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$258

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"DUVAL DELIGHT" Gorgeous New Condo On Duval Street! Sleeps 6! Pvt Parking!

Key West condo
1 BR / 2 BA / Sleeps 6 | Quick view

Details

Duval Delight is a breathtaking, newly-renovated 2-story condo located at the historic "Cuban Club" on the "quieter" side of world famous Duval St. This high end vacation rental features a huge 55-inch flatscreen TV in the living room and all brand new furniture including a comfy, pull-out queen sleeper sofa. The …
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Linens Provided
  • Microwave
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

$298

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"LENNON'S LODGE" Luxury Vacation Home - Private Hot Tub - 1 Block To Duval St

Key West cottage
2 BR / 1 BA / Sleeps 6 | Quick view
Excellent22 Reviews

Details

Reviews

(22)

Part of 4 exclusive units at Abbey Road, The original Cuban tile has been preserved throughout the house, wherever possible. Upon entering the spacious living room, a large tropical sectional queen sleeper sofa allows you to comfortably watch the 46” flat screen TV/DVD. Also available is an I-Pod docking station/CD/…
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Patio
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(22)

Lennon's Lodge is amazing!

Left on Aug 18, 2010 for a stay in February 2010

What a wonderful and amazing time we had and the place is great!! Perfect location to do everything on duval!! Wonderful to come home to a beautiful clean house all the time! Thanks for everything!!!

1 / 24

$183

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"CAYO HUESO HIDEAWAY' - Luxury Monthly Rental - Pvt Pool & Pvt Hot Tub

Key West house
3 BR / 3 BA / Sleeps 10 | Quick view

Details

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Cayo Hueso: As you approach the front door to 1120 Curry Lane the transformation starts to happen. The small lush tropical lane, the two wonderfully inviting porches... your journey to the tropics and relaxation has begun! …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
ABSOLUTELY PARADISE - Luxury Home w/ Pvt Pool Just 1 Block To Duval St - Key West vacation rentals
1 / 36

$418

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ABSOLUTELY PARADISE - Luxury Home w/ Pvt Pool Just 1 Block To Duval St

Key West house
3 BR / 3 BA / Sleeps 8 | Quick view

Details

Absolutely Paradise! That's what you will think the moment that you arrive at this luxurious, tropical retreat. Located in the heart of Old Town Key West, this beautiful home will entice, entertain, and excite even the most discriminating traveler. This spacious (almost 2000 sq ft) three story, 3 bedroom, 2.5 bath …
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 26

$138

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"PELICAN SUITE @ THE SANCTUARY" Old Town Suite - Hot Tub & BBQ Grill

Key West cottage
1 BA / Sleeps 4 | Quick view

Details

Part of Southernmost Suites The Pelican Suite is located in The Southernmost Suites on historic Simonton Street. Tucked back within the garden the Spoonbill Suite offers a serene escape from the hustle and bustle. The Pelican Suite has 2 Queen Beds and a kitchenette for you to enjoy meals in before you hit the …
  • Patio
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

$138

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"OSPREY SUITE @ THE SANCTUARY" Affordable Cottage w/ BBQ Grill & Hot tub

Key West cottage
1 BA / Sleeps 4 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Part of Southernmost Sanctuary Suites The Osprey Suite (Formerly the Osprey Suite) - Located in the Garden at the Southernmost Studios, the Osprey Suite is the perfect island getaway. Located within walking distance to all of the charms in Old Town you'll never want to leave! The Osprey has a Queen Bed as well as …
  • Internet Access
  • A/C or climate control
  • Patio
  • Grill
  • Satellite or cable TV
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Wow... just Wow. So incredible.

