Vacation Rentals & Apartments in Naples

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4,442 apartments

Luxury Condo, Steps to Disney, ESPN, Free Wi-Fi, parking, Unbeatable location

Four Corners condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: $101 Climbing frame Shared outdoor pool (heated) Games room

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Price per night from

$91

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Wonderful Windsor Palms Condo! Only 3 miles to Disney! Modern Condo!

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 5 minutes

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$155

Family friendly townhouse at Regal Palms Resort

Davenport townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$148

FS251014 - Solara Resort - 4 Bed 4.5 Baths Townhouse

Kissimmee townhouse

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$214

FS309887 - Solara Resort - 9 Bed 7 Baths Villa

Kissimmee villa

  • 9 bedrooms
  • 7 bathrooms
  • sleeps 18

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$553

FS251014 - Solara Resort - 4 Bed 4.5 Baths Townhouse

Kissimmee townhouse

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$214

FS261026 - Solara Resort - 5 Bed 4.5 Baths Townhouse

Kissimmee townhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$228

FS261026 - Solara Resort - 5 Bed 4.5 Baths Townhouse

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$228

9-104 Legacy Dunes Resort in Kissimmee Florida

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$114

8-108 Legacy Dunes Resort in Kissimmee Florida

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$114

FS259220 - Solara Resort - 4 Bed 3.5 Baths Villa

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$264

7-102 Legacy Dunes Resort in Kissimmee Florida

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$114

5Br/3Ba townhome with hot tub/ lake View,Close Disney,Seaworld,Convention Center

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“Ok” Overall it was fine..checkout was at 11 and at 10 cleaners knocked on door and then preceded to sit in driveway waiting for us to leave. There was no dish soap or soap in bathrooms which would have been nice.

Responds fast! avg. 1 hour 19 minutes

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$149

Pet Friendly tiny house, No extra fees!

Clermont house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$182

11-104 Legacy Dunes Resort in Kissimmee Florida

Kissimmee apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$114

Make It Easy on Yourself |Great Location+Fabulous High-End Living Space

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$125

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$403

Treat Yourself and Family to a Deluxe Villa w/ Superb Rooms+Private Hot Tub

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“A good choice for our family” This place was as expected, except that the floors needed mopping. This home is advertised as children friendly, but bare feet and small children soon became dirty by crawling on these floors! We began our stay by double mopping both ground and upper floors, as well as the stairs. Other than that, we were happy with our stay, and would choose this place again!

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$137

Family & Friends Unite For Fun✩Amazing Villa w/ Unique Upscale Amenities

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

“Amazing” We had a family of 10 and it was enough space for us. The kids loved the pool and movie room. I liked house to house was so updated and beautiful. We definitely would stay here again.

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$331

Surprise Yourself With Unforgettable Deluxe Villa w/ Private Pool+Spa+Baby Gears

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$403

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$403

From $120/nt,5br/3ba townhome with hot tub,Close Disney,Seaworld,Convention Ctr

Kissimmee townhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

“Excellent” The house was perfect for our families. Every thing was great. Except the sliding door lock is broken, the glass table is unstable if you have kids and the folding table in the kitchen doesn't have the hinges to be unfolded. I love the house and will return there and refer it to my friends without hesitation.

Responds fast! avg. 1 hour 27 minutes

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

3 of 3 filters match

Price per night from

$150

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

3 of 3 filters match

Price per night from

$117

⭐ Spacious and Comfortable Villa - Near Theme Parks ⭐

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

“Fantastic Stay” The home was in a beautiful community and there was a huge resort pool with all the things one would look for in a resort setting. The home itself was immaculate and very clean upon arrival. The beds were all comfortable and the rooms were spacious. We enjoyed the home and the resort so much that we actually spent a few days less at the parks. The reservation process was simple and straightforward. All in all a great vacation!

