Search Holiday Homes in Raccoon Key

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Check prices for these dates

Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul
In one month
25 Jul - 27 Jul
In two months
22 Aug - 24 Aug

Browse Select Raccoon Key Holiday Homes

LADY ADMIRAL ~ Sweet cottage & guest house with private pool off Duval!
A heated pool

LADY ADMIRAL ~ Sweet cottage & guest house with private pool off Duval!

9.8 out of 10, Exceptional, (220)
"Great location "
LADY ADMIRAL ~ Sweet cottage & guest house with private pool off Duval!
EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!
A heated pool

EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!

9.8 out of 10, Exceptional, (101)
"Excellent property and location! Really enjoyed the property!"
EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!
Meadows Manor | Elegant Oasis with Private Pool & Parking! Weekly Rental
Fridge, microwave, oven, stovetop

Meadows Manor | Elegant Oasis with Private Pool & Parking! Weekly Rental

10.0 out of 10, Exceptional, (1)
"The home was perfect for our family including kids and grandparents. The front and back porches is where we spent most of our time. The home is historic but has been artfully renovated and feels like a warm and inviting home away from home. The bathrooms are unique and elegant and the kitchen was well stocked and lovely. Comfy beds and linens too! We received excellent, over-the-top, service from Rick and his team and look forward to coming back!"
The price is £1,249
includes taxes & fees
1 Jul - 2 Jul
Meadows Manor | Elegant Oasis with Private Pool & Parking! Weekly Rental
Yellowfin Ledge | Inviting Getaway On Duval! Balcony!
1 bedroom, WiFi, bed sheets

Yellowfin Ledge | Inviting Getaway On Duval! Balcony!

9.4 out of 10, Exceptional, (17)
"This property was in a perfect location in Key West. Just outside the downtown craziness. Everything right in walking distance. "
The price is £221
includes taxes & fees
29 Jun - 30 Jun
Yellowfin Ledge | Inviting Getaway On Duval! Balcony!
CASA DE VINO ~ Amazing Price for Charming Townhouse with Pool & Tiki!
Outdoor dining

CASA DE VINO ~ Amazing Price for Charming Townhouse with Pool & Tiki!

9.8 out of 10, Exceptional, (86)
"The cutest townhouse in a great quiet development, excepting the natural alarm clock roosters. Clean, comfortable and more than enough room for 8 to stay while exploring the beautiful Keys"
CASA DE VINO ~ Amazing Price for Charming Townhouse with Pool & Tiki!
ISLAND OASIS ~ Stylish 2 Bedroom, 2 Bath Home w/ Private Heated Pool!
Terrace/patio

ISLAND OASIS ~ Stylish 2 Bedroom, 2 Bath Home w/ Private Heated Pool!

9.8 out of 10, Exceptional, (72)
"Had a great time, easy check in and great location!"
ISLAND OASIS ~ Stylish 2 Bedroom, 2 Bath Home w/ Private Heated Pool!
Casa De Cubana | New! Cuban-Style Home Steps from Duval Street
Outdoor dining

Casa De Cubana | New! Cuban-Style Home Steps from Duval Street

10.0 out of 10, Exceptional, (4)
"This home is amazing, located in the heart of everything, check in process is easy. The hosts are welcoming and very engaged. "
The price is £632
includes taxes & fees
28 Jun - 29 Jun
Casa De Cubana | New! Cuban-Style Home Steps from Duval Street
ISLAND DAZE ~ Perfectly Located 2 Bedroom, 2 Bathroom Cottage!
Interior

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

9.8 out of 10, Exceptional, (136)
"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!
CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!
A heated pool

CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!

9.8 out of 10, Exceptional, (133)
"All rooms have own bathroom which was very nice. They were also nice size rooms. Had a great stay!"
CORAL CABANA ~ Lush Porch Views of the Pool & Gardens, near Golf Course!
INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!
Property grounds

INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!

9.2 out of 10, Wonderful, (45)
"Clean, home included everything you could need. Best of all, communication was clear, friendly, professional and a binder was left with activities, restaurants, etc. Parking spot was clear and easy. Beautiful stay"
INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!
Luxury 3-Bedroom Waterfront Home with Pool AND Dock!
Marina

Luxury 3-Bedroom Waterfront Home with Pool AND Dock!

9.8 out of 10, Exceptional, (127)
"If you have a large group this is the perfect place for you. We stayed here with 10 people andIt was great. Far from downtown but easy enough to Uber to Duval when needed. The business side of the VRBO is a little annoying because any early check in or check out costs additional money, but otherwise; would recommend to others."
Luxury 3-Bedroom Waterfront Home with Pool AND Dock!
BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!
A heated pool

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

9.6 out of 10, Exceptional, (78)
"We loved staying at this house! Truly an oasis in Key West - privacy, pool and pool setting was awesome, easy to walk to everything Key West has to offer! Everything was clean, comfortable and equipped with everything we needed. Can't wait to go back!"
BAHAMA DREAMING ~ Incredibly Located 3 Bed, 2 Bath w/ Private Heated Pool!
A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town /Private Heated Pool!
A heated pool

A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town /Private Heated Pool!

9.8 out of 10, Exceptional, (86)
"Beautiful property. Short walk to Duval"
A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town /Private Heated Pool!
DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!
Exterior detail

DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!

9.2 out of 10, Wonderful, (199)
"Great place. Quiet and relaxing yet close to everything Key West!"
DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!
ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex!
Fridge, microwave, oven, stovetop

ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex!

9.4 out of 10, Exceptional, (81)
"Awesome place. House was stocked with everything you could think of. Location was great, able to walk everywhere. Strongly recommend staying here. "
ISLE AZURE ~ Charming 3 Bed/3 Bath with Private Pool in Truman Annex!
Oceanfront 4-Bed 3-Bath home with pool
Terrace/patio

Oceanfront 4-Bed 3-Bath home with pool

9.6 out of 10, Exceptional, (70)
"We had a great stay! We enjoyed our week in Key West. The area was easy to get a Uber or taxi and not far from anything we wanted to do. We were able to grill as well. The response time from the property management was easy and they were quick to respond. "
Oceanfront 4-Bed 3-Bath home with pool
Luxury two floor apartment in prime location of famous Duval Street
Beach towels

Luxury two floor apartment in prime location of famous Duval Street

9.6 out of 10, Exceptional, (82)
"We loved the location and style of this apartment. Perfect for small families or couples. "
The price is £479
includes taxes & fees
1 Jul - 2 Jul
Luxury two floor apartment in prime location of famous Duval Street
Waterfront luxury home with private pool
Dining

Waterfront luxury home with private pool

9.8 out of 10, Exceptional, (78)
"Clean. Kitchen well stocked with plates, utensils, blender, etc. pool serviced while we were there. grocery shopping across the highway. Fluffy towels, bathrooms well supplied."
Waterfront luxury home with private pool
LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Heated Pool
TV

LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Heated Pool

10.0 out of 10, Exceptional, (203)
"Wonderful stay!"
LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Heated Pool
JUNE-SEPT. WEEKLY DISCOUNT!!! - BOTTOMS UP BUNGALOW 2 Bed/2 Bath PRIVATE POOL
Pool

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

10.0 out of 10, Exceptional, (107)
"The house was immaculate, quiet, very comfortable- Highly recommend it"
The price is £896
includes taxes & fees
8 Jul - 9 Jul
JUNE-SEPT. WEEKLY DISCOUNT!!! - BOTTOMS UP BUNGALOW 2 Bed/2 Bath PRIVATE POOL
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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