Left on Aug 28, 2014 for a stay in August 2014

This was a last minute booking for us.. we had no idea what type of room we would be getting. Boy were we surprised! The gate is a little hard to find at first and you begin to wonder if it's going to be a bad idea... but then you walk into something like The Secret Garden. Stone walkways with gorgeous greenery and colorful flowers blooming... adorable plaques with funny phrases... seating …

$268

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"ARTIST HOUSE @ DUVAL SQUARE" Key West Condo w/ Shared Pool & Pvt Parking

Key West condo
2 BR / 3 BA / Sleeps 6 | Quick view
Excellent4 Reviews

Details

Reviews

(4)

Welcome to Artist House: a 2 bedroom 2.5 bath rooftop townhome located within the gated community of Duval Square. Beautifully decorated with bright colors and unique art work, this property will give you a great Key West experience and is perfectly located so that you can park your car in the private lot and walk to …
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

Nice place right on duval

Left on Aug 05, 2014 for a stay in August 2014

Nice condo right on duval st. Good location for a more quiet stay.Cvs right around the corner

Rooms where nice. Hot tub on patio is a plus.

Only negative comment is I wish we where a little closer to the other "touristy" end of duval because we had a couple first time key west'ers and we spent most of time there anyway but that has nothing to do with the room

1 / 17

$83

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Providence Suite - Monthly Rental

Key West house
1 BR / 1 BA / Sleeps 6 | Quick view

Details

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Nestled in tropical, flowering gardens, the Providence Suite is perfectly located, 1/2 block from Duval Street Downstairs is the living room with Queen sleeper sofa, dining room and fully equipped kitchen. Outdoor table and…
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

$218

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CAYO CRUZ SUITE #308 (Recently Updated!) - Amazing Views - Pool & Hot Tub

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

(Recently updated!) Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Central heating
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Nice, efficient and cheap

Left on Jan 05, 2015 for a stay in December 2014

You can book this place if you do not mind occassional airplanes landing and taking off. This is a great place with very friendly staff. The main center of the Island is 5-10 mins away in a car. However, the beach is nearby. It is cheap and very efficient. The unit we stayed in was in excellent condition and it also had a decent patio overlooking the Key West Airport. Needless to say it is very …

$398

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BAHAMA HOUSE Bahemian-Style Home w/ Pvt Pool and Grill. 1/2 Block To Duval St

Key West house
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

The BAHAMA HOUSE located at 508 Amelia Street is a historic Bahamian-style Conch Cottage. It is a perfect example of turn-of-the-century island architecture. This adorable two bedroom cottage, each with queen bed and TV (the master has a large flat screen), two full baths and queen sleeper-sofa is accented with Dade …
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Comfortable 2 bedroom 2 Bath home that is 50 feet off Duval street

Left on Jun 30, 2014 for a stay in June 2014

We stayed at this home in Key West for one night. It was located 1 house off Duval Street on the quieter side towards the Southern most point. It was very easy to walk Duval to grab dinner and a drink and then walk back home. This unit also has 1 parking space (not usually the case in Key West), so that was convenient. (We were able to fit a mini van and midsize SUV bumper to bumper in that …

$408

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"CASA SERENDIPITY" - World Class Comfort in Lush, Tropical Paradise

Key West house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent31 Reviews

Details

Reviews

(31)

Located on one of old town's prettiest historic streets, Frances Street. Casa Serendipity is one of the finest examples of the 'conch cottage' style architecture that Key West is famous for. Designed to accommodate a family, this three-bedroom home has two full baths, one full bath upstairs and one full bath …
  • Internet Access
  • A/C or climate control
  • Patio
  • Grill
  • Linens Provided
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(31)

Very quaint

Left on Jun 24, 2009 for a stay in March 2008

Loved the house, nicely decorated and well kept. Lots of room except you
need to watch your head going down the stairs - low clearance. Nice wrap
around porch and yard with small pool (too cold for me but the kids loved it).
The walk to town (Duval St area) was longer than expected especially since the
house is across from the cemetary (above ground).

$188

Book

"ROYAL PALM" Bahama Village Cottage - Pvt Hot Tub - Perfect for Couples

Key West cottage
1 BA / Sleeps 2 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

Part of Southern Palms ROYAL PALM (formerly Little Palm) - What an idyllic setting! Picture the most perfect romantic getaway cottage with all the must have's for a great Key West vacation - in a setting that nature provided in the late 1800's - the hardwood canopy is stunning! The Tommy Bahama furniture is set off…
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

The Perfect Key West hideaway

Left on Dec 22, 2014 for a stay in December 2014

This was our second extended stay in this unit and we absolutely love it! You can't beat the location or the privacy of the unit. It's a perfect unit for two! There's a few little things that could be updated in the unit, but overall its a great value for the money!!

