Are there vacation rentals with a dedicated workspace in Wildwood?

Yes! Work meets play with ease at over 550 vacation rentals in Wildwood featuring dedicated workspaces. Stay connected and productive in your home away from home.

Are there pet-friendly vacation rentals in Wildwood?

Four-legged friends are welcome in Wildwood. Choose from more than 380 vacation rentals for guests traveling with pets.

Are there Wildwood vacation rentals on Airbnb with pools?

Yes! Dive into the perfect getaway at one of over 370 vacation homes with pools in Wildwood, available on Airbnb. Make a splash and soak up the sun in style!

Do villa rentals in Wildwood have a bbq area?

Absolutely! We offer over 30 villa rentals with a bbq area in Wildwood. Enjoy a tailored experience with all the comforts you desire.

Do house rentals in Wildwood have a gym?

Absolutely! We offer over 120 house rentals with a gym in Wildwood. Enjoy a tailored experience with all the comforts you desire.

Do villa rentals in Wildwood have air conditioning?

Absolutely! We offer over 110 villa rentals with air conditioning in Wildwood. Enjoy a tailored experience with all the comforts you desire.

How much does it cost to stay in villa rentals in Wildwood?

Experience the best of Wildwood with our villa rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Do villa rentals in Wildwood have wifi?

Absolutely! We offer over 110 villa rentals with wifi in Wildwood. Enjoy a tailored experience with all the comforts you desire.

Are there family-friendly villa rentals in Wildwood?

Wildwood has more than 100 family-friendly villa rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

What are the most popular amenities for Villa Rentals in Wildwood?

Enhance your stay in our Villa Rentals with the most popular amenities: over 110 homes with air conditioning, over 10 homes with a gym, over 30 homes with a bbq area, over 110 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Wildwood vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Wildwood

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Townhouse in Kissimmee

4.8 out of 5 average rating, 250 reviews

#5708 Lakefront Oasis,2 MBRs,Priv Spa,Pool,Disney

RichRating, 5 stars1 week ago

We had an amazing stay at Sam and Helen’s vacation home. The house looked exactly like the pictures and the resort was absolutely stunning with everything you could need. We were very lucky and managed to see lots of wildlife, a gator, snapping turtles, deer and even a raccoon. The house is in such a great location. Less than a 15 minute drive to Disney, 10 mins to Walmart and walking distance to 7/11 and restaurants We will 100% be back

Superhost

A bright living area features a comfortable white sofa adorned with colorful pillows, complemented by a stylish coffee table. A smart TV displays a tropical scene, and sliding glass doors open to a private balcony with views of palm trees. Natural light fills the space.

Condo in Orlando

4.82 out of 5 average rating, 132 reviews

Resort Condo: 2BR w/ Balcony near Disney

AshleighRating, 5 stars1 month ago

took my son for a trip to universal studios and feel like I could not have chose a better place than Dennis's! Clean and well stocked with everything you need! walking distance to restaurants grocery and gift shops. 10 mins to universal. all my Lyft rides were a smooth pick up and drop off. pools were amazing! I would 100% book again. Thanks again for the amazing Airbnb ✨🙌🏽

Guest favorite

A spacious deck offers multiple lounge chairs facing a picturesque water view. Flags flutter in the breeze while the expansive area is surrounded by a railing, providing a serene environment for relaxation and enjoying the outdoors.

Home in Ocklawaha

5 out of 5 average rating, 6 reviews

As good as it gets! Lakefront - with a pool!

CharlieRating, 5 stars1 month ago

We stayed at this home for a month and Karla was a wonderful host! She was so helpful in assisting us in baby proofing the pool area which made our stay so much better and comfortable. The house is lovely and the outdoor space is just unbelievable. We loved the privacy of the property and the beautiful sunsets. There’s a deli nearby that is walkable, but you have to drive a little to get to other main stores. No big deal at all and was a welcome activity for my toddler. We would stay here again and would highly recommend this to anyone else!

