Vacation Rentals & Apartments in Charleston

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47,769 apartments

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 Games room Private fishing lake or river Fishing Car not required

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Price per night from

$143

█ Tropical Island Hacienda █ Bayfront Luxury Estate

Fort Myers Beach villa

5 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 2 hours 50 minutes

Match: Ceiling Fans Games room Private fishing lake or river Fishing Car not required

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Price per night from

$1,718

Steps to beach and bay on beautiful Anna Maria Island

Bradenton Beach apartment

2 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 2 hours 55 minutes

Match: Ceiling Fans Games room Private fishing lake or river Fishing Car not required

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Price per night from

$102

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Beachfront Studio #1 Longboat Key

Longboat Key studio

Studio / 1 bathroom / sleeps 4

“Location! Location! Location!” The listing description and photos were accurate, this rental property is amazing. Studio #1 was tastefully decorated and very clean. We had beautiful views of the ocean from the living area. It was very spacious with plenty of room for three of us to spread out comfortably. It had lots of storage for our belongings, roomy bathroom with an extra open closet area and a wonderful kitchen area. 5 steps and your toes are in the sand and 40 more steps and you're in the water. A beautiful beach to walk, crystal clear water for swimming, the wildlife was awesome and sunsets were spectacular. James unfortunately had to come twice to let us in because we locked ourselves out, but he did so each time with a smile and friendly conversation. Right out front is an amazing wide sidewalk for bike rides to Bradenton Beach , St. Armand's Circle and to wonderful restaurants. Definitely found a great spot to settle in for a few weeks of relaxing fun in the sun. Thank you so much James and Cindy!!

Responds fast! avg. 2 hours 22 minutes

4 of 5 match: Games room, Fishing, Ceiling Fans, Private fishing lake or river, Car not required

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Price per night from

$243

Lovely One-bed Waterfront Condo near beach & shops

Freeport apartment

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 34 minutes

4 of 5 match: Games room, Fishing, Ceiling Fans, Private fishing lake or river, Car not required

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Price per night from

$91

Granpy Aut at On the Windfall Farm - 215 acre retreat

Lansing log cabin

2 bedrooms / 3 bathrooms / sleeps 4

“Loved it so much we are planning a wedding at On the WindFall!” We stayed for two nights and enjoyed our time there: the kitchen was well supplied and we used herbs from the on-site garden; the decor cozy; the walk from the cabin to the pond beautiful (and my husband caught us delicious trout for dinner- they stock the pond for guest's enjoyment). In fact, we loved it so much we are now planning my sister-in-law's wedding to take place at On the Windfall next year. I would highly recommend staying at On the Windfall if you are in Western NC.

Responds fast! avg. 3 hours 58 minutes

4 of 5 match: Games room, Fishing, Ceiling Fans, Private fishing lake or river, Car not required

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Price per night from

$201

Secluded Home on Pristine Tropical Island

Boca Grande house

3 bedrooms / 1 bathroom / sleeps 7

4 of 5 match: Games room, Fishing, Ceiling Fans, Private fishing lake or river, Car not required

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Price per night from

$384

Clearwater Beach Budget Beauty

Clearwater apartment

1 bedroom / 1 bathroom / sleeps 6

“Great Waterview Getaway” We stayed here for a week at the end of May. The unit had a good supply of everything needed to make our stay easy and fun. The kitchen was easy to work in and had more dishes and pans than most places we have stayed in. Nice patio area, pool and view of the intercostal. Good restaurants close by. The staff was friendly and very helpful. Great sunrises too. Parking is ample for all guests.

Responds fast! avg. 3 hours 28 minutes

4 of 5 match: Games room, Fishing, Ceiling Fans, Private fishing lake or river, Car not required

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Price per night from

$223

Beautiful Suwannee River Getaway

Bell house

3 bedrooms / 3 bathrooms / sleeps 8

“Fabulous” Had a wonderful time here, location was perfect, lovely, spacious and well stocked home, very clean and comfortable. We will definitely book this location again in the future.

