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Vacation Homes in South Florida

TropiRock A North Beach Village Resort Hotel

2.0 star property
7.6 out of 10, Good, (902)
"I love the hotel "
The price is AED 284
AED 363 total
includes taxes & fees
18 Jul - 19 Jul
TropiRock A North Beach Village Resort Hotel

Art Gardens Wynwood

2.0 star property
7.0 out of 10, Good, (27)
"I appreciated the short stay I had at this location. The staff was very professional, courteous and communicative. The location was kept clean, and certain things like the bathroom/sinks/extra commodes setup was well thought out."
The price is AED 193
AED 218 total
includes taxes & fees
18 Jul - 19 Jul
Art Gardens Wynwood

Siesta Key Island Rentals

3.0 star property
9.6 out of 10, Exceptional, (35)
"Great vacation stay "
The price is AED 947
AED 1,746 total
includes taxes & fees
18 Jul - 19 Jul
Siesta Key Island Rentals

The Hammocks at Marathon

2.5 star property
9.0 out of 10, Wonderful, (98)
"We loved the location of the property and we also loved the entertainment/singer provided by lounge."
The Hammocks at Marathon

MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!

9.6 out of 10, Exceptional, (208)
"Outstanding property! Cannot recommend highly enough!"
MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!

TROPICAL RETREAT ~ 3 Bedroom/3.5 Bath 1/2 Block from Duval w/ Heated Pool!

9.6 out of 10, Exceptional, (89)
"Property was amazing, exactly what is shown in the listing, beds were extremely comfortable, will stay again"
TROPICAL RETREAT ~ 3 Bedroom/3.5 Bath 1/2 Block from Duval w/ Heated Pool!

BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!

9.6 out of 10, Exceptional, (81)
"This property is perfectly located near Duval street and within walking distance to the marina. A perfect location for those wanting to shop and enjoy the amenities the marina has to offer. We can’t wait to go back. "
BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!

Tropical Key West out of the way

9.4 out of 10, Exceptional, (170)
"Good spot for longer trips and never a problem parking. Easy trip to Old Town and the Lower Keys for other activities. We always stay at least a week and take our pup, so its great for us. Close to The Perry Hotel for both a great Happy Hour and fine diningDining"
Tropical Key West out of the way

DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!

DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!

Harbor Walk Hideaways | Group Compound In Old Town!

10.0 out of 10, Exceptional, (4)
"I come to Key West often. This is the best location and property I’ve stayed in. Everything was wonderful. I will book this every single time I come. it is perfect for big families, couples or a group of friends. "
The price is AED 1,260
AED 3,563 total
includes taxes & fees
22 Jul - 23 Jul
Harbor Walk Hideaways | Group Compound In Old Town!

SUNKISSED ~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!

9.8 out of 10, Exceptional, (184)
"We had 3 couples and the location was great. The house was very nice. "
SUNKISSED ~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!

CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!

9.6 out of 10, Exceptional, (188)
"We loved the house. From the location, to ambiance and heated pool- it was all amazing! We didn’t cook at all and spent most of our time out and about, but we used the pool day and night. We had 2 couples and 2 additional friends and it was the perfect amount of space and privacy! Would highly recommend this spot and nearby is a cute little bike shop to easily rent a bike cruiser or golf cart for your time! "
CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!

ISLAND DAZE ~ Perfectly Located 2 Bedroom, 2 Bathroom Cottage!

9.8 out of 10, Exceptional, (137)
"The place was everything that was advertised! Great weather, location, cottage and friends - what could be better!!"
ISLAND DAZE ~ Perfectly Located 2 Bedroom, 2 Bathroom Cottage!

Waterfront luxury home with private pool

9.8 out of 10, Exceptional, (78)
"We had a wonderful stay at 3/4 time! It is a beautiful VRBO to use in Key West. We truly appreciated all the thoughtful touches that made the place feel like a home away from home.The location was perfect, and the space was clean, comfortable, and well-equipped for a relaxing getaway. We absolueltly loved the heated pool. It was the perfect base for exploring Key West, and we’re already looking forward to our next visit."
Waterfront luxury home with private pool

Gorgeous Blue Lagoon. An oasis just 2 min walk from the beach.

10.0 out of 10, Exceptional, (92)
"Wonderful property and owner!"
Gorgeous Blue Lagoon. An oasis just 2 min walk from the beach.

JUNE-SEPT. WEEKLY DISCOUNT!!! - BOTTOMS UP BUNGALOW 2 Bed/2 Bath PRIVATE POOL

10.0 out of 10, Exceptional, (107)
"Great place to stay for our spring trip as a family of 3. "
The price is AED 2,571
AED 5,773 total
includes taxes & fees
17 Aug - 18 Aug
JUNE-SEPT. WEEKLY DISCOUNT!!! - BOTTOMS UP BUNGALOW 2 Bed/2 Bath PRIVATE POOL

"Your own private resort" - Mockingbird Pointe - Waterfront, pool and dockage

10.0 out of 10, Exceptional, (227)
"Quick responses from the host. Great location and home has lots to offer!"
"Your own private resort" - Mockingbird Pointe - Waterfront, pool and dockage

Marco Island Oasis: Pool, Beach, Fishing, & Fun Await! Pet Friendly Family Home

9.6 out of 10, Exceptional, (20)
"Property was nice and in a good location. Pool was private and peaceful. "
The price is AED 441
AED 2,027 total
includes taxes & fees
18 Jul - 19 Jul
Marco Island Oasis: Pool, Beach, Fishing, & Fun Await! Pet Friendly Family Home

2bd Oceanfront Master Ste OceanView w/balcony, Pool, nearby dining, beach access

7.8 out of 10, Good, (52)
"Really nice place. "
2bd Oceanfront Master Ste OceanView w/balcony, Pool, nearby dining, beach access

Charming 4-bedroom house with AC and WiFi in lovely Fort Lauderdale

2.0 star property
8.8 out of 10, Excellent, (13)
"Location was perfect and the property fit 12 nicely!"
The price is AED 1,269
AED 2,424 total
includes taxes & fees
21 Jul - 22 Jul
Charming 4-bedroom house with AC and WiFi in lovely Fort Lauderdale
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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