Cottages Key West

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106 cottages

Quaint 1926 Spanish Cottage in the Grove Miami FL fully updated.

Miami cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Wheelchair accessible

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Price per night from

$375

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BUNK BED APT: WALK EVERYWHERE!

Miami Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 16

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$456

°Beautiful Apt 5min walking Design District°

Miami apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 10 minutes

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$216

°Wonderful 6ppl Apt 5 min walking Design District°

Miami apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 10 minutes

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$216

Cabanas Key Largo Unit 3

Key Largo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 15 minutes

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$172

Beautiful, cozy, spacious en suite room close to Florida Keys

Princeton house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$75

Castle 835

Miami Beach studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 4 minutes

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$103

Castle 1131

Miami Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 4 minutes

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$114

Key Biscayne Charming Apartment Steps From Beach

Key Biscayne apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“perfect for family fun” A truly charming apartment in a quiet neighborhood, yet close to beach, restaurants and shopping. The service was friendly and the place immaculate.

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$326

2 Bedroom, 2 Bath Condo with private balcony and Close to the Ocean

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“We'll be back...” We found this condo to be very clean and comfortable. We enjoyed sitting at the pool as well. Paul, the caretaker, was very pleasant and most accommodating. We shared the condo with another couple for our two night stay. It was wonderful to have our privacy (2 BR/2 baths) but still be able to share the kitchen/living room area with our friends. We had a rental car so found the location easy for shopping, dining, sightseeing on other keys and, of course, Duval Street.

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$485

OCEAN DRIVE-OVER LOOKING VERSACE MANSION

Miami Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“This condo was amazing!” Everything about this condo was beyond amazing. Lee and his assistant were very helpful and comforting in making sure that everything was great for my arrival and as well as anything I needed during my stay. The location is prime and the view of the mansion as well as the beach is pretty amazing in itself. The inside of the condo feels like home and I had no issues with anything. I will be staying here each time I visit Miami and I'll be recommending this place as well. Great job, Lee and I thank you so much for everything.

Responds fast! avg. 2 hours 4 minutes

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$166

Bayside Condo, marina, pool and beach

Islamorada condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Phenomenal keys experience!” This bay front condo is the perfect destination for the entire family! The fishing ranks up with the best in the world, there are plenty of other activities, and Key West is just a short trip down the beautiful HWY 1. I've had the pleasure of staying at this condo several times and have honestly never had a bad time (even during a cat 5 Trop Storm). There is too much to do, the condo is comfy, and the weather is always beautiful. Definitely recommend this condo!

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$253

Oceanfront 2 Bedroom 2 Bath Condo Key West Florida

Key West apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Perfect location and great value!” From the moment we arrived, this condo was everything we wanted without breaking the bank. We spent days looking for a place in Key West for Christmas week. What was available was crazy expensive, so to be honest when we found this place for the price we were slightly apprehensive. It is close to everything, the check-in and check-out were easy, the people who live in the complex were very friendly and welcoming and always willing to offer advice on where to go and what to do. Everything worked and was clean and we could not have asked for a better vacation. Can't wait to go back!

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$433

Everglades National Park , South East Florida Home

Homestead house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$343

AZALEA WARTERFRONT

Islamorada house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$388

Breathtaking Views 2b/2b Luxury Suite w Balcony

Miami apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$456

5 BEDROOM BEACHHOUSE WITH HEATED POOL

Surfside house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$1,130

Modern 4BR Miami villa w/pool on a secluded island

North Bay Village house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$742

ICONIC WATER-FRONT-LUXURIOUS 2BR APARTMENT- MIAMI BEACH

Miami apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$341

Ocean view condo with balcony

Tavernier condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$314

SEAPORT SAILING—Beach-Pool-BBQ-55”TV-HotTub

Key West condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$970

Two Story Corner Penthouse Unit with Private Roof Deck & Hot Tub | Ocean View

Miami Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Wheelchair accessible

1 of 2 filters match

Price per night from

$490

FLAMINGO South Beach

Miami Beach penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Wheelchair accessible

1 of 2 filters match

Price per night from

$126

DUNE PARADISE Spacious Home Hot Tub/Pool Wynwood

Miami house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 16

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$1,482

West Deco 1 by RoamerMary

Miami Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$200

2 Bedroom Luxury MidBlock Condo

Miami condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Wheelchair accessible

1 of 2 filters match

Price per night from

$457

Bimini Bahamas Waterfront Condo Steps to Beach

Alice Town condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Comfortable, secure and excellent for familys who boat” Our unit was clean, with a well equiped kitchen and steps to the floating dock. Excellent fishing and secluded beaches within minutes (literally) Bimini Sands staff are extremly freindly, 24 hour security, real bahamian food on site and now they have a beautiful infinity edge pool over looking the atlantic ocean!!! This is my version of pardise.

Responds fast! avg. 2 hours 42 minutes

1 of 2 match: Rental types, Wheelchair accessible

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Price per night from

$194

"Irish Ayes" Elegant Waterfront Home with Pool

Islamorada house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Wheelchair accessible

1 of 2 filters match

Price per night from

$799

Keys Kottage

Islamorada villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Wheelchair accessible

1 of 2 filters match

Price per night from

$314

One Bedroom steps from Beach with Pool -

Key Biscayne apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Wheelchair accessible

1 of 2 filters match

Price per night from

$119

Two Bedroom with Pool minutes from Ocean -

Key Biscayne apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Wheelchair accessible

1 of 2 filters match

Price per night from

$192

Next to Beach Two Bedroom with Pool ..

Miami Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Wheelchair accessible

1 of 2 filters match

Price per night from

$247

Two Bedroom with Pool next to Beach -

Miami Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Wheelchair accessible

1 of 2 filters match

Price per night from

$248

530 BEACH PAD-SOUTH BEACH

Miami Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Great Stay - Perfect Location!!” My two friends and I had such an amazing time renting from Lee Baron! This studio was just what we wanted for our first stay in South Beach. It was cozy, spacious, and perfectly located, with easy access to the beach and all the restaurants and shops on Collins and Ocean Drive. The apartment building was quiet & clean, and the receptionist and security were always pleasant. I would definitely stay here again, and/or rent another apartment from Lee Baron. The whole process was a breeze! Thanks Lee, Alex, and Mario!

Responds fast! avg. 2 hours 4 minutes

1 of 2 match: Rental types, Wheelchair accessible

1 of 2 filters match

Price per night from

$143

Next to Ocean large Two Bdrm with Pool -

Miami Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Wheelchair accessible

1 of 2 filters match

Price per night from

$271

Two Bedrm with Pool close to the Beach ..

Key Biscayne apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Rental types, Wheelchair accessible

1 of 2 filters match

Price per night from

$190

Close to Beach One Bedroom with Pool -

Key Biscayne apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Wheelchair accessible

1 of 2 filters match

Price per night from

$117

One Bedroom with Pool close to Ocean ..

Key Biscayne apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Rental types, Wheelchair accessible

1 of 2 filters match

Price per night from

$117

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