$408

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COCONUT PALM - Bahama Village Home w/ Huge Pvt Hot Tub - Great for Families!

Key West house
3 BR / 2 BA / Sleeps 6 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

Part of Southern Palms COCONUT PALM (formerly Island Oasis). Take a lot of history and a lot of charm - mix it with a great location and you have the perfect Key West hideaway. A vacation rental home built and operated in the late 1800's as the city's hack concession and stables, has been transformed with bits and …
  • Internet Access
  • A/C or climate control
  • Ceiling Fans
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Absolutely perfect house for our group!

Left on Jul 29, 2014 for a stay in July 2014

This house was awesome! Good location and very appropriate for what we used it for (bachelor party). Very nice Pool and outdoor area at a great price. The lease management company was quick with checking in/out and very nice! We are making this an annual trip and will stay here again.

$238

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"PORCHSIDE PARADISE" Private Porch & Hot Tub 1/2 Block To Duval St.

Key West cottage
1 BR / 1 BA / Sleeps 4 | Quick view
Very Good1 Reviews

Details

Reviews

(1)

Part of Conch Republic Cottages "Porchside Paradise" is located in the front section of the "Conch Republic Cottages". This beautiful 'home away from home' features an inviting and spacious front porch - great for people watching - as well as a private two person hot tub. The unit is gated off from the other …
  • Hot Tub/Jacuzzi
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Old Key West Home

Left on Apr 21, 2015 for a stay in March 2015

My 1st visit to Key West was in 1971 when it was a small, end of the road, sleepy beach town with old homes & history. Things have changed & it has grown tremendously. One thing that has not iatr the homes. Old buildings from the 60's - 70's are still here but split up into multi-unit apartments within houses. This was one of them. This was the front apartment that was very cute. Small but …

$128

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"CLAUDE MONET SUITE" Best Deal In KW - Old Town Efficiency - Patio and BBQ

Key West condo
1 BA / Sleeps 2 | Quick view
Very Good7 Reviews

Details

Reviews

(7)

This wonderful unit is set apart from the others with cathedral ceilings and a skylight in each room; light and airy and yet very cozy and comfortable. This efficiency condo is perfect for 2 and can even accommodate the occasional guest with the living room sleeper sofa. The bedroom has a full-size murphy bed and …
  • Internet Access
  • A/C or climate control
  • Patio
  • Grill
  • Linens Provided
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(7)

Great location

Left on Nov 21, 2013 for a stay in November 2013

This location was perfect for access to the Power Boat races and everything in Old Town Key West. We parked our car on the street in front and didn't use it until we left.

The room was fairly nice. The bathroom and aC were great. Didn't use the kitchen but it only had a microwave for cooking. The bed was too hard.

$138

Book

"MALLORY SUITE" 1 Block from Duval St. Great KW Deal

Key West condo
1 BA / Sleeps 2 | Quick view
Excellent30 Reviews

Details

Reviews

(30)

The Mallory Suite is nestled at the rear of the Simonton Court complex. The efficiency studio features a fully-equipped kitchen, flatscreen TV with cable, free wireless internet, and private patio furniture to relax on. The bathroom has a custom tiled shower with glass door and vanity. Take advantage of this …
  • Internet Access
  • A/C or climate control
  • Patio
  • Grill
  • Linens Provided
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(30)

Authentic Key West Experience

Left on Jun 25, 2009 for a stay in December 2008

Beautifully decorated cottage--We could live there year-round! Key West inspired furniture, a full newly remodeled kitchen, and modern bath. Walking distance to all the sights (only a block from Duval), yet nice and quiet. The cottage was very modern and clean, and the rental staff was very helpful and friendly. We found this on a pet friendly website and our Golden loved the fenced in area …

$138

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"TRUMAN SUITE" 1 Block To Duval St. Great KW Deal.