Superhost

Condo in Davenport

4.65 out of 5 average rating, 54 reviews

Paradise near Disney

EliseRating, 5 stars1 month ago

The 2 Bedroom 1 st floor was next door to the pickle courts a clicking sound till 9 pm ! The place was clean and comfortable great big lanai the furniture was up too date , plenty of towels, the kitchen was well equipped, spent a month good value , would book again .thank you Elise Roy from New Hampshire!

Guest favorite

A screened lanai offers a view of a green landscape bordered by a black fence, with tree silhouettes framed against the sky. A decorative lamp sits on a table, providing subtle illumination. Two black chairs and a small side table are arranged around the space.

Home in The Villages

4.88 out of 5 average rating, 26 reviews

Entire Home in The Villages Absolutely Beautiful!!

TheresaRating, 5 stars1 week ago

We had a wonderful time during our vacation. The house was very comfortable and spacious enough for 2 couples. Instructions were left on the fridge, the home was spotless, and it provided plenty of amenities. The use of the golf cart was a bonus, and the location was perfect. Dale was very responsive when we had questions. We will certainly go back. Thank you, Dale and Sandy.

Guest favorite

A serene pathway, lined with lush greenery and mulch, winds through manicured landscaping towards a gazebo overlooking a tranquil lake. A fountain emits gentle sprays of water in the distance, complementing the peaceful surroundings.

Townhouse in Kissimmee

4.94 out of 5 average rating, 188 reviews

Beautiful family home near all attractions.

ShannonRating, 5 stars1 week ago

Had a lovely stay, really enjoyed the heated pool and hot tubs. The place was very comfortable and had what we needed. The area was nice and quiet. Appreciated the restaurant recommendations and couple of water bottles which were just what we needed when our flight in had gotten delayed. Would definitely recommend!

Top guest favorite

A staircase featuring light wooden steps leads to an upper level, surrounded by neutral-colored walls. A door is visible on the left side, while a cozy living area with a large sofa is partially shown in the background, enhancing the welcoming entryway.

Townhouse in Kissimmee

5 out of 5 average rating, 18 reviews

The Best New TownHome in Kissimmee.

YasmineRating, 5 stars1 week ago

David was very nice and responsive when we asked a couple questions. The home was very clean and beautiful. You’re only allowed to park 2 cars in front of the home and any extra need to be parked outside of the community. Overall it was a great stay and I would book again!

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What guests are saying

Beautiful villa near Sumter Landing w/ Golf Cart

4.9 out of 5 average rating, 20 reviews12 months ago

What a great find for us when we booked Lisa’s place. The villa was fully equipped with everything that we needed. It was cleaner than clean. We couldn’t have asked for more. There was an electric golf cart for our use. Which was really an added bonus when visiting the villages. Typically we would have gas to rent one or borrow one from one of our friends. BONUS FOR SURE! Thank you Lisa!!!!! During our stay the clothes dryer went out when we were there and Lisa went the extra mile to have a new dryer installed in just 4 days. The technicians explained the dryers functionality and were extremely informative and nice. We considered Lisa’s response above and beyond and would highly recommend renting from her in the future. We will be back for sure. If Airbnb had a 10+++ I would give it to her and her place. Randy and Chris Gibson

Villa in The Villages

What guests are saying

The Villages, De La Vista West 1762

4.93 out of 5 average rating, 40 reviews3 months ago

Our stay at Lee’s exceeded our expectations! It was perfect for our family of 4! The kitchen has everything you need and more!! It was stocked plentiful with towels, laundry detergent, coffee and more!! Lee promptly responded to all our questions!! An absolute perfect place to stay and so beautifully decorated!!! We will go again!!!