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$265

⭐Great Value Villa w/ Private Pool - Nearby Disney Resort⭐

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

3 of 3 filters match

Price per night from

$265

⭐Minutes from Disney World - Cozy Villa w/ Private Pool⭐

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

3 of 3 filters match

Price per night from

$265

⭐Comfy Villa w/ Golf Clubhouse - Adventure & Thrills For Everyone⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

3 of 3 filters match

Price per night from

$337

River Strand Golf and Country Club Resort

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

3 of 3 filters match

Price per night from

$230

Orange Lake Resort Kissimee FL

Kissimmee townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

3 of 3 filters match

Price per night from

$378

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

3 of 3 filters match

Price per night from

$164

4br/3ba townhome,Lake view,Near Disney,Seaworld,Convention Center

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Great stay” The house was huge ,clean and came with everything we would need , my whole family enjoyed the house, and it was so close to all the great shops and parks , the community was nice and safe , the kids love the pool and the adults enjoyed the hot tub ,

Responds fast! avg. 1 hour 27 minutes

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$127

“Large enough for the whole family” We had a great stay and were really pleased with the size of the house. It allowed members of our extended family to have privacy but of course the family room, kitchen, and media/game room were the most popular areas. The kids and grand kids enjoyed the pool. The weather was unseasonably cold but we paid to heat the pool and everyone seemed surprised and pleased that is was so comfortably warm. Sri is very easy to work with and responded super fast to email communication. This is definitely the way to go when you have a large family. Very reasonably priced for the space and accommodations.

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$431

“Wonderful holiday” We had a lovely holiday staying at Emerald magic, the villa was just right for our family of 12 , our 5 grandsons loved the south facing swimming pool which was always lovely and warm while we enjoyed relaxing on the 6 sunbeds. The games room had loads of things to keep them happy and occupied while the adults relaxed. The barbecue with free gas was great at mealtimes, although it was out of gas when we arrived it was very quickly replaced with one phone call as were any other problems which occurred, excellent service. Plenty of pool towels, saving packing our own and the double buggy was so handy at the parks. The location to disney parks could not be better, only about 10 minutes drive and the complex is lovely with a really friendly lady at reception. Also Thank you for the special touch of the rose on the bed which made celebrating our ruby wedding anniversary a special occasion.

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

3 of 3 filters match

Price per night from

$431

From $110/nt,Near Disney,Seaworld,Convention Center,4br/3ba townhome with hottub

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 27 minutes

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

3 of 3 filters match

Price per night from

$132

From $110/nt,4br/3ba townhome with lake view,Near Disney,Seaworld

Kissimmee apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 27 minutes

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

3 of 3 filters match

Price per night from

$132

Reunion Resort-luxe 3BR/3BA Villa-Water Park

Reunion hotel apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Terrific Property” Dear Stacy and Craig, What a time we had! Expecting, as many Orlando-travelers do, that the theme parks would be our only major attractions, we were so pleased to be able to add our accommodations to this list as well. The Sagers have made it absolutely impossible for their guests not to have a first-class time in their condo on the Reunion property. And what an amazing property it is! Swimming pools galore (to include my daughter and son's favorite water park with a lazy river) and my personal favorite swimming and late-afternoon beverage/snacking pool area, Seven Eagles. It is here that we were able to really let-down after an amusement park day and relax only to go home to Stacy and Craig's little slice of heaven with beds that beacon even the most restless tourists. I loved the beds! So incredibly comfy with just the perfect linens making vacationers want to stay in bed just a little longer before heading back out to Sea World; Animal Kingdom; the Magic Kingdom, and the the like (all of which are not more than 15 minutes away). A true place of luxury, the Reunion four star hotel is always available to the Sager's guests serving up pub and kid fare all day and night; fine dining; and late night cocktails and sushi on the 11th floor where fireworks from local theme parks are a daily occurrence. Will we go back, yes! In fact, we have already booked again with the Sagers so we can dream away some of those cold winter days and nights looking forward to our next tip down. Thanks to you both for a wonderful stay. Jen and Dan Smith

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

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Price per night from

$206

5br/3ba townhome with hot tub,Near Disney,Seaworld,Convention center

Kissimmee apartment

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

“Vacation rental” The overall experience was nice. The hot was only hot for one day and wouldn't get hot again there after. The cookware needs to be updated but overall we had a great time. I wouldn't definitely rent this rental again.

Responds fast! avg. 1 hour 27 minutes

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

3 of 3 filters match

Price per night from

$150

“Good price for family of 10” With 5 bedrooms, fits 10 comfortably. Owner is very helpful and location is 20mins from the parks. Walmart and restaurants are very close.

Responds fast! avg. 1 hour 27 minutes

3 of 3 match: Climbing frame, Shared outdoor pool (heated), Games room

3 of 3 filters match

Price per night from

$150

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