Key West condo
1 BA / Sleeps 2 | Quick view
Excellent27 Reviews

Details

Reviews

(27)

The Truman Suite is nestled at the rear of the Simonton Court complex. The efficiency studio features a fully-equipped kitchen, flatscreen TV with cable, free wireless internet, and private patio furniture to relax on. The bathroom has a custom tiled shower with glass door and vanity. Take advantage of this …
  • Internet Access
  • A/C or climate control
  • Patio
  • Grill
  • Linens Provided
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(27)

Very nice and private experience

Left on Jun 24, 2009 for a stay in November 2007

I felt the service and the Truman Efficiency were fine. They were of a
fine size. Comfortable bed and clean as well. Upgraded bathroom with
plenty of hot water and kitchen supplies. There is a shared pool, but it
was also fine. The efficiency was close to other Key West Activities and
we could walk almost anywhere. It was pricey. But most everything is in
Key West during this time.

$268

Book

"CASA DE MANGO @ DUVAL SQUARE" 2-Story Condo w/ Pvt Hot Tub & Balcony

Key West condo
2 BR / 3 BA / Sleeps 6 | Quick view
Very Good23 Reviews

Details

Reviews

(23)

Lush and tropical gardens surround this beautiful development in the heart of historic Old Town. Private, secured parking beneath the complex and security entrances gives the feeling of exclusivity unparalleled in Key West. The foyer of this Mediterranean Style unit opens to the living room, dining room, half-bath …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(23)

Refreshing Experience

Left on Jun 25, 2009 for a stay in November 2007

We thought the Condo was beautiful. Very clean, with nice furniture. The terrace off of the living room was nice too!
Can't wait to visit again!

$268

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"CASA CARIBE @ DUVAL SQUARE" Beautiful Duval Square Condo w/ Pvt Hot Tub

Key West condo
2 BR / 3 BA / Sleeps 6 | Quick view
Excellent34 Reviews

Details

Reviews

(34)

Located in Duval Square (between Duval Street and Simonton Street), where fine dining abounds (Square One and Origami Sushi Bar), Casa Caribe is a second story paradise just steps from the sights, sounds and excitement of world-famous Duval Street. Lush and tropical gardens surround this beautiful development in …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Deck
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(34)

The Place To Stay

Left on Jun 24, 2009 for a stay in February 2009

Close to all the "ACTION" but still set away to be its own little RESORT. Everything is walking distance....Food/Entertainment!!!! Great for Friend, Family, or just a get-away.

$188

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"VERDE SUITE" - Quiet & Affordable 'Old Town' Cottage - Shared Pool

Key West condo
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent23 Reviews

Details

Reviews

(23)

The location is ideal in that it is just two blocks from the action of Duval street, yet has the tranquility and peacefulness to nap on the outside deck. This immaculately clean and comfortable air conditioned suite features beautiful vaulted ceilings and pastel colored walls as well as a top of the line flat screen …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(23)

Verde Suite relaxation

Left on Jun 25, 2009 for a stay in April 2009

Glorius week in a great little suite with almost everything you would want. The only thing missing was the availability of authorized parking although there are parking spaces adjacent to the complex that remained vacant the entire week
Everything else ranks high. Cleanliness, secluded, close to everything in Old Town.

Would I do it again? In a heartbeat....as a matter of fact I am planning a …

$133

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"PARADISE PALMS" Tropical Key West Home w/ BBQ Grill & Pvt Patio

Key West house
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent2 Reviews

Details

Reviews

(2)

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** The master bedroom features a king-size bed, flat screen television, en suite bathroom and french doors leading you out to the private side deck. The second bedroom features a queen-size bed and flat screen television. The …
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Great house, nice location

Left on Mar 03, 2014 for a stay in February 2014

great house, nice location. Would be perfect if there was a pool. Fantastic private outdoor shower. We were there for a month and for the money, it should have included a cleaning half way through our stay. It was spotless when we checked in. We just we not up for housework during our vacation. I would recommend it.