Home in Lady Lake

What guests are saying

Disney, Villa Runaway Beach, Kissimmee 2

4.69 out of 5 average rating, 67 reviews1 month ago

Monica and Sebastian have a beautiful place, home feeling and absolutely beautiful. Getting into the place was easy and getting in the home was very easy too. We were very happy with our stay. The apparent is cozy and the apartment complex is very beautiful and super clean. We enjoyed our stay. Thank you Brenda and Manny

Condo in Kissimmee

What guests are saying

THE BEST for Large Families Private Pool & Theater

4.7 out of 5 average rating, 148 reviews4 weeks ago

Bonnie and Sergio’s place was in a wonderful, private, gated community super close to all the Disney parks. Easy to find and was in a super convenient location, close to any and all essential place needed during vacation. The theater room was so nice for the little ones! Spacious house with an enclosed back deck with pool and hot tub. Everything you could ever need and more! We look forward to many more stays!

Home in Kissimmee

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Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Apartments

Convenient locations with everyday essentials

Popular amenities for Wildwood vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Wildwood's top sights

Spanish Springs Town Square75 locals recommend

Brownwood Paddock Square53 locals recommend

Cane Garden Country Club14 locals recommend

The Villages Polo Club14 locals recommend

Eisenhower Regional Pool & Recreation Center13 locals recommend

Lighthouse Point Bar & Grille12 locals recommend

Other great vacation rentals in Wildwood

Guest favorite

A meandering lazy river is surrounded by lush tropical landscaping, featuring palm trees and vibrant greenery. The clear water reflects the sky, creating a serene atmosphere. Sun loungers are situated along the riverbanks, inviting relaxation in the outdoor space.

Villa in Kissimmee

4.83 out of 5 average rating, 69 reviews

Home w/ PVT Pool, Game Room & Resort access 2100

DestinyRating, 5 stars3 weeks ago

My family & I absolutely loved this place, the kids & adult all enjoyed it! Our only problem was that downstairs was very hot & the AC was not working very well but the upstairs was very cool. My fiancée, baby & I had the room downstairs & had trouble sleeping since it was so hot. Other than that it was an absolute dream, will be booking again when we go to Florida next time!

Top guest favorite

The entrance of a resort is captured, featuring a welcoming pathway bordered by neatly trimmed landscaping. Palm trees and vibrant shrubs provide a tropical ambiance, while the building showcases a tiled roof and an inviting façade. A decorative fountain is visible near the entrance.

Condo in Davenport

5 out of 5 average rating, 28 reviews

Cozy Condo in Champions Gate

DianeRating, 5 stars1 week ago

We cannot say enough about how much we loved our stay during this winter. For the second year we have enjoyed a wonderful, clean, peaceful stay at this fantastic condo. There is nothing to complain about. Ana has been a very responsive and helpful host and everything was just perfect and was truly a comfortable “home sweet home”. We will surely stay at Ana’s condo again and again in the years to come.

Guest favorite

The resort area features multiple pools and lounging spaces surrounded by lush landscaping. Curved pathways guide to various amenities, including shaded cabanas and sun loungers. The vibrant blue waters contrast with the red accents of the poolside, creating an inviting recreational environment.

Townhouse in Davenport

4.9 out of 5 average rating, 10 reviews

Great Town home with lazy river

KieraRating, 5 stars3 weeks ago

Anthony’s place came with no hidden surprises, checkin/out was a breeze. Although we had plans to visit the local theme parks, the resort had plenty more things for our family to enjoy! Thank you Anthony for making our vacation memorable!!

Superhost

A large swimming pool is surrounded by lush palm trees and sun loungers, offering a refreshing escape. The clear blue water reflects the sky, with steps leading into the pool area. A spacious deck provides ample space for relaxation and enjoyment under the sun.

Home in Davenport, Orlando

4.88 out of 5 average rating, 34 reviews

Orlando Retreat: Cozy Escape for Magical Holidays

NicoleRating, 5 stars2 weeks ago

Laura’s place was the perfect spot for our Disney vacation. Close enough to be parks but just far enough that it didn’t feel so busy all the time.

Top guest favorite

A colorful water play area features a wooden pirate ship with multiple water features, including a large water bucket and a slide. Stairs lead up to the main deck, surrounded by a splash area, offering a playful environment for children.

Home in Davenport

4.96 out of 5 average rating, 25 reviews

Pelican Escape

EmiliaRating, 5 stars1 month ago

Our stay was very comfortable. Not far from Disney and other attractions. My family had everything they needed, would stay again in the future!

