Raccoon Key Vacation Rentals

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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, 80 reviews
"Great place for a group to hang out in Key West"
The price is CA $1,787
CA $3,994 total
includes taxes & fees
Jun 25 - Jun 26
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, 334 reviews
"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 CA $136
CA $327 total
includes taxes & fees
Jun 25 - Jun 26
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 reviews
"We loved it here. Great location and very clean. Would highly recommend if you are visiting key west."
The price is CA $160
CA $373 total
includes taxes & fees
Jun 17 - Jun 18
HAVANA VIEJA ~ Adults Only, Poolside 1 BR, 1 Ba w/ Shared Pool!
Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, 90 reviews
"Everyone was extremely nice and helpful."
The price is CA $284
CA $514 total
includes taxes & fees
Jun 16 - Jun 17
Aqua Lodges at Hurricane Hole Marina
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
9.8 out of 10, Exceptional, 103 reviews
"Beautiful property in a great location. I would definitely stay again."
The price is CA $166
CA $383 total
includes taxes & fees
Jun 16 - Jun 17
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
Poolside Cottage #411
10.0 out of 10, Exceptional, 17 reviews
"Clean. Everything we needed in a key west stay."
The price is CA $297
CA $503 total
includes taxes & fees
Jun 13 - Jun 14
Poolside Cottage #411
CORONA ~ Adults Only, Historic Azul Mansion Suite with Community Pool!
9.8 out of 10, Exceptional, 108 reviews
"very nice.I suggest renting a bikes or scooter too save time walking to the tourist attractions and desired dining."
The price is CA $204
CA $428 total
includes taxes & fees
Jun 13 - Jun 14
CORONA ~ Adults Only, Historic Azul Mansion Suite with Community Pool!
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
9.8 out of 10, Exceptional, 56 reviews
"Perfect, loved the pool area, very peaceful, beautiful property"
The price is CA $304
CA $640 total
includes taxes & fees
Jun 14 - Jun 15
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
COHIBA ~ Adults Only, Poolview 1 Bedroom Suite in Historic Azul Mansion!
9.6 out of 10, Exceptional, 103 reviews
"The overall experience was very convenient and pleasant.The house and pool were very clean and nicely appointed. Our room’s bathroom could use some shelving or space to set items down. The AC was quite loud right above the bed and that is my only complaint but overall it was very pleasant and more reasonably priced than many places. Having parking at our residence was a huge benefit."
The price is CA $157
CA $370 total
includes taxes & fees
Jun 18 - Jun 19
COHIBA ~ Adults Only, Poolview 1 Bedroom Suite in Historic Azul Mansion!
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
9.2 out of 10, Wonderful, 95 reviews
"Wonderful stay. Was not in the room much, except to sleep and used the pool and common areas a few times and, overall, Azul was just beautiful and should I return, I would stay here again."
The price is CA $161
CA $376 total
includes taxes & fees
Jun 18 - Jun 19
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
Salvador's Studio by Brightwild | Heated Pool!
8.0 out of 10, Very good, 20 reviews
"So enjoyed it ! Had never stayed in this part of Old Town , and this introduced me to so much. Would absolutely return."
The price is CA $184
CA $389 total
includes taxes & fees
Jun 16 - Jun 17
Salvador's Studio by Brightwild | Heated Pool!
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
9.0 out of 10, Wonderful, 214 reviews
"Very enjoyable"
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
Penthouse Level Ocean Views- Live the Dream
9.6 out of 10, Exceptional, 210 reviews
"The penthouse was even more beautiful in person than shown in the photos! The view of the water was amazing, and there was plenty of space inside and on the (huge) balcony for me and my family to relax. Having access to the pool and private beach were also highlights, and it is conveniently located near Smathers Beach! The owners had everything setup and ready for us, and we had the best time! We will definitely be coming back!"
Penthouse Level Ocean Views- Live the Dream
May 20-23 or 27-30 ngt. mid-wk..spec. beach kitchen & patio 135..ngt + ex
9.6 out of 10, Exceptional, 186 reviews
"We spent a week in Key West at this nice little main floor one bedroom suite. The location is great, and walkable to anywhere you might want to go in Key West. Parking was pretty easy...always found a spot within a 1/2 block. The area is safe and quiet, but really easy to get to all the great sites and the beaches. If you are considering a trip to Key West, Marilyn's place is a great place to stay. Thank you, Marilyn for having us!"
May 20-23 or 27-30 ngt. mid-wk..spec. beach kitchen & patio 135..ngt + ex
Key West Beachfront Luxury 2/2 Condo A212
9.8 out of 10, Exceptional, 119 reviews
"Nice property with great furnishings; really liked that it felt more like a residence than a resort. I would stay here again if I had the chance."
Key West Beachfront Luxury 2/2 Condo A212
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, 204 reviews
"Beautiful and quiet location. Close to Key West yet just far enough to be away from the crowds. Family thoroughly enjoyed it. Everything is as pictured and immaculately clean, truly a gem. Melanie was friendly, always available and always responsive."
The price is CA $481
CA $610 total
includes taxes & fees
Jul 10 - Jul 11
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking
9.6 out of 10, Exceptional, 41 reviews
"We spent a few nights here during a wedding weekend celebration in Key West. The home was in the perfect location. Very close to Duval street but set back enough for peace and quiet. The pool was amazing and much bigger than anticipated. The home was extremely roomy. All the amenities you would need and tons of towels! Highly recommend and will definitely stay here again!"
The price is CA $1,651
CA $2,953 total
includes taxes & fees
Jul 12 - Jul 13
ELIZABETH'S SECRET: 3/2 In Old Town Key West, with a Private pool and Parking
Poolside Cottage #412
10.0 out of 10, Exceptional, 6 reviews
"Perfect location. Poolside. Friendly staff, excellent service ~ Brandy!!!"
The price is CA $297
CA $505 total
includes taxes & fees
Jul 10 - Jul 11
Poolside Cottage #412
Steps To The Beach And The Sunrise-No Contact Check-In
9.4 out of 10, Exceptional, 95 reviews
"I rent a lot of VRBO’s and this is one of the best condos I have ever stayed at. It was very clean. It was very comfortable and I have to specifically comment on the beds. They were the most comfortable beds I’ve ever slept on in a condo. My friends said their bed was very very comfortable too. Also the location of this condo right by the pool is very convenient. And to sit on the patio and enjoy the wildlife out in the wetlands was very peaceful and enjoyable. I would rent his condo again."
Steps To The Beach And The Sunrise-No Contact Check-In
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, 25 reviews
"Friendly, easy access and close to desired destination "
34’ Catamaran Sailboat
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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.