Responds fast! avg. 1 hour 4 minutes

4 of 5 match: Games room, Fishing, Ceiling Fans, Private fishing lake or river, Car not required

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Price per night from

$172

Old Palm Waterfront Vacation Rental Home

Sebastian house

3 bedrooms / 3 bathrooms / sleeps 6

“Old Palm exceeded our expectations.” This property was a beautiful, peaceful, secluded gem with a screened deck that was a great place to relax and enjoy the family and the views of the islands and the water. It was fun to see the peacocks strutting around. The house was clean and within walking distance of a lovely produce market which had great food. Bill gave great recommendations of where to go in town. If we come back to the area, this is where we'll stay.

Responds fast! avg. 1 hour 21 minutes

4 of 5 match: Games room, Fishing, Ceiling Fans, Private fishing lake or river, Car not required

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Price per night from

$373

Creekside Cabin Pet friendly cabin on the creek...

Gatlinburg log cabin

2 bedrooms / 2 bathrooms / sleeps 4

“Love love love!” We had an absolutely wonderful stay! Anita was extremely helpful and the house was beautiful! We loved sitting outside and listening to the stream and the hot tub was perfect! Our stay was just what the doctor ordered and we loved every minute of it! The location of the cabin is amazing too because you are secluded while being a short drive from Gatlinburg and Pigeon Forge. We will definitely be back!

Responds fast! avg. 2 minutes

4 of 5 match: Games room, Fishing, Ceiling Fans, Private fishing lake or river, Car not required

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Price per night from

$148

***JULY SPECIALS ON NEWLY RENOVATED BEACH HOME STEPS FROM WHITE SAND BEACH***

North Captiva Island house

4 bedrooms / 3 bathrooms / sleeps 10

4 of 5 match: Private fishing lake or river, Fishing, Ceiling Fans, Games room, Car not required

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Price per night from

$630

Newly Updated-Lindfields Villa, Minutes from Disney, Private Screened in Pool

Four Corners villa

3 bedrooms / 2 bathrooms / sleeps 8

4 of 5 match: Car not required, Fishing, Ceiling Fans, Games room, Private fishing lake or river

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Price per night from

$127

Relaxing Private Island House (LGI)

Little Gasparilla Island house

2 bedrooms / 3 bathrooms / sleeps 4

4 of 5 match: Games room, Fishing, Ceiling Fans, Private fishing lake or river, Car not required

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Price per night from

$196

5 Star - Private Pool & Dock, and Steps Away from the Beach - Fall Availability

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 24 minutes

4 of 5 match: Games room, Fishing, Ceiling Fans, Private fishing lake or river, Car not required

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Price per night from

$401

Gated community condo 200/300 steps to beach

Hilton Head apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Great location and clean unit” The location of this unit is great. The back gate is just outside the unit and the walk to the beach is an easy one. The walk or bike ride to Coligny Beach Park and the shopping plaza was very easy. It's about half a mile. The beach off Ibis St is quiet and not nearly as crowded as the beach at the Shipyard Plantation club house. The club house beach was great because of the restroom facilities and ability to rent chairs and an umbrella, but our family preferred the quieter beach access outside the back gate. Also, the pictures do not do this unit justice. It was much nicer than I expected. The unit was clean and quiet. Our week long stay was great.

4 of 5 match: Games room, Fishing, Ceiling Fans, Private fishing lake or river, Car not required

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Price per night from

$344

Premium Beachside Get-Away

Fort Lauderdale condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 2 hours 52 minutes

4 of 5 match: Games room, Fishing, Ceiling Fans, Private fishing lake or river, Car not required

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Price per night from

$178

Stunning 4 bedroom pool villa sitting on a lake

Davenport villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 34 minutes

4 of 5 match: Car not required, Fishing, Ceiling Fans, Games room, Private fishing lake or river

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Price per night from

$156

Immaculate, Minutes to Disney, Great Amenities!

