Search Raccoon Key Condo Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
5 Sept - 7 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 Dec

Featured Condo Rentals in Raccoon Key

THE TRUMAN ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool
Beach nearby

THE TRUMAN ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool

9.8 out of 10, Exceptional, (18)
"Great place will rent again "
The price is AU$358
includes taxes & fees
26 Aug - 27 Aug
THE TRUMAN ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool
WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool
Beach nearby

WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool

9.4 out of 10, Exceptional, (11)
"Great time staying there "
The price is AU$357
includes taxes & fees
27 Aug - 28 Aug
WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool
GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor Suite w/Shared Pool!
Beach nearby

GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor Suite w/Shared Pool!

9.2 out of 10, Wonderful, (16)
"We had a great time at this property. The owner is super attentive to detail and immediately responds to any questions or requests. You can really tell that they CARE about their property and guests. Property is well cared for and charming. Highly recommend!"
The price is AU$454
includes taxes & fees
24 Aug - 25 Aug
GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor Suite w/Shared Pool!
ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!
Beach nearby

ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!

9.6 out of 10, Exceptional, (130)
"This was a clean property which had everything including an ice machine and filttered water machine! Friendly professional people who work there and have thought of every extra touch to make your stay worry free! Great pool,and I stayed at the top "treehouse" room which had 2 sets of stairs to get to it. It was a large room and I enjoyed it with my own private deck!"
The price is AU$392
includes taxes & fees
25 Aug - 26 Aug
ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!
SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool!
Beach nearby

SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool!

9.8 out of 10, Exceptional, (16)
"The Inn was very well kept, very quiet, comfortable, and clean. We enjoyed our stay very much and it was in a great location. "
The price is AU$356
includes taxes & fees
25 Aug - 26 Aug
SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool!
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Beach nearby

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

9.6 out of 10, Exceptional, (140)
"This property was great, it had everything needed, extremely clean and walking distance to Davual st.The pool area is wonderful and it was the perfect temperature!Would highly recommend."
The price is AU$387
includes taxes & fees
25 Aug - 26 Aug
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Outdoor pool, a heated pool

Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym

9.8 out of 10, Exceptional, (296)
"Excellent accommodations, gorgeous condon"
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
Sport court

Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony

9.0 out of 10, Wonderful, (26)
"Great place, great location, great communication from host!"
The price is AU$609
includes taxes & fees
25 Aug - 26 Aug
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
FONTANA ~ Adults Only, Pool Access King Room at Azul Mansion!
Beach nearby

FONTANA ~ Adults Only, Pool Access King Room at Azul Mansion!

9.4 out of 10, Exceptional, (132)
"Over perfect. A couple blocks from good eats and beaches. Couldn’t have been more pleased"
The price is AU$378
includes taxes & fees
25 Aug - 26 Aug
FONTANA ~ Adults Only, Pool Access King Room at Azul Mansion!
THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool
Beach nearby

THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool

9.8 out of 10, Exceptional, (21)
"Enjoyed the stay. Very cute, nice house. Friendly staff. Clean and comfortable bed. Walking distance to Duval. Would definitely stay there again. "
The price is AU$357
includes taxes & fees
25 Aug - 26 Aug
THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Beach nearby

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

9.8 out of 10, Exceptional, (89)
"We loved the place; the secluded pool between the vegetation, the room and little extras made this stay above our expectations!"
The price is AU$467
includes taxes & fees
25 Aug - 26 Aug
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Beach nearby

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

9.4 out of 10, Exceptional, (90)
"We really enjoyed the property. "
The price is AU$399
includes taxes & fees
25 Aug - 26 Aug
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Beach nearby

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

9.6 out of 10, Exceptional, (142)
"We had a great stay places is amazing"
The price is AU$378
includes taxes & fees
27 Aug - 28 Aug
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Direct Ocean View from Your Condo-No Contact Check-In
Outdoor dining

Direct Ocean View from Your Condo-No Contact Check-In

9.4 out of 10, Exceptional, (159)
"We loved this lovely condo. Close to beach, pool and activities. Clean and had everything you need. "
Direct Ocean View from Your Condo-No Contact Check-In
SUMMER ISN'T OVER YET - PROCES REDUCED FOR OPEN NIGHTS!!!!
Exterior

SUMMER ISN'T OVER YET - PROCES REDUCED FOR OPEN NIGHTS!!!!

9.4 out of 10, Exceptional, (204)
"wonderful place to stay"
SUMMER ISN'T OVER YET - PROCES REDUCED FOR OPEN NIGHTS!!!!
THE GATO ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool!
Beach nearby

THE GATO ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool!

9.6 out of 10, Exceptional, (17)
"Short walk to Duval street, quiet and very clean and comfortable."
The price is AU$361
includes taxes & fees
25 Aug - 26 Aug
THE GATO ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool!
COCONUT PALM STUDIO ~ Adult Only Studio, Heated Shared Pool & Close to Town!
Beach nearby

COCONUT PALM STUDIO ~ Adult Only Studio, Heated Shared Pool & Close to Town!

9.6 out of 10, Exceptional, (90)
"Great stay, clean property in a perfect location that is quiet and still walkable. Would gladly stay here again!"
The price is AU$399
includes taxes & fees
25 Aug - 26 Aug
COCONUT PALM STUDIO ~ Adult Only Studio, Heated Shared Pool & Close to Town!
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
Exterior

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

9.2 out of 10, Wonderful, (179)
"Place is centrally located which is ideal for walking from place to place. House was very clean and had everything needed for my time spent there"
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
A heated pool

Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!

8.4 out of 10, Very good, (25)
"Property as described in listing, enjoyed our stay! Would def stay again! "
The price is AU$376
includes taxes & fees
25 Aug - 26 Aug
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Beach nearby

CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!

9.8 out of 10, Exceptional, (154)
"Great place"
The price is AU$387
includes taxes & fees
25 Aug - 26 Aug
CORONA ~ Adults Only, King Room with Community Pool at Azul Mansion!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Raccoon Key Hotel Reviews

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

10/10 Excellent
"Me gustó que tenían transporte para el Old Town de Key west "
Maryorie 1-night trip
Posted 13 hours ago
Fairfield Inn and Suites by Marriott Key West

Frequently asked questions

How much do condos in Raccoon Key cost?
The price range for condos in Raccoon Key is AU$356 to AU$609 per night. No matter your budget, you'll find a place that suits your pocket — as well as your whole squad! This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Raccoon Key?
There are 431 condos in Raccoon Key. No matter if you're taking a trip with the family or planning a weekend escape with some friends, Expedia will help you find the ideal base for your crew.
What is there to do in Raccoon Key near my condo?
Raccoon Key has enough sights and activities to entertain you for weeks (or months!), beginning with Smathers Beach. South Beach, Fort Zachary Taylor Historic State Park and Higgs Beach are other awesome attractions. If you're in town a while, Key West Aquarium and Boca Chica Nude Beach will add the finishing touches to your itinerary.