$188

Book

Flamingo Hideaway - Private Hot Tub. Lush Landscape In Old Town Key West

Key West condo
1 BR / 1 BA / Sleeps 4 | Quick view
Very Good2 Reviews

Details

Reviews

(2)

Part of the Nightly Group PALM GARDENS Flamingo Hideaway is a spacious unit. Historic homes dating to the late 1880s, this tropical paradise has just undergone a complete restoration with exceptional attention to details. The original Dade County pine walls have been saved to create that unique historic feel…
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

The home was great, the service was awful.

Left on Apr 03, 2014 for a stay in March 2014

The home we stayed in (905 White street- Flamingo) was wonderful. It was very clean, well kept and a great getaway from the business of Duval Street. We rented bikes so we only had a short bike ride to get to a store, bar or beach. The only problem was the service we received. It started at the beginning of the trip when we were rudely spoken to on the phone when we had no idea how to get into …

$178

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"ISLANDS IN THE STREAM" - Near Southernmost Point! Shared Pool & Grill!

Key West condo
1 BA / Sleeps 4 | Quick view
Very Good7 Reviews

Details

Reviews

(7)

Located at Papa's Hideaway is a historic Key West Inn with all the charm of Hemingway's day and the convenience of being just one block off Duval Street. The perfect mix of location, atmosphere and value. Feel your tensions release as you soak up the warm tropical sun. Listen to the trade winds rustling through …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(7)

Quiet B&B; in a great location

Left on Nov 06, 2013 for a stay in October 2013

The area is very private with a small pool. The studio had a small frig, microwave and electric glass-top range. King-sized bed and tile floors. The only drawback was the bathroom. If you've ever been on a cruise, the shower was that small, but adequate. The outdoor area was beautiful with a small pool which is where continental b'fast was served. It is located a block or two off Duval, but…

$158

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"SHIPYARD" - WEEKLY OR MONTHLY (Truman Annex) - A Short Stroll to Sunset!

Key West condo
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent4 Reviews

Details

Reviews

(4)

***Due to licensing restrictions, this property requires a minimum stay of 7 nights.*** The Shipyard is a great place to stay and play near the water and Old Town Key West! Located in Truman Annex, a secure enclave of historic and exclusive residences, Truman Annex is the most exclusive and magnificent development…
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Patio
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

Great Get away

Left on Nov 29, 2013 for a stay in November 2013

The Shipyard Complex is very nice, clean and easy to get in and out of. The house is close to all the action of Duval, the boat races and if you want to take a walk to the Southern Most that's fairly close too. Great weather, the house is outfitted perfectly with all the comforts of home. No doubt that I'll rent it again next year.

$178

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"SUN ALSO RISES" - Papa`s Hideaway Historic Inn - Studio (2nd Flr)

Key West house
1 BA / Sleeps 4 | Quick view
Very Good4 Reviews

Details

Reviews

(4)

Papa's Hideaway is a historic Key West Inn with all the charm of Hemingway's day and the convenience of being just one block off Duval Street. The perfect mix of location, atmosphere and value. This studio is located on the second floor and offers a king-size bed, queen-size sleeper sofa, kitchenette, beautiful …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

really nice grounds

Left on Feb 13, 2014 for a stay in January 2014

pool area and grounds were very nice...room was clean but needed some TLC..screen was broken on sliding door..no way to lock the door...kitchenette lacked anything but bare bones...coffee filters would have been nice...decent basic room..but no frills

1 / 24

$200

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"BAY HARBOR VIEW" - Waterfront Monthly Rental w/ Spectacular Views

Key West house
5 BR / 3 BA / Sleeps 18 | Quick view

Details

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** a passport tucked away off of mile marker 15. While relaxing in the 20x12 free form lagoon pool, the surrounding scenery makes you feel like you are on your own deserted island. Around the back of the home, the large …
  • Waterfront
  • Internet Access
  • A/C or climate control
  • Patio
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

$198

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"TORRENTS OF SPRING" - Papa`s Hideaway Historic Inn - Deluxe Studio (2nd Flr)

