREAT LOCATED FAMILY OR VACATION HOME, LAR...
Why wait for Windsor Cay Resort Homes to be built for a higher price than this brand new Windsor Island Resort home. Windsor Island has been sold out for months except fo...
Why wait to build when you can own this immaculate Disney inspired townhome very close the the world class amenities of the sought after Windsor Island resort. This prop...
New furnished vacation home at Windsor Island Resort...this home has 5 bedrooms and 4.5 bathrooms and features an open concept floor plan that's perfect for entertaining ...
EXPERIENCE UNMATCHED LUXURY AND COMFORT IN THIS 5-BEDROOM VACATION HOME! This dream vacation retreat with lavish and cozy decor throughout. This spacious home boasts 5 be...
Prepare to be captivated by this exceptional property that defies ordinary descriptions. This exquisite home embodies the pinnacle of perfection, showcasing unparalleled ...
Don't miss your opporunity to bypass the builder's waitlist and scoop up a 2023 built- fully furnished townhome! You'll love the easy flow of this 5 bedroom 4.5 bath ope...
Welcome to this stunning 5-bedroom, 4-bathroom short-term rental property for sale near Florida's top attractions. Boasting an excellent rental history, this home present...
PRICE REDUCTION! LOOK NO FURTHER!. LARGE 6 BEDROOM HOME WITH FIVE FULL BATHROOMS. THIS HOME HAS A SOUTH FACING POOL AND SPA, THAT CAN BE HEATED WHEN NEEDED BY GAS H...
Exceptional opportunity to own a beautiful home in the highly sought after golf community of Highlands Reserve in Davenport, FL. This 5 bedroom 3 bathroom property comes ...
Beatiful vacation property at the Windsor Island Resort for those who celebrate every kind of love! The right choice for a great Investment. Fully Furnished. With a stunn...
JUST REDUCED! Right NEXT TO THE CLUBHOUSE. This Castaway floorplan features 5 bedrooms and 4.5 bathrooms, a nice loft with an amazing pool. Perfect for great vacation wit...
Gorgeous Home, Located in the desirable community of Calabay Parc. Freshly painted Home features 5 large bedrooms, 4.5 bathrooms Plus a Den/Bonus Room that can be used as...
The one you have been waiting for….. This immaculate Windsor Island townhouse is an amazing investment opportunity near Walt Disney. This property is a fully furnished 5...
The Castaway floorplan is a spacious interior townhome unit featuring 5 bedrooms, 4 full baths. An additional half pool bath, owner’s storage, and oversized loft await in...
PROFESSIONAL Designed FURNISHED short term rental house. TURN KEY READY to start making money. Pool faces to South. Close to the Club house and gate. This stunning 5-bedr...
Come view this beautiful home, close to Disney and all major attractions, this home could be your next family residence or investment property. Enter into the spacious ma...
7 Bedrooms and 5 bathrooms, Furnished pool home currently used as a vacation rental. NEW ROOF .LOW HOA fee. Entry to the home is via the formal living and dining areas. T...
Exceptionally furnished vacation home. Never been rented out and was used only as a personal vacation home for owners. No expenses have been spared for this property. One...
Great family home or Investment for short term rental- this 5-bedroom, 3-bathroom, Pool home is ready to go as an investment home, vacation or family residence. South-wes...
PROFESSIONAL Designed FURNISHED short term rental house. TURN KEY READY to start making money. This stunning 5-bedroom 4.5 bath townhouse is the epitome of luxury and com...
Incredible Value! Don't Wait for a New Home to be Constructed – This Fully Furnished Gem by a Professional Interior Designer Awaits You, Just Steps from the Windsor Islan...
Welcome to this stunning 5-bedroom, 3-bathroom home located in the highly sought-after neighborhood of Laurel Estates. Step inside and be greeted by the beautiful epoxy f...
Don't miss out on this exquisite, fully furnished 5-bed, 3.5-bath home located at 1147 Corvina Drive, Davenport, FL 33897. Enjoy ultimate privacy with a south-facing pool...
Seller offering $7500 towards buyers closing costs!!! Well Maintained Fully Furnished home in Gated Resort community of Solana. As you enter there is a versatile formal ...
