Vacation Rentals & Apartments in Charleston

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BEST BEACH OCEANFRONT VIEWS! 5-STAR AMENITIES! Rated #1 Travel review SPECIALS!!

Orange Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

“Wonderful beach condo with amazing ocean views” I stayed at Audrey and Eric's condo during Hangout Music Fest, and it was a comfortable place to sleep, eat, get work done, and enjoy the view of the ocean. Checking in and out was hassle-free, as was communicating with the owners. Definitely a great spot for anyone looking to enjoy some time on the beach.

Match: Bicycles available Shared outdoor pool (heated) Private outdoor pool (heated)

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Price per night from

$573

Dis Oasis Villa at Windsor Palms Resort - Close to Disney!

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

“Wonderful house for a large family group” The beds were comfortable, the house was immaculate and our needs were taken care of instantly by the owner. Close to shopping, restaurants and Disney World parks.

Match: Bicycles available Shared outdoor pool (heated) Private outdoor pool (heated)

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Price per night from

$400

Pool Home - Steps from the Beach

North Captiva Island house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Match: Bicycles available Shared outdoor pool (heated) Private outdoor pool (heated)

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Price per night from

$1,148

Polo Trace, Delray Beach, gated, golfers dream, salt pool, WIFI,HDTV, NETFLIX

Delray Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Bicycles available Shared outdoor pool (heated) Private outdoor pool (heated)

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Price per night from

$201

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Oceanfront Penthouse S Hutchinson Island IRP

Stuart condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$327

Our Beach Breeze ~ next door to Rosemary Beach!

Rosemary Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$343

Sanibel Condo bike path Heated pool tennis court grill area short walk to beach

Sanibel Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$402

Tranquility Paradise

Fort Myers condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$115

Sandy Kisses in Gulf Highlands Beach Resort

Panama City Beach townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“A great stay for a family!” My family really enjoyed staying at Sandy Kisses! This was so much more convenient than renting a room. Pam made certain that we had everything that we needed. There were some great touches, too - oldschool video games, Netflix, detergent, cork screw, and much more. It was all there! Pam was only a phone call away if we had any concerns. The townhouse is located on a facility. The parking was directly in front of the unit that we rented. There were many other families so my kids were happy to make friends at the pool. The walk to the beach was easy enough. Pam recommended some great places to eat and a dolphin tour that we enjoyed. Thanks so much!

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$287

Calm Waters- Waterfront condo Sanibel Island

Sanibel Island house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$258

Palm Bay Club - G46: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$285

Casa Mar - Unit 56: By Beachside Management

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$263

Crescent Arms; by Beachside Management

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$411

Crescent Condos; by Beachside Management

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$514

Siesta Beach House; by Beachside Management

Siesta Key villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$320

Waterfront! May Availability!

Indian Shores condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$201

Longboat Key Cedars Beach House-Pet Friendly-2 Minute To The Beach

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$189

One master en-suite bedroom and another bedroom.

Fort Lauderdale apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 28 minutes

2 of 3 match: Shared outdoor pool (heated), Bicycles available, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$230

Luxury Sunshine Getaway with Pool!

Rotonda West house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Shared outdoor pool (heated), Bicycles available, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$207

Responds fast! avg. 2 hours 22 minutes

2 of 3 match: Shared outdoor pool (heated), Bicycles available, Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$57

Stunning Home at Paradise Palms Resort

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

2 of 3 match: Bicycles available, Shared outdoor pool (heated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$551

Palm Heaven Villa, Relaxing Family Getaway in Kissimmee

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 47 minutes

2 of 3 match: Bicycles available, Shared outdoor pool (heated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$251

Stunning 2,550 Sq.ft House, FL

Bradenton house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Bicycles available, Shared outdoor pool (heated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$286

Sunsets, Cocktails and Memories!

Indian Shores apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Spacious and beautiful” My girlfriends and I just finished our stay for the third year in a row. This is an outstanding condo. With four or five of us, there is plenty of room. The private spiral staircase to the beach is great! No waiting for the elevator with everyone else. We love sitting on the porch early in the morning and again at sunset. Spectacular views! Also you can visit the Suncoast Seabird Sanctuary which is about 1/2 block to the south. Would highly recommend this condo. We hope to be back again next year.

2 of 3 match: Bicycles available, Shared outdoor pool (heated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$382

Your Disney Davenport Getaway!

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 6 minutes

2 of 3 match: Bicycles available, Shared outdoor pool (heated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$138

Luxury 3-bdr house next to Disney

Kissimmee townhouse

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 8

2 of 3 match: Bicycles available, Shared outdoor pool (heated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$195

2BR Condo with Ocean View

Myrtle Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 15 minutes

2 of 3 match: Bicycles available, Shared outdoor pool (heated), Private outdoor pool (heated)

2 of 3 filters match

Price per night from

$93

Beautiful Sunny Front Villa on canal / Steet level

Plantation apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$132

Condo on the Beach - Ocean and Bay Views

Margate City condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$207

Runaway Bay - Bradenton Beach - Bay View Unit 193

Anna Maria Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Home away from home” This place is an incredible value. It's spacious and comfortable, and we felt right at home. Sarasota Bay is just steps from the back patio, and it's so lovely to sit outside and watch water--so many fish, dolphins, and birds right there. Everything was in good working order and clean upon our arrival. The beach is a quick walk across the street from the complex, and we spent a lot of time at the heated pool. We would love to rent this unit again! PERFECT LOCATION.

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$209

2BR Beach Escape and Condo at Hilton Head

Hilton Head condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great weekend getaway at a great price!” The condo is kept very clean and the host provides lots of great amenities. It is also one of the more affordable options available in the area. We enjoyed our stay and will definitely look to stay here again should we return to the area! Thanks for sharing your beautiful vacation home!!!

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$224

Condo 428A, 2 bedroom, 2 bath condo

Myrtle Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$287

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$1,491

Coral Creek Landings Town Home-3 Bedroom-3 Bath

Placida townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$144

Royal Marina | Avalon at Clearwater | Minutes to Clearwater Beach

Clearwater condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$207

Beautiful condo in Naples

Naples condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$184

Monthly Rental, 2 bed, 2 bath, Ocean view.

Sarasota condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$115

Awesome Myrtle Beach Condo with a Million Dollar View

Myrtle Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 of 3 match: Private outdoor pool (heated), Bicycles available, Shared outdoor pool (heated)

2 of 3 filters match

Price per night from

$246

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