Vacation Rentals & Apartments in Charleston

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40,047 apartments

From $80/nt,4br/3ba townhome with hot tub/lake view,Near Disney,Seaworld

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 16 minutes

Match: Ceiling Fans Shared outdoor pool (heated) Games room Private fishing lake or river Pool or snooker table Fishing

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Price per night from

$103

WHAT A VIEW !! 2 BED BAYSIDE CONDO ON SIESTA KEY

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Beautiful and memorable vacation with our son,wife and grandchil” My husband and I rented unit B41,it was beautifull, tastefully decorated stainless steel appliances and new furniture. The owners thought of everything.Very pleased to have a washer and dryer in unit. The layout of this rental was spacious,the bed was very comfortable I slept like a baby which is rare when I'm away from home.The view of the intercostal water way and tropical landscaping were breathtaking whether relaxing in living room or dinning.It was very peaceful ,walking distance to Siesta keys famous beach and close to all amenities. Would recommend Bay Oaks!Thanks Barbara Okin.

Responds fast! avg. 2 hours 16 minutes

Match: Ceiling Fans Shared outdoor pool (heated) Games room Private fishing lake or river Pool or snooker table Fishing

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Price per night from

$143

Upgraded 5-star Penthouse, Bahama Bay near Disney

Davenport apartment

3 bedrooms / 2 bathrooms / sleeps 8

“Very comfortable stay - enjoyed every moment of it!” Very spacious accommodations. We stayed 2 families with little girls who were very anxious to see Disney World parks. The condo was perfect for our stay, we were just about 20 minutes from Magic Kingdom so we were there in a snap. The resort is beautiful and we can't wait to come back again. There are multiple swimming pools, one close to condo's building, another one - bigger and open until 10 pm - near the club house / reception. Another similar size pool at the restaurant area with little white sand beach, volleyball net and table tennis. Also we enjoyed playing tennis on the real hard court surface near reception, very good quality and with lighting. When you need a day off from visiting parks and all these crowds staying on the resort is the great option. Shopping is very close to the resort - 7 minutes drive to Walmart, so you could get anything you need, open 24 hours. We also recommend buying tickets to all attractions at the Walmart since there is a small discount vs buying at the gates. Overall - great experience, highly recommend to anyone. Will definitely come back again!

Match: Ceiling Fans Shared outdoor pool (heated) Games room Private fishing lake or river Pool or snooker table Fishing

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Price per night from

$112

❤️ Capture Those Magical Memories ❤️ Peaceful Lakeside Haven

Kissimmee house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 20 minutes

Match: Ceiling Fans Shared outdoor pool (heated) Games room Private fishing lake or river Pool or snooker table Fishing

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Price per night from

$189

Immaculate, Minutes to Disney, Great Amenities!

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 8

Match: Ceiling Fans Shared outdoor pool (heated) Games room Private fishing lake or river Pool or snooker table Fishing

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Price per night from

$109

Woodstone at Massanutten

Massanutten apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 27 minutes

Match: Ceiling Fans Shared outdoor pool (heated) Games room Private fishing lake or river Pool or snooker table Fishing

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Price per night from

$161

Luxury Cabin at Shenandoah Crossing Resort

Shenandoah log cabin

2 bedrooms / 2 bathrooms / sleeps 6

“Great time with the kids.” We had a wonderful time with four kids. There are many on site activities during the winter. Some are no charge like swimming, mini golf and various sports. Others like the horses are very reasonably priced. The cabin was clean comfortable & kid friendly! Also was very conveniently located to go to Shenandoah Ntl Park for hiking and Massanutten for snow tubing Hillel Baron

Match: Ceiling Fans Shared outdoor pool (heated) Games room Private fishing lake or river Pool or snooker table Fishing

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Price per night from

$114

$80/nt,4BR 1900sqft townhome,lake view,Near Disney,Seaworld,Convention Center

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 16 minutes

Match: Ceiling Fans Shared outdoor pool (heated) Games room Private fishing lake or river Pool or snooker table Fishing

