Vacation Rentals & House Rentals in Key West

Updating...

age 0-16
489 Results

Relevance

Price: low to high

Price: high to low

Reviews

489 house rentals

Luxury home on quiet island ...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

Match: Climbing frame Car not required

All filters match

Price per night from

$312

OCEAN VIEW FROM EVERY ROOM. FEW STEPS TO BEACH. COVERED PARKING INCLUDED.

Hollywood apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Perfect for Beach Lovers” The views from this Condo are amazing. You cannot get better access to the beach!!! Everything was clean and well done aesthetically. We enjoyed our time, especially my husband who loves the Atlantic Ocean, thoroughly. Onsite parking is a great asset as is the elevator to the 4th floor. Helena and Robert were gracious and very accommodating. Would go back in a heartbeat! .

Match: Climbing frame Car not required

All filters match

Price per night from

$229

OCEAN FRONT - Taino Beach - Private Resort!

Freeport hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Match: Climbing frame Car not required

All filters match

Price per night from

$164

Amazing Condo at the Naples Bay Resort Cottages

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Climbing frame Car not required

All filters match

Price per night from

$320

These homes match some but not all of your filters. Clear all filters

Modern Condo, Steps to the Beach, Center of SOBE

Miami Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Perfect place in South Beach” This was a perfect place to stay in South Beach. Everything we wanted was right next to the building: beach, restaurants, shopping, clubs, art galleries... The apartment was well maintained and had all the comforts for a vacation rental. Plenty of extra towels, fully stocked kitchen, comfortable furniture. I also liked how it was decorated and how the whole place was laid out. It was a very good value for the money, and Alex was on top of everything and well organized. We got all our directions and key codes in advance so we were able to check in on our own as soon as we got to South Beach. If we had any questions, Alex was always easy to reach and provide good advice. The entire experience was smooth and easy, and we are perfectly satisfied . Will stay here again.

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$126

Studio Blue

Key West apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$331

Modern Beach Getaway Downtown FMB

Fort Myers Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$201

Apt 3 - Luxurious Modern Escape: Close to beach

Fort Lauderdale apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$121

Aqua Cat Cruises

Nassau yacht

  • 11 bedrooms
  • 14 bathrooms
  • sleeps 30

Responds fast! avg. 2 hours 59 minutes

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$474

Cat Ppalu Private Yacht Charter to Exuma Cays

Nassau yacht

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 59 minutes

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$277

Blackbeard's Cruises

Nassau yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 24

Responds fast! avg. 2 hours 59 minutes

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$192

Naples 7min. to the beach - Play golf, tennis and pickle-ball 2 - WIFI

Naples apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Really nice, everything is new and immaculate.” The condo is perfect. It is immaculate, comfortable and pleasantly decorated. The owner made sure we had everything we needed, (well stocked kitchen, plenty of towels, laundry detergent etc.), for a wonderful vacation. The views from the balcony are beautiful and peaceful. The pool is just a few steps away from the condo where met very friendly residents.

Responds fast! avg. 1 hour 14 minutes

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$172

COMBO 2 apartment linked with 3 bedroom

Fort Lauderdale apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 28 minutes

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$458

The Mermaids House, Historic Old Town Key West

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Beautiful Home in Old Town Key West” Mermaid House is conveniently located in the heart of Old Town yet when you are there you are in your own private paradise. The house is beautifully appointed with anything you could need during your stay and has ample space for four people. It was the perfect spot for our stay in Key West and we plan to stay again when we return to the area. Thanks to Barbara for making us feel welcome and for sharing her beautiful home with us.

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$328

One master en-suite bedroom and another bedroom.

Fort Lauderdale apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 28 minutes

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$229

Studio Ocean Manor On The Beach-Fort Lauderdale

Fort Lauderdale apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 28 minutes

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$172

Harbor Walk Hideaways

Key West b&b

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Location, Location, Location” We were a group of 8 and rented the entire compound! The place was in an amazing location that was easily accessible to everything. We had everything we needed onsite and if we had any questions, Phyllis was always just a phone call away. The music and talking at night from the cigar lounge was a bit loud, but nothing we couldn't tolerate. The only suggestion I'd make is to buy an ionizer for the first two units to help with the cigar smell....again, nothing intolerable, but could make a world of difference. Can't wait to come back for another visit! THANK YOU!