Kissimmee apartment

3 bedrooms / 2 bathrooms / sleeps 8

4 of 5 match: Car not required, Fishing, Ceiling Fans, Games room, Private fishing lake or river

4 of 5 filters match

Price per night from

$110

Great facilities, high specification, modern, fantastic location, Private villa

Kissimmee townhouse

3 bedrooms / 3 bathrooms / sleeps 6

4 of 5 match: Car not required, Fishing, Ceiling Fans, Games room, Private fishing lake or river

4 of 5 filters match

Price per night from

$138

Florida Palms

Haines City villa

4 bedrooms / 5 bathrooms / sleeps 8

Responds fast! avg. 44 minutes

4 of 5 match: Car not required, Fishing, Ceiling Fans, Games room, Private fishing lake or river

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Price per night from

$119

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

Kissimmee apartment

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 55 minutes

4 of 5 match: Car not required, Fishing, Ceiling Fans, Games room, Private fishing lake or river

4 of 5 filters match

Price per night from

$103

“Wonderful, Relaxing, Well Worth it!” We loved this home it was larger than expected. The pool area was outstanding, we had warm sunshine all day and pool was very warm. We also saw alligators & birds almost everyday! Close to all amenities, we walked neighborhood daily and it was very safe, neighbors would wave hello. Robert was very helpful and truthful about everything he described about his home , we will definitely rent again!!

Responds fast! avg. 2 hours 58 minutes

4 of 5 match: Games room, Fishing, Ceiling Fans, Private fishing lake or river, Car not required

4 of 5 filters match

Price per night from

$156

Secluded but not isolated island home...kayaks, golf cart, boat slip!

Lubbers Quarters house

3 bedrooms / 3 bathrooms / sleeps 8

“Great Vacation” Gone Bananas is arguably the newest and nicest property on Lubbers. Lubbers is a short boat boat ride from Elbow Cay and the Hopetown Settlement. Lubbers doesn't have many amentities besides Lubbers Landing, Cracker P's, Down Deep Fish Store and Dee's Bread, but if you are comfortable handling a center console, it's a great place to be away from the crowd without being too far away. Both Patrick and austin are excellent proprieters at the two restaurants. Definitely rent a 20-23 ft boat (Albury recommended) for your entire stay so you can easily hop over to Tilloo, Hopetown or Nippers on Great Guana Cay. A stretch golf cart is provided and is perfect for checking out the island and taking things to and from the boat. The house has an easy to operate generator for the routine power outages (power outages are part of the charm of the Bahamas). The Wifi was solid and all of the appliances were new and in good shape. We had very safe dockage for our boat. It was pretty much protected from all wind directions. We had a great trip and can't wait to get back. - Bill and Karen

Responds fast! avg. 3 hours 8 minutes

4 of 5 match: Games room, Fishing, Ceiling Fans, Private fishing lake or river, Car not required

4 of 5 filters match

Price per night from

$329

Beachy Chic Condo in Siesta Key - Waterfront - Free wifi - Sleeps 4 !

Siesta Key apartment

1 bedroom / 1 bathroom / sleeps 4

“Great Price, Great Location” The location is technically across the street from the beach, but it's a good 10-15 minute walk to make it to the sand. The great news us that there's a collapsible wagon, beach chairs, a cooler, and some beach umbrellas to make you trip easy and make your beach day wonderful! There's also a nice pool and some grills on the property. I cooked every day and had all that I needed. I would definitely stay here again on another trip to Siesta Key.

Responds fast! avg. 2 hours 54 minutes

4 of 5 match: Games room, Fishing, Ceiling Fans, Private fishing lake or river, Car not required

4 of 5 filters match

Price per night from

$149

Runaway Bay, Anna Maria Island, ON THE BAY!