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Price per night from

$103

Fantastic Vacation Home on Candy Palm Rd at Paradise Palms

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

Match: Ceiling Fans Shared outdoor pool (heated) Games room Private fishing lake or river Pool or snooker table Fishing

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Price per night from

$135

Gorgeous Vacation Home with WiFi, on Yellow Lantana Ln

Kissimmee townhouse

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 1 hour 51 minutes

Match: Ceiling Fans Shared outdoor pool (heated) Games room Private fishing lake or river Pool or snooker table Fishing

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Price per night from

$159

Luxurious 5 Bedroom / 3 Bathroom Villa at Lake Berkley - Southern Exposure!

Kissimmee villa

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 28 minutes

Match: Ceiling Fans Shared outdoor pool (heated) Games room Private fishing lake or river Pool or snooker table Fishing

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Price per night from

$221

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The Fountains

Orlando condo

2 bedrooms / 2 bathrooms / sleeps 6

5 of 6 match: Ceiling Fans, Fishing, Shared outdoor pool (heated), Games room, Private fishing lake or river, Pool or snooker table

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Price per night from

$245

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

2 bedrooms / 1 bathroom / sleeps 5

5 of 6 match: Pool or snooker table, Fishing, Ceiling Fans, Shared outdoor pool (heated), Games room, Private fishing lake or river

5 of 6 filters match

Price per night from

$101

Lake Berkley Holiday Villa with FREE pool heating.

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

5 of 6 match: Ceiling Fans, Fishing, Shared outdoor pool (heated), Games room, Private fishing lake or river, Pool or snooker table

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Price per night from

$111

907 Bahama Bay

Davenport condo

2 bedrooms / 2 bathrooms / sleeps 6

5 of 6 match: Ceiling Fans, Fishing, Shared outdoor pool (heated), Games room, Private fishing lake or river, Pool or snooker table

5 of 6 filters match

Price per night from

$109

Extra Spacious Villa 10 mins to Disney

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 8

“Great weekend” The house is in great condition an have all kind of amenities The heated pool and the spa are wonderful.

5 of 6 match: Ceiling Fans, Fishing, Shared outdoor pool (heated), Games room, Private fishing lake or river, Pool or snooker table

5 of 6 filters match

Price per night from

$157

Florida Palms

Haines City villa

4 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 59 minutes

5 of 6 match: Shared outdoor pool (heated), Fishing, Ceiling Fans, Games room, Private fishing lake or river, Pool or snooker table

5 of 6 filters match

Price per night from

$114

BRIGHT AND LUXURIOUS LAKESIDE 7 BR/5.5 BA VILLA

Kissimmee villa

7 bedrooms / 6 bathrooms / sleeps 16

Responds fast! avg. 2 hours 9 minutes

5 of 6 match: Shared outdoor pool (heated), Fishing, Ceiling Fans, Games room, Private fishing lake or river, Pool or snooker table

5 of 6 filters match

Price per night from

$211

Spencer's Belle Vue Villa - with lake & conservation views

Davenport villa

6 bedrooms / 6 bathrooms / sleeps 12

Responds fast! avg. 2 hours 47 minutes

5 of 6 match: Shared outdoor pool (heated), Fishing, Ceiling Fans, Games room, Private fishing lake or river, Pool or snooker table

5 of 6 filters match

Price per night from

$178

Bienvenue

Davenport villa

6 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 3 hours 28 minutes

5 of 6 match: Shared outdoor pool (heated), Fishing, Ceiling Fans, Games room, Private fishing lake or river, Pool or snooker table

5 of 6 filters match

Price per night from

$233

Panoramic Ocean Views 2

St. Petersburg apartment

1 bedroom / 1 bathroom / sleeps 4

“Great place to stay” I stayed in this condo last February. It is calm, bright and perfectly clean. The balcony and the view on the water are outstanding! In addition to that, Sabina is perfectly organized, answered all the question I had and made sure I was feeling perfect. I definitely recommand it!