Guest favorite

An open living space features a modern gray sofa adorned with yellow throw pillows. Natural wood paneling on the ceiling enhances the cabin's charm, while a staircase leads to the upper level. A kitchen island is positioned near stainless steel appliances, creating a functional area.

Cabin in Orlando

4.9 out of 5 average rating, 119 reviews

The Moose Cabin, Luxury Stay

DavidRating, 5 stars3 weeks ago

First time staying in the area, this spot was perfect for us to come and go from. Clean and well laid out... Great spot to rest between park!! Thank you!

Superhost

Home in Four Corners

4.88 out of 5 average rating, 16 reviews

DisneyVacationHomeLazyRiver9021

SharonRating, 5 stars1 week ago

This beautiful home worked well for our family…4 couples and 3 small children. Pool and hot tub were great and clean! The house was large and we had a ton of fun! The host was super responsive every time we sent a message. We would definitely come back to this house and would highly recommend it!

Guest favorite

A private heated swimming pool is enclosed by a clear screened area, showcasing a bright blue surface. Comfortable lounge chairs are positioned alongside the pool, with lush greenery visible in the background.

Home in Ocala

5 out of 5 average rating, 18 reviews

Family Vacation house with Pool

MagdalynRating, 5 stars1 week ago

Lots of space. Rented it for a place to stay with my adult children who travelled from all over the country and abroad for my daughter’s wedding. It was perfect.

Show all

Quick stats about vacation rentals in Wildwood

Total rentals
940 properties
Total number of reviews
14K reviews
Family-friendly rentals
840 properties are a good fit for families
Pet-friendly rentals
380 properties allow pets
Rentals with a pool
370 properties have a pool
Rentals with dedicated workspaces
550 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Wildwood?
Yes! Work meets play with ease at over 550 vacation rentals in Wildwood featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Wildwood?
Four-legged friends are welcome in Wildwood. Choose from more than 380 vacation rentals for guests traveling with pets.
Are there Wildwood vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 370 vacation homes with pools in Wildwood, available on Airbnb. Make a splash and soak up the sun in style!
Do villa rentals in Wildwood have a bbq area?
Absolutely! We offer over 30 villa rentals with a bbq area in Wildwood. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wildwood have a gym?
Absolutely! We offer over 120 house rentals with a gym in Wildwood. Enjoy a tailored experience with all the comforts you desire.
Do villa rentals in Wildwood have air conditioning?
Absolutely! We offer over 110 villa rentals with air conditioning in Wildwood. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in villa rentals in Wildwood?
Experience the best of Wildwood with our villa rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do villa rentals in Wildwood have wifi?
Absolutely! We offer over 110 villa rentals with wifi in Wildwood. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly villa rentals in Wildwood?
Wildwood has more than 100 family-friendly villa rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Villa Rentals in Wildwood?
Enhance your stay in our Villa Rentals with the most popular amenities: over 110 homes with air conditioning, over 10 homes with a gym, over 30 homes with a bbq area, over 110 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Wildwood vacation rentals

Top-rated vacation rentals in Wildwood

The great Florida escape!

Beautiful villa near Sumter Landing w/ Golf Cart

The Villages, De La Vista West 1762

The Sandpiper Villa

Fireworks View - NEW 4BD Cottage In Margaritaville

Lux Tiny Home/RV on Private 1 acre

3BR 3Bath Condo Resort near Disney, Book Now!

FREE Golf Cart + Fabulous Location + Classy Decor!

Lovely Historic Cottages Mount Dora, Rendezvous.

My Disney Villa

Disney, Villa Runaway Beach, Kissimmee 2

THE BEST for Large Families Private Pool & Theater

Vacation rentals for every style

Popular amenities for Wildwood vacation rentals

Stay near Wildwood's top sights

Other great vacation rentals in Wildwood

Quick stats about vacation rentals in Wildwood

Total rentals

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with a pool

Rentals with dedicated workspaces

Frequently Asked Questions

Destinations to explore