Search Vacation Homes in Raccoon Key

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Compare 571 Vacation Homes in Raccoon Key with updated reviews, rates, and availability.

OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool!
10.0 out of 10, Exceptional, (21)
"This property was amazing! Upon arrival the host was in contact with all the information and made getting to the property very easy and is exactly as shown on the site. This is a very safe area with everything within walking distance- Duval St, beaches and restaurants. The pool is clean and well maintained. I would highly recommend this VRBO if visiting Key West and if available for my next visit will use it as my spot to stay!"
OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool!
PAGITT HOUSE - 3/ 2 - OLD TOWN KEY WEST WITH POOL
10.0 out of 10, Exceptional, (2)
"Absolutely Fantastic! Place was amazing and the pool was perfect. The house is located in close walking distance to pretty much everything you want to do in Key West. The host was easy to communicate with and we had a great time. Can't wait to go back, and would highly recommend staying here if you are headed to Key West."
The price is SAR 2,250
SAR 5,442 total
includes taxes & fees
18 Jum. II - 19 Jum. II
PAGITT HOUSE - 3/ 2 - OLD TOWN KEY WEST WITH POOL
MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!
9.6 out of 10, Exceptional, (185)
"The stay was excellent, a beautiful home with lovely touches to make you feel comfortable. Overall I gave the highest rating, but the TV didn’t work. The manager was attentive but still took a few days to resolve the issue. Also, pool guy arrived unannounced to service the pool, I would have preferred notice. As I said it was overall perfect in terms of location, cleanliness and charm, would recommend it!"
MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!
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SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!
9.8 out of 10, Exceptional, (155)
"A short walk from the busy docks, the property offered the unexpected pleasure of staying in our own peaceful and private garden enclave. The nature-inspired design of the pool and the lush tropical foliage invited lingering on the lounge chairs and the porch. The patch of grass, although artificial, made great terrain for water fights, a game of beachball soccer, and sunbathing on a towel. Inside, the home was spacious and charming, with island colors punctuating wonderful (original?) wood...
SOUTHERNMOST BELLE~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!
EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!
9.8 out of 10, Exceptional, (76)
"House was great and location is amazing. You can't get any closer to Duvall without being directly on it. Practically the center of Duvall street so everything is walking distance. Parking spot is tight - I would recommend renting a golf cart in lieu of a car - but everything is so close, you don't need either."
EL CORAZON~ Renovated Home w/ Direct Access to Duval St. w/ Pool & Parking!
INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!
9.4 out of 10, Exceptional, (16)
"Nice, clean property with new appliances. Convenient to Key West. Great deck for hanging out in the morning with coffee or with a cocktail in the evening. Hogfish Bar, a great sandwich shop and French bakery all close and convenient to the property."
INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!
ISLAND DAZE ~ Perfectly Located 2 Bedroom, 2 Bathroom Cottage!
9.8 out of 10, Exceptional, (100)
"This is our second stay at this property. Perfect space for two couples. Walk around the corner and rent a Golf cart from Mintys then go anywhere you want.Great location. We had a couple of questions while there and Dan our property manager was quick to respond. Washer and dryer was a nice bonus after fishing and catching all day!(24/7 Sportfishing) Overall great property. Highly recommend"
ISLAND DAZE ~ Perfectly Located 2 Bedroom, 2 Bathroom Cottage!
**THE CONTENTED CRANE @ OLD TOWN** Home & Pool Near Duval + LAST KEY SERVICES...
10.0 out of 10, Exceptional, (70)
"Perfect. That sums it up!"
**THE CONTENTED CRANE @ OLD TOWN** Home & Pool Near Duval + LAST KEY SERVICES...
LADY ADMIRAL ~ Sweet cottage & guest house with private pool off Duval!
9.6 out of 10, Exceptional, (188)
"This little house is perfect! Everything was clean and the pool was a perfect backyard oasis. 10/10 recommend for a nice little getaway!"
LADY ADMIRAL ~ Sweet cottage & guest house with private pool off Duval!
A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town w/ Private Pool!
10.0 out of 10, Exceptional, (54)
"From the moment we arrived at our Key West retreat, we were enchanted despite the initial hiccup of discovering that two of the bedrooms were situated on the third floor. Yes, the stairs were a bit of a challenge, but what awaited us inside made it all worthwhile. The accommodation was exceptionally cozy, with a delightful small pool that became our little oasis. Cleanliness and comfort were top-notch, and the location could not have been better, placing us right in the heart of Kew West and...
A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town w/ Private Pool!
ISLAND OASIS ~ Stylish 2 Bedroom, 2 Bath Home w/ Private Heated Pool!