5 of 6 match: Fishing, Ceiling Fans, Shared outdoor pool (heated), Games room, Private fishing lake or river, Pool or snooker table

5 of 6 filters match

Price per night from

$149

Best kept secret by the bay (Entire House)

Fishing Creek house

3 bedrooms / 2 bathrooms / sleeps 4

5 of 6 match: Shared outdoor pool (heated), Fishing, Ceiling Fans, Games room, Private fishing lake or river, Pool or snooker table

5 of 6 filters match

Price per night from

$203

Exceptional Villa Large Private South Facing Pool

Haines City villa

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 49 minutes

5 of 6 match: Shared outdoor pool (heated), Fishing, Ceiling Fans, Games room, Private fishing lake or river, Pool or snooker table

5 of 6 filters match

Price per night from

$152

#1 Location, BIG Mansion, 16 sleeps

Cary house

5 bedrooms / 6 bathrooms / sleeps 16

5 of 6 match: Shared outdoor pool (heated), Fishing, Ceiling Fans, Games room, Private fishing lake or river, Pool or snooker table

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Price per night from

$684

Luxury SpaciousDisneyVilla, with lakeside view and large pool

Kissimmee villa

4 bedrooms / 3 bathrooms / sleeps 8

“Perfect home away from home” This was a wonderful villa. Had enough room for everyone to have their alone time when needed. The pool and spa were great, it was nice to come home and relax in them after long day at theme parks. It is located in a great neighborhood. Enjoyed being able to go for a jog/walk without worrying about dogs or traffic because it is a well maintained area with plenty of sidewalks. I was traveling with my adult sons and their girlfriends and they thought it was great that they got to see the resident alligator named Dave. They also enjoyed the game room, esp. pool table. The villa itself was very clean and well maintained . Would not hesitate to rent again if I come back to Orlando

Responds fast! avg. 1 hour 18 minutes

5 of 6 match: Shared outdoor pool (heated), Fishing, Ceiling Fans, Games room, Private fishing lake or river, Pool or snooker table

5 of 6 filters match

Price per night from

$158

Disney Lakeside Villa with WiFi and a Pool, Kissimmee

Kissimmee villa

4 bedrooms / 4 bathrooms / sleeps 8

5 of 6 match: Shared outdoor pool (heated), Fishing, Ceiling Fans, Games room, Private fishing lake or river, Pool or snooker table

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Price per night from

$131

Trip Advisor - Award Winning Villa for Three Years.

Kissimmee villa

7 bedrooms / 6 bathrooms / sleeps 22

“Perfect Disney family holiday home base” I spent a lot of time reading reviews of dozens of different houses in the Orlando area planning my family’s Big Disney Holiday before settling on Alan’s house in Kissimmee. We were not disappointed! My family of nine people, including 3 kids arrived and were truly blown away at the size (much larger than we needed in reality, but that was no bad thing), appearance, location and facilities of this house. It’s really hard to fault. Fastidiously clean, heated pool (which the kids made full use of every day!), serenely quiet neighbourhood and a beautiful south-facing outlook over a lake. On top of than that, it really is about a 10 minute drive to any park in Disney and whatever restaurant and store you could want/need within a few minutes of the house. The agency taking care of the house were super responsive too - A beeping smoke alarm had its battery replaced within 20 minutes of my making a phone call. In short, we all had a wonderful holiday thanks in no small part to Alan & Joye’s house. We’d love to go back and do it all again.

5 of 6 match: Shared outdoor pool (heated), Fishing, Ceiling Fans, Games room, Private fishing lake or river, Pool or snooker table

5 of 6 filters match

Price per night from

$513

Minniehaha Villa

Haines City villa

4 bedrooms / 3 bathrooms / sleeps 8

5 of 6 match: Shared outdoor pool (heated), Fishing, Ceiling Fans, Games room, Private fishing lake or river, Pool or snooker table

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Price per night from

$142

Sunset Dream, Lake Views, Hot Tub, Disney 4 Miles

Kissimmee house

5 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 2 hours 34 minutes

5 of 6 match: Shared outdoor pool (heated), Fishing, Ceiling Fans, Games room, Private fishing lake or river, Pool or snooker table