Key West condo
1 BA / Sleeps 4 | Quick view
Excellent8 Reviews

Details

Reviews

(8)

Papa's Hideaway is a historic Key West Inn with all the charm of Hemingway's day and the convenience of being just one block off Duval street. The perfect mix of location, atmosphere and value. Feel your tensions release as you soak up the warm tropical sun. Listen to the trade winds rustling through the palms, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(8)

Papa's Hideaway

Left on Nov 01, 2013 for a stay in October 2013

This was the first trip to Key West and first time at Papa's. It was booked sight unseen! Pleasantly surprised by this hidden and cozy gem! While the place is dated, it was extremely comfortable and clean.
The location was away from the noise of Duval street, yet easily within walking distance.
Would definitely choose to stay there again.
There was a problem, upon arrival,couldn't get into the …

1 / 38

$368

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"SWEET CAROLINE" - 1 Block From Duval! Shared Pool Private Parking!

Key West condo
2 BR / 3 BA / Sleeps 6 | Quick view

Details

Part of Banana's Foster Guest House This spacious 2 bedroom apartment takes up the first floor of this historic home. From the off street parking and shared courtyard entrance off Simonton opening into the kitchen to the private front entrance with sweeping front porch over Caroline Street- this rental has a lot to…
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Patio
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

$198

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"BERMUDA SUITE" - 2-Story Home w/ Shared Pool 1/2 Block To Duval St!

Key West house
1 BR / 2 BA / Sleeps 4 | Quick view
Excellent39 Reviews

Details

Reviews

(39)

Located inside the Villas known as Old Town Garden Villas Nestled in extensive tropical and flowering gardens, complete with aviaries with singing cockatiels is the Bermuda Suite.Enjoy a margarita while listening to songbirds in the courtyard, or work on your tan at the pool in the lushly landscaped courtyard right …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(39)

We will definitely stay at the Bermuda Suite again!!

Left on Jun 24, 2009 for a stay in September 2008

We were very impressed with the great service and very spacious suite. It was very clean and well kept. The location was ideal and walking distance to everything. The only bad thing I could think of was parking on the street. Other than that it was worth every penny!! We can't wait to come back again.

$188

Book

"THE AUDUBON HOUSE" Customer Favorite! Great Location 1 Block To Duval

Key West condo
1 BR / 2 BA / Sleeps 4 | Quick view
Excellent21 Reviews

Details

Reviews

(21)

AUDUBON'S LIVING ROOM HAS JUST BEEN REFURBISHED WITH NEW FURNITURE INCLUDING NEW CHAIRS AND A NEW QUEEN SLEEPER SOFA! The Audubon House is an historic free-standing one bedroom cottage featuring all the comforts of home, and more! The spacious, beautifully furnished great room features a living room. The dining …
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Linens Provided
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(21)

Nice, but

Left on Jun 24, 2009 for a stay in February 2008

The home was nice and well maintained. It had all the amenities it said it did, but the pool was away a bit and across the street and was very small with little if any sun, so we ended up not using it at all and going to the beach. This house is in the area where the roosters wake you up early in the morning. Too early for vacation. The master bedroom is tight -- the bed is cramped and closet …

$188

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"OCEANIA SUITE" - Quiet 'Old Town' Cottage - Beautiful Shared Pool

Key West condo
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent30 Reviews

Details

Reviews

(30)

This immaculately clean and comfortable air conditioned suite features beautiful vaulted ceilings and pastel colored walls as well as a top of the line flat screen TV and stereo. The living room has tropical furniture and a w/ Queen Sleeper Sofa. Efficiency kitchen is fully equipped for cooking w/ dishes, pots & pans…
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Patio
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(30)

Fantastic

Left on Jun 24, 2009 for a stay in February 2008

This was the perfect set up for a small family with young children. Kids slept on the pull out couch after making them a quick dinner in the kitchen. While they slept, we enjoyed a bottle of wine and fantastic take out on the porch from many of the local restaurants, one of which is a stone's throw away. Set right in the historic district without the noise, and having the pool there was …

1 / 22

$198

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DOMINICAN SUITE #110 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

$168

Book

ORCHID SUITE - 1 Bd, 1 Bth, 1 Block From Duval - Private Parking!