9.8 out of 10, Exceptional, (41)
"This a lovely property. Upstairs bedrooms each have their own bathroom. Washer and dryer in upstairs hallway. Clean and bright. Downstairs has a lovely sitting room and dining area. Fully stocked kitchen with many utensils, even a blender. Small closet 1/2 bath on first floor. Outside covered patio area has a small wet bar. Pool is steps away and has shady and sunny spots throughout the day. Two delicious restaurants walking distance (longest 2 blocks). Try The Garden Cafe or Cafelito, both are...
ISLAND OASIS ~ Stylish 2 Bedroom, 2 Bath Home w/ Private Heated Pool!
OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!
9.6 out of 10, Exceptional, (64)
"Enjoyed our stay…..Dan was very helpful with the smart tv issue…."
OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!
SALTY KISSES ~ Charming 2 Bedroom, 1.5 Bath Townhome in Truman Annex!
10.0 out of 10, Exceptional, (16)
"Everything about this was perfect. Location is great. Having a parking spot right at the rear of unit was a huge plus. Communication with property manager was a breeze (and he even got us in early!) Unit was super clean, updated and well stocked. Having the concierge service was definitely an added plus"
SALTY KISSES ~ Charming 2 Bedroom, 1.5 Bath Townhome in Truman Annex!
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
9.0 out of 10, Wonderful, (214)
"Very enjoyable"
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
8.8 out of 10, Excellent, (18)
"Good location as far walking distance to a Cuban food truck- Luna. Hogfish is a good restaurant, good seafood and good service, short walk. Property was clean. Beds comfortable. Mostly quiet. It’s about 3 miles from Key West."
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (188)
"We were very Happy!! The place was very clean and most accommodating!! We will stay here again in the future! Also, the Key Lime Pie was awesome!!! Thank You!"
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!
9.6 out of 10, Exceptional, (157)
"We had 3 adults varying ages celebrating a 30th birthday. The house couldn't have been more perfect. Charm alongside the perfect layout for personal space as well as areas to be together at the pool family room or dining room. The pool amazing. House immaculate with all amenities needed. Bikes to rent are just a couple blocks away (walking) we had no issue parking for one car. Easy bike ride or nice walk to Duvall. And our host Melanie was a star! Quick to respond but really everything was...
CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!
Tropical Dreaming by AvantStay | 4 BLKS to Beach! Private Pool!
9.6 out of 10, Exceptional, (86)
"Great location. Responsive hosts. Clean and well stocked to meet needs. Will book again."
Tropical Dreaming by AvantStay | 4 BLKS to Beach! Private Pool!
**PLANTATION TROPICALE @ CASA EAST** Grand Estate & Pool + LAST KEY SERVICES…
10.0 out of 10, Exceptional, (34)
"We traveled from Michigan celebrating my mother’s 75th birthday. I don’t know much about the company last key rentals. The concierge, Victor and awesome person and awesome man very knowledgeable. Very pleasant made me and my family feel right at home. To last key Victor went above and beyond to answer any questions and to make everyone feel as comfortable and was very supportive and knowledgeable of the community and surrounding areas. To the owner you have amazing property."
**PLANTATION TROPICALE @ CASA EAST** Grand Estate & Pool + LAST KEY SERVICES…
**SOUTHERNMOST HOSPITALITY VII** 7BR/7BA & Pool + LAST KEY SERVICES...
10.0 out of 10, Exceptional, (78)
"We enjoyed our stay. The house is in a perfect location. Walking distance to most everything. Plenty of room for a big family."
**SOUTHERNMOST HOSPITALITY VII** 7BR/7BA & Pool + LAST KEY SERVICES...
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See all available properties in Raccoon Key
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.

Other property types 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, (80)
"Great place for a group to hang out in Key West"
The price is SAR 4,872
SAR 10,894 total
includes taxes & fees
30 Jum. II - 1 Raj.
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (333)
"My husband and I came to Key West to celebrate our 30th anniversary. Ken's Studio was perfect. We knew it was small going in and so that didn't bother us. The location is outstanding as it is within walking distance of Duval Street and easy bike rides to the beach. The bikes were great for getting around KW, we rode them all over. The beach supplies (cooler, umbrella, chairs, snorkel equipment) were very much appreciated as well. Ken was an excellent host and was very good at communicating with...
The price is SAR 371
SAR 895 total
includes taxes & fees
20 Jum. II - 21 Jum. II
Steps from Duval, Pool & Bikes $129-$299 Night!
HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!
9.4 out of 10, Exceptional, (99)
"We loved it here. Great location and very clean. Would highly recommend if you are visiting key west."
The price is SAR 435
SAR 1,023 total
includes taxes & fees
17 Jum. II - 18 Jum. II
HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared 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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