5 of 6 filters match

Price per night from

$240

Hawksbill Retreat The Lodge Sleeps 30 Gameroom Hot Tub 10 Bedrooms Private Lake

Luray log cabin

10 bedrooms / 5 bathrooms / sleeps 30

5 of 6 match: Shared outdoor pool (heated), Fishing, Ceiling Fans, Games room, Private fishing lake or river, Pool or snooker table

5 of 6 filters match

Price per night from

$425

Bison Overlook Lodge on a 65 acre bison ranch

Maggie Valley log cabin

3 bedrooms / 2 bathrooms / sleeps 8

“Awe Inspired!” The cabin was wonderful. The Bison feeding was so much fun ,one of the Alpha males had such an assured look in his eyes it was almost regal. The bison burgers were to die first! While in the hotbed which is really nice BTW, we looked up and the sky looked like God himself filled the entire sky thick with glitter that's how many stars there were.When my dog went out here came the grey mini pony and my dog licked it's nose, I think they wanted to elope....LOL The Mtn Goats & Liamas were fun as well. We couldn't remember the last time we were so relaxed. We love Bison Overlook Lodge & we will be back!

Responds fast! avg. 2 hours 34 minutes

5 of 6 match: Shared outdoor pool (heated), Fishing, Ceiling Fans, Games room, Private fishing lake or river, Pool or snooker table

5 of 6 filters match

Price per night from

$235

Tatonka Lodge - 2 master suites on a 65 acre bison ranch

Maggie Valley log cabin

4 bedrooms / 3 bathrooms / sleeps 14

Responds fast! avg. 2 hours 34 minutes

5 of 6 match: Shared outdoor pool (heated), Fishing, Ceiling Fans, Games room, Private fishing lake or river, Pool or snooker table

5 of 6 filters match

Price per night from

$430

Calla Lily Villa Stunning Orlando Lake View Home

Kissimmee villa

5 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 1 hour 52 minutes

5 of 6 match: Shared outdoor pool (heated), Fishing, Ceiling Fans, Games room, Private fishing lake or river, Pool or snooker table

5 of 6 filters match

Price per night from

$157

Fantastic Kissimmee Home and only 20 min

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 6

“Wonderful Townhouse” My husband and I stayed for 3 weeks in June/July. Townhouse is gorgeous and very comfortable. The community clubhouse was great. We loved using the pool almost daily. We were happily surprised to find added amenities in case you had children or grandchildren. TV control was tricky to figure out at first and shower water temperature can be inconsistent, but overall we had a marvelous stay and would definitely stay here again!

Responds fast! avg. 1 hour 42 minutes

5 of 6 match: Shared outdoor pool (heated), Fishing, Ceiling Fans, Games room, Private fishing lake or river, Pool or snooker table

5 of 6 filters match

Price per night from

$64

Tylers Florida Villa

Haines City villa

4 bedrooms / 3 bathrooms / sleeps 8

5 of 6 match: Shared outdoor pool (heated), Fishing, Ceiling Fans, Games room, Private fishing lake or river, Pool or snooker table

5 of 6 filters match

Price per night from

$142

THE PRESERVE AT WOODS EDGE

Bonita Springs condo

2 bedrooms / 2 bathrooms / sleeps 4

5 of 6 match: Games room, Fishing, Ceiling Fans, Shared outdoor pool (heated), Private fishing lake or river, Pool or snooker table

5 of 6 filters match

Price per night from

$244

Waterside at Coquina Key

St. Petersburg condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 2 hours 59 minutes

5 of 6 match: Games room, Fishing, Ceiling Fans, Shared outdoor pool (heated), Private fishing lake or river, Pool or snooker table

5 of 6 filters match

Price per night from

$142

Cosy & clean situated in Sweetwater RV Resort

Tampa condo

1 bedroom / 1 bathroom / sleeps 6

5 of 6 match: Private fishing lake or river, Fishing, Ceiling Fans, Shared outdoor pool (heated), Games room, Pool or snooker table

5 of 6 filters match

Price per night from

$48

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