Key West condo
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent24 Reviews

Details

Reviews

(24)

Part of the Nightly group unit Tres Flores You won't find a better private off-street parking is just outside your door. Turn down 'Free School House Lane' (the entrance to Nancy's Secret Garden and 1/2 block from the Marquesa Hotel & Restaurant) and you are home! Featuring a queen pillow-top bed with light …
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(24)

Beautiful little apartment

Left on Jun 24, 2009 for a stay in June 2009

We stayed at the Orchid. So nice, cute, and CLEEEAN. Just what we wanted.

One of the ladies at the office was rude.

$198

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"LITTLE HAVANA SUITE" Beautiful Home w/ Shared Pool. 1 Block to Duval St!

Key West house
1 BR / 2 BA / Sleeps 4 | Quick view
Excellent19 Reviews

Details

Reviews

(19)

Located inside the Villas known as Old Town Garden Villas Little Havana suite is a bi-level suite with a very spacious bedroom upstairs with king bed, down pillows, tv/dvd player, cordless telephone, writing desk and chair, in-room safe, iron & ironing board complete with Bahama ceiling fan, a/c and colorful …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(19)

Enjoyed Little Havana Suite

Left on Aug 08, 2009 for a stay in July 2009

I was pleasantly surprised to find all that the ad promised. I was impressed with the cleanliness of our cottage-like suite, the cheerful maids and the thoughtfulness of items provided (blenders, bbq tools, Glad bags, extra paper towels, etc). It was ideally located halfway down Duval, making a short walk to either Mallory Square (a disappointment and now cheesy) or Southernmost. I have only 3 …

1 / 15

$100

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"HEMINGWAYS SHADOW" Beautiful & Modern - Style 1 Bed Condo in Old Town

Key West condo
1 BR / 1 BA / Sleeps 2 | Quick view

Details

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Hemingway's Shadow is a well-appointed, 1 bedroom home located on Thomas Street, directly behind the Key West Lighthouse Museum. The living room, dining area and kitchen form an L-shape open area. The kitchen also has a …
  • Internet Access
  • A/C or climate control
  • Dishwasher
  • Microwave
  • Refrigerator
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 23

$83

Book

Playa Royale - Monthly Rental

Key West condo
2 BR / 2 BA / Sleeps 4 | Quick view

Details

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Playa Royale is located on South Roosevelt Blvd., directly across from Key West's largest beach (Smathers) on the Atlantic Ocean. You can choose to join in activities held in the club house overlooking the pool, tennis courts …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 42

$1,028

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"BANANA'S FOSTER" 5 / 5.5 Guest House 1 Block to Duval St! Pvt Pool & Parking

Key West house
5 BR / 6 BA / Sleeps 14 | Quick view

Details

When rented as a group, Banana’s Foster includes- Sweet Caroline - Banana Split - Key Lime Cottage Creme Brûlée All together this grouping has 5 separate bedrooms, each with it’s own bathroom and a ½ bath downstairs, 2 full kitchens, a BBQ grill and shared courtyard with a plunge pool. The historic…
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Linens Provided
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 24

$198

Book

GRAND TURK SUITE #404 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 24

$198

Book

PUERTO RICO SUITE #103 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped…
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

$388

Book

"ISLAND OASIS" Luxury 2 BR 2 Bath Townhome w/ Pvt Heated Pool & Pvt Parking

Key West house
2 BR / 3 BA / Sleeps 6 | Quick view
Excellent20 Reviews

Details

Reviews

(20)

The beaches of the Atlantic Ocean are less than a 7 minute blocks away. This ultra luxurious 2 bedroom, 2-1/2 bath, 2 story house has been totally redecorated by one of Key West’s most talented designers, Michael Pelkey. Sitting in a row of 6 townhomes built by Key West's premier builder, Island Oasis will …
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Linens Provided
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(20)

Great to have our own pool and grill

Left on Jun 24, 2009 for a stay in April 2008

What can be better than leisurely lounging at the pool on the lanai with friends, wine, and shrimp on the bar-b. The owners even provided the boombox :)
The short walk to the strip was the only downfall--a bit unsightly immediately around the unit, but still only a very short stroll to the more quiet end of the street so that you can gradually head up Duval.