Raccoon Key Vacation Rental Travel Info

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

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
9.0 out of 10, Wonderful, 1,517 reviews
"Oceans Edge was a great stay. The room and grounds were amazing. The pools were clean and stay did an great job. The onsite restaurant and bar was very nice but expensive. There are other places to eat on Stock Island, but they either require a car or bike. Fortunately, you revived received complimentary bike rentals daily from the resort if you wanted to grab breakfast or lunch. And the shuttle service to Key Island was on time, comfortable, and usually had available seating. It was about a $20...
The price is CA $208
CA $314 total
includes taxes & fees
Jun 16 - Jun 17
Oceans Edge Key West Resort, Hotel & Marina
Margaritaville Beach House Key West
4.0 star property
8.6 out of 10, Excellent, 1,797 reviews
"This property is across the street from the beach but not on the beach which I expected from the photographs. The property also needs some refreshing of their carpets in the corridors, service elevators and corridors. The jacuzzi had one or two working jets and needs to have the floor treated. I was hoping there was als some interactive activities for kids. Overall it was a pleasant stay. The room was perfect. Staff was so friendly and helpful and did a great job. "
The price is CA $278
CA $399 total
includes taxes & fees
Jul 9 - Jul 10
Margaritaville Beach House Key West
Southernmost Beach Resort
4.0 star property
8.2 out of 10, Very good, 1,892 reviews
"The resort itself was lovely, but the cleaning staff could do better. When they came, they refilled the water, made the beds and put new towels. However, they did not sweep up or vacuum the rooms at all - since we have access to beach and outside, dirt accumulates. We did our best by keeping shoes at the door but even when we arrived we noticed the floors were not that clean. We were also surprised by the high parking plus resort fee ($42USD per day for parking $56USD per day for resort fee)....
The price is CA $294
CA $418 total
includes taxes & fees
Jun 16 - Jun 17
Southernmost Beach Resort
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Raccoon Key. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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