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Beautiful View!!” My husband and I had a relaxing stay at this condo and it was very well equipped. Saw dolphins most everyday from the lanai and beautiful sunrises! The owners daughter responded quickly to our questions. Would definitely return:)

4 of 5 match: Games room, Fishing, Ceiling Fans, Private fishing lake or river, Car not required

4 of 5 filters match

Price per night from

$247

Twins Wendy+Barbie

Fort Myers Beach house

6 bedrooms / 6 bathrooms / sleeps 12

4 of 5 match: Games room, Fishing, Ceiling Fans, Private fishing lake or river, Car not required

4 of 5 filters match

Price per night from

$400

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

Davenport villa

6 bedrooms / 6 bathrooms / sleeps 12

Responds fast! avg. 2 hours 44 minutes

4 of 5 match: Car not required, Fishing, Ceiling Fans, Games room, Private fishing lake or river

4 of 5 filters match

Price per night from

$193

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

Kissimmee villa

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 36 minutes

4 of 5 match: Car not required, Fishing, Ceiling Fans, Games room, Private fishing lake or river

4 of 5 filters match

Price per night from

$222

Bienvenue

Davenport villa

6 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 3 hours 28 minutes

4 of 5 match: Car not required, Fishing, Ceiling Fans, Games room, Private fishing lake or river

4 of 5 filters match

Price per night from

$244

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

4 of 5 match: Car not required, Fishing, Ceiling Fans, Games room, Private fishing lake or river

4 of 5 filters match

Price per night from

$212

House Sunflower with heated pool

Cape Coral house

3 bedrooms / 2 bathrooms / sleeps 6

4 of 5 match: Games room, Fishing, Ceiling Fans, Private fishing lake or river, Car not required

4 of 5 filters match

Price per night from

$144

WATERFRONT HOME "BOATERS DREAM" 2br/3ba Pets OK

Redington Shores house

2 bedrooms / 3 bathrooms / sleeps 6

4 of 5 match: Games room, Fishing, Ceiling Fans, Private fishing lake or river, Car not required

4 of 5 filters match

Price per night from

$172

Rabbit Hill Cottage 15 Mins to Banner Elk

Banner Elk house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 29 minutes

4 of 5 match: Games room, Fishing, Ceiling Fans, Private fishing lake or river, Car not required

4 of 5 filters match

Price per night from

$287

Villa Coral Ridge, heated pool , waterfront, deck and dock,

Lauderdale-By-The-Sea house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 46 minutes

4 of 5 match: Games room, Fishing, Ceiling Fans, Private fishing lake or river, Car not required

4 of 5 filters match

Price per night from

$287

Mountain Glen "Caddy Shack" (15 Min to Banner Elk)

Banner Elk house

3 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 3 hours 29 minutes

4 of 5 match: Games room, Fishing, Ceiling Fans, Private fishing lake or river, Car not required

4 of 5 filters match

Price per night from

$201

C-viewFlorida, Canal/Dock/Heated Pool/Near Gulf - A Hidden Gem

Anna Maria house

5 bedrooms / 4 bathrooms / sleeps 10

“Great Beach Vacation Spot” A really outstanding vacation house. The house is roomy, up-to-date in every way, and clean beyond all means. It has everything you need if you want to cook and if not you are very close to great resturants. You are a short hop to a beautiful beach. But you also have your own swimming pool and dock-bring your boats or whatever. The place was extremely clean upon arrival and was easy to find. Just a great place for a vacation.

4 of 5 match: Games room, Fishing, Ceiling Fans, Private fishing lake or river, Car not required

4 of 5 filters match

Price per night from

$492

FLORIDA SUNSHINE 2 BD CONDO BY THE BEACH IN THE OCEANFRONT COMPLEX

Cocoa Beach condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 57 minutes

4 of 5 match: Private fishing lake or river, Fishing, Ceiling Fans, Games room, Car not required

4 of 5 filters match

Price per night from

$206

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