Raccoon Key Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Raccoon Key

Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
9.6 out of 10, Exceptional, (81)
"Very well run property/operation. The house has tons of things to do and was ideal four our bachelor party. Definitely recommend"
The price is CA $2,363
CA $4,749 total
includes taxes & fees
Nov 4 - Nov 5
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (103)
"Exactly as described, the neighbors were loud or the close proximity of the cabins to each other made it seem that way. "
The price is CA $174
CA $391 total
includes taxes & fees
Nov 11 - Nov 12
Aqua Lodges at Hurricane Hole Marina
Steps from Duval, Pool on Site & Bikes Included!
9.6 out of 10, Exceptional, (351)
"Great communication with host (Ken). I was worried about parking but it was never an issue. We used Uber in the evenings. The studio was very cute and well stocked. I liked all the extras (pool, bikes, beach gear, free laundry machines) Comfortable bed and quiet during the weekend. I would definitely stay again!"
Steps from Duval, Pool on Site & Bikes Included!
Poolside Cottage #411
10.0 out of 10, Exceptional, (27)
"The place was clean and comfortable. The pool was very nice. Unfortunately, the restaurant on the property was closed during our stay."
The price is CA $245
CA $443 total
includes taxes & fees
Nov 18 - Nov 19
Poolside Cottage #411
34’ Catamaran Sailboat
9.6 out of 10, Exceptional, (27)
"Overall it was a great experience."
34’ Catamaran Sailboat
40'yacht in Paradise Awaits You!
9.4 out of 10, Exceptional, (25)
"Yacht was clean and well supplied. Included amenities of the resort which were great & convenient, especially the shuttle to downtown Key West. Will add this location to list of future trips."
40'yacht in Paradise Awaits You!
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
9.2 out of 10, Wonderful, (238)
"Place was very comfortable-great for couples who "
The price is CA $416
CA $810 total
includes taxes & fees
Nov 11 - Nov 12
Raphael Suite: 2/2 Studio Rooms - Pool, Patio w/grill, 2 blocks from Duval!
HAVANA VIEJA ~ Adults Only, Poolside Queen Suite w/ Shared Pool!
9.4 out of 10, Exceptional, (110)
"We could not have been happier with our stay."
The price is CA $142
CA $355 total
includes taxes & fees
Nov 1 - Nov 2
HAVANA VIEJA ~ Adults Only, Poolside Queen Suite w/ Shared Pool!
Heart of Old Town getaway, perfect romantic retreat - near the action
9.0 out of 10, Wonderful, (38)
"Good"
The price is CA $177
CA $457 total
includes taxes & fees
Nov 5 - Nov 6
Heart of Old Town getaway, perfect romantic retreat - near the action
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
9.4 out of 10, Exceptional, (213)
"Very clean. Could use some updating such as fresh paint. "
The price is CA $274
CA $676 total
includes taxes & fees
Nov 26 - Nov 27
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
9.0 out of 10, Wonderful, (223)
"Nice place ,great ammenties very close to duval street, cuban place right on the corner by it is great "
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
TIDES ON SIMONTON ~ Perfectly located just off Duval and all the fun!
9.2 out of 10, Wonderful, (163)
"Lovely cottage retreat! Very spacious and comfortable. Very well equipped kitchen . I used the kitchen a lot. Nice dining table. Comfy medium - firm bed . Big bathroom with large shower . Great location right next to Duval. Air conditioning provided nice white noise for sleep even though street noise was almost nonexistent. Nice high ceilings. Excellent host Whitney responded to my few texts immeadiatly and made me feel welcome. I plan on coming back to this comfy retreat ."
TIDES ON SIMONTON ~ Perfectly located just off Duval and all the fun!
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
9.0 out of 10, Wonderful, (202)
"Close to Duval Street and within walking distance to everything. Full kitchen is nice. Good for a Key West visit. "
The price is CA $90
CA $316 total
includes taxes & fees
Nov 4 - Nov 5
Downtown dog-friendly cottage-like studio with patio, full kitchen, cable, & AC
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (215)
"it was peaceful and nice. "
The price is CA $383
CA $997 total
includes taxes & fees
Nov 1 - Nov 2
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
9.8 out of 10, Exceptional, (275)
"I don’t want this published but the only problem we had was with the bikes. They were not in great shape but everything else was well taken care of. "
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
FONTANA ~ Adults Only, Pool Access King Suite at Azul Mansion!
9.4 out of 10, Exceptional, (106)
"Not bad comfortable room was a little smaller then expected bathroom was clean no daily maid cleaning there is a service charge for cleaning though ?? Pool area looks rundown cleaning required probably i didnt use the pool anyway overall property was somwhat quiet other then person upstairs was not considerate to other i would recommend this property."
The price is CA $209
CA $440 total
includes taxes & fees
Nov 18 - Nov 19
FONTANA ~ Adults Only, Pool Access King Suite at Azul Mansion!
ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking
9.8 out of 10, Exceptional, (57)
"Honestly this stay was amazing! The location is perfect. Not enough toilet paper but there was a CVS a block away. Would stay again!"
The price is CA $1,669
CA $2,991 total
includes taxes & fees
Dec 1 - Dec 2
ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking
FLOR DE CANA ~ Adults Only, Poolview Queen Suite at Azul Mansion!
9.8 out of 10, Exceptional, (115)
"This was a perfect spot to be. Walkable and clean. "
The price is CA $156
CA $372 total
includes taxes & fees
Nov 3 - Nov 4
FLOR DE CANA ~ Adults Only, Poolview Queen Suite at Azul Mansion!
LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Pool
9.8 out of 10, Exceptional, (180)
" it was a great a great experience. the house was clean and well equipped. 2 blocks from Duval Street pool was clean definitely a 5 star experience "
LOST SHAKER OF SALT ~ 3 Bed, 2 Bath Pet Friendly with 40' Private Pool
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
8.4 out of 10, Very good, (95)
"Great property. Brought our boat and had a great time. Quick drive to Key Wedt."
Just 20 miles from Key West! Oceanfront, dockage, swimming 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.
Don't see what you're looking for?
See all available properties in Raccoon Key
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Raccoon Key you may be interested in

Southernmost Beach Resort
4.0 star property
8.6 out of 10, Excellent, (2171)
"Great stay."
The price is CA $349
CA $487 total
includes taxes & fees
Nov 3 - Nov 4
Southernmost Beach Resort
Beachside Resort & Residences
3.5 star property
8.4 out of 10, Very good, (1016)
"beautiful room and area, no room service or cleaning at all"
The price is CA $304
CA $413 total
includes taxes & fees
Dec 1 - Dec 2
Beachside Resort & Residences
Havana Cabana at Key West - Adults Only
4.0 star property
8.8 out of 10, Excellent, (1608)
"GREAT POOL AREA BEDS WERE EXTREMELY COMFORTABLE THE STAFF WERE GREAT "
The price is CA $249
CA $369 total
includes taxes & fees
Nov 18 - Nov 19
Havana Cabana at Key West - Adults Only
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.