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$1,300

Sunrise Beachfront #12 Paradise Island- Atlantis

Paradise Island villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“serene, secluded gem” We have just returned from a wonderful vacation at Unit 12, Sunrise Beach Villas owed by John Fitzsimmons, on Paradise Island. This property is beautiful with a great patio looking out to the beautiful pool, and ocean. It was a very quiet area, and secluded feel, but close to everything. We could walk to the ferry, Marina Village which was beautiful, groceries, liquor stores, and atlantis. The ocean was calm and warm and our part of the beach was not crowded. I will definately recommend his units to my friends, and also thank you John for being so helpful.

Responds fast! avg. 22 minutes

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$458

Sensational 5 STAR Condo on the beach Near Fort Lauderdale !!!

Pompano Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$82

Spectacular 5 STAR Condo on the beach near Fort Lauderdale!!!

Pompano Beach apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$74

Florida Keys Splendor at Hammer Point

Tavernier house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Winter Paradise!” My wife and I stayed at this great place in January 2014 and it was wonderful. It was very clean and well maintained. The canal was great to watch the fish jump and we saw Manatees almost every day. We especially liked the kayak and did a lot of site seeing from the ocean side. Migdy was great to work with and very accommodating. We would highly recommend this place to anyone.

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$157

203 Tyne Beach - Freeport Condo

Freeport apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Fantastic holiday we will be defiantly booking for next year.” This property as it all, perfect location and spacious luxury apartment with modern amenities. A fantastic view from the balcony of a beautiful sandy beach and clear blue ocean, with a swimming pool also! Only a few miles from Port Lucaya which is a must with plenty of bars and restaurants

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$157

2-Bdr Villa in Botanical Garden, Bonita Springs FL

Bonita Springs house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$134

Your home in Bonita Springs!

Bonita Springs apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Love the condo!” We are absolutely thrilled with the place. Your pictures don't do it justice. Because of past experience, we brought our pepper grinder and a few "specialty" utensils; however, you are so well equipped we could have left them all at home!! And we absolutely love your lanai. There is so much room out there. And plenty of seating too. We enjoyed a glass of wine outside tonight. Everything looks great. Spotlessly clean and beautifully decorated. We are both looking forward to some sun and warmth, some cycling and tennis. Thanks for the use of the bikes. And having extra rackets is great. You were right even the sofa bed is very comfortable. Your place is so convenient to everything. Just wanted to let you know we love your place!!

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$189

HISTORIC KEY WEST - Turtle House - Sleeps 6

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$1,488

HISTORIC KEY WEST - Cigar House - Sleeps 4

Key West house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$1,144

HISTORIC KEY WEST - Conch House - Sleeps 5

Key West house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$1,144

Direct Waterfront and Beach Access!

Freeport apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$171

SPACIOUS 1/1 HILTON PROPERTY FULLY FURNISHED, MINUTES FROM THE BEACH

Fort Lauderdale apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$182

LUXURY UPDATED “BEACHFRONT”, Riviera Club Fort Myers Beach, SUNSET VIEWS!!!!!!!!

Fort Myers Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$229

Resort Lifestyle Home - Walk to 5th Avenue

Naples house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$457

Sonn Tropic Studio

Nassau studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$109

Cozy Apartment Just Steps To The Beach&Intracostal

Pompano Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 2 hours 3 minutes

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$153

Quiet Apartment Minutes to the Beach & Intracostal

Pompano Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 3 minutes

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$144

The Artist Cottage Hot Tub Fire Pit

West Palm Beach cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$172

GREAT LOCATION~BEAUTIFUL BIG PRIVATE BEDROOM~B & B

Miami private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$86

BEAUTIFUL COZY VINTAGE BEDROOM~GREAT LOCATION-B&B

Miami private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$86

Hide 'n' Sea Island Vacation Home

Saint Georges Island cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Car not required

1 of 2 filters match

Price per night from

$212

Viewing 38 of 489
rentals in Key West

×

Also consider