Must see this 5 Bedroom, 3.5 Bathroom, two story home located in the Village of Tuscan Ridge Community. Kitchen includes breakfast bar, pantry, and an eat-in area. Large ...
An exceptionally spacious and beautiful home set on a large corner lot and offered at a great price. Currently furnished as an impressive 6 bedroom property, it can eas...
Welcome to this turnkey Mediterranean style dream home! Fully furnished 5 bedrooms, 4 full baths POOL residence comes with active bookings and is ready for great income...
LIVE VIRTUAL TOUR WITH LISTING!! "Welcome to your dream home at 115 Waltham Court! This charming and meticulously maintained residence offers the perfect blend of comfort...
CALLING ALLS INVESTORS. Welcome to this stunning 5-bedroom, 4-bathroom pool home nestled in the desirable Calabay Parc community. This two-story gem is fully furnished, o...
NEW ROOF MARCH 20 2023 Move-In ready Fully furnished 6 bedroom 4 bathroom villa located close to everything, near Disney Theme Parks, minutes to I-4 and US 27, easy commu...
7 Bedrooms and 5 bathrooms, Furnished pool home currently used as a vacation rental. NEW ROOF 2022 .LOW HOA fee. Entry to the home is via the formal living and dining are...
Experience the luxury and convenience with this exceptional new listing, perfectly situated just minutes away from the vibrant city of Orlando and its famed theme parks. ...
Welcome to 162 Cordova Avenue in Davenport located in the resort style GATED community of Solana. This FULLY FURNISHED 7 bedroom 4.5 bathroom pool home is a perfect fit...
Nestled within the picturesque Hampton Lakes Estates, this exquisite and move-in ready residence beckons you to its serene embrace. Boasting a thoughtfully designed layou...
WALK INTO THIS BEAUTIFUL UNIQUELY DESIGNED 4/2 POOL HOME LOCATED IN LEGACY PARK COMMUNITY. ENJOY THE MANY UPGRADES WHICH INCLUDE NEW OVERSIZED HVAC, SKYLIGHTS, SPACIOUS K...
Beautifully furnished Highland Reserve golf front most desirable 4 bed 3 bath model with heated pool and spa which overlooks the 2nd fairway. The spacious kitchen feature...
Relocate to your dream home in the highly desirable Four Corners neighborhood! This well-maintained two-story residence offers modern living in a relaxed environment. The...
Welcome to your dream home in sunny Davenport! This beautifully maintained 5-bedroom, 4-bathroom residence offers the perfect blend of luxury, comfort, and outdoor oasis ...
Fully Furnished stunning 5-bedroom, 3-bathroom residence nestled on a picturesque golf course, just 15 minutes from the magic of Disney World and approximately 30 minutes...
This property is a short term rental home but could make an amazing residential home also. It's been a vacation renters dream and has been a successful rental property...
Welcome to a newly remodeled 5-bedroom, 3.5-bathroom pool home. This bright and spacious home boasts high ceilings that create an open and airy atmosphere. On the main fl...
This awesome & excellent home offers an incredible amount of spaces, private cozy pool that helps to lower the temperature of Florida. Is ready to be rented out or lived ...
Welcome, this stunning property offers an exceptional combination of spaciousness and the ideal location for those seeking a long term or short-term rental opportunity. T...
Amazing Rental or Your New Home! Short-term rental zoned community in Davenport. Venetian style home features 4 Bedrooms and 4 Bathrooms. Gorgeous Open Floorplan in Kitch...
Back on Market! NEW ROOF will be installed prior to closing!! Beautifully appointed TURNKEY Short Term Rental or primary residence opportunity with SOUTH FACING POOL in t...
A beautiful property, NEW ROOF Oct. 2022 and RENOVATION July 2021 with 5 bedroom plus one bonus room with wardrobe that could be used as an additional bedroom or a spacio...
Nice back yard view of pool and trees, neighbors on the sides of the home, none behind the house, Enjoy sun rises in the early mornings and depending on the time of the ...
One or more photo(s) has been virtually staged. This stunning home is sure to impress with its natural color palette and fresh interior paint. The flexible living space ...
David Myers 407-801-3286
Your Orlando Vacation Home Expert