Parking was limited but we …

1 / 27

$198

Book

JAMAICA SUITE #102 - 2/2 Condo w/ Pool & Hot Tub - 1 Mile To Smathers Beach

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 30

$83

Book

"HOWE STREET HIDEAWAY" Newly Renovated 2 Bed Two Bath Home.

Key West house
2 BR / 2 BA / Sleeps 6 | Quick view

Details

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** The neighborhood is complete with conch style homes, little lanes, corner gardens and yes our famous Key West Roosters watching their chicks. Featuring a classic front porch for greeting the neighbors as they go about their day…
  • Internet Access
  • A/C or climate control
  • Patio
  • Grill
  • Linens Provided
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

$158

Book

"SEASHORE AT THE SHIPYARD" - Weekly Or Monthly (Truman Annex) Gourmet Kitchen

Key West condo
2 BR / 1 BA / Sleeps 4 | Quick view
Excellent5 Reviews

Details

Reviews

(5)

***Due to licensing restrictions, this property requires a minimum stay of 7 nights.*** Located in Truman Annex, a secure enclave of historic and exclusive residences, Truman Annex is the most exclusive and magnificent development in Old Town Key West with wide streets lined with multi-million dollar homes that are…
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(5)

Too small - bad/uncomfortable/inadequate seating in living room

Left on Jan 27, 2011 for a stay in September 2010

Condo well-kept but too small for 4 people. Really feel that rental should specify actual square footage of a unit. It was clean and satisfactory, located in a quiet enclave. But not a good value for the money, actually. Swimming pool was old/too small and the concrete - stained - and pool area very unkempt. It was a real turn-off.

1 / 22

$198

Book

SAMANA CAY SUITE #405 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
1 / 24

$198

Book

CRISTOBAL SUITE #411- 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

$268

Book

"CASA HAVANA @ DUVAL SQUARE" 2-Story Condo On Duval St w/ Pvt Hot Tub

Key West condo
2 BR / 3 BA / Sleeps 6 | Quick view
Excellent15 Reviews

Details

Reviews

(15)

This spacious unit is only steps from a large pool and covered gazebo. On the ground floor is a secured garage for parking your vehicle. Lush and tropical gardens surround this beautiful development in the heart of historic Old Town. Private, secured parking beneath the complex and security entrances gives the …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Deck
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(15)

awesome

Left on Jun 24, 2009 for a stay in April 2008

we really enjoyed our stay. the rental unit was more than we anticipated. the pool was nice and we were within walking distance to most everything we wanted to do.

$198

Book

"GRENADA SUITE #209" - 2/2 Condo w/ Pool & Hot Tub - Pvt Parking

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view
Average2 Reviews

Details

Reviews

(2)

*** 1 Private, covered parking spot is included when you rent this particular vacation condo Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Too Expensive for outdated rental property

Left on Dec 31, 2014 for a stay in December 2014

The unit was very old, the cot mattress were outdated. The patio door was not locking properly, the main door was not locking properly. It was very outdated one and didnt expect his kind of property for the amount we spent.

1 / 24

$198

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TIERRA BOMBA SUITE #403 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

$198

Book

VIRGIN GORDA SUITE #310 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view
Average1 Reviews

Details

Reviews

(1)

Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Linens Provided
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Top notch customer service

Left on Nov 23, 2014 for a stay in November 2014

When we arrived they did not have our reservation in their system eve though I had prepaid. I booked through a third party. I showed them my receipts and they put us in a room before they had verified that I hadn't been dooped by a scam artist.

Room was hard to find, office closed at 5pm, room was quite old but bathrooms and kitchen were clean, rug was new but installed too loosely in the …

1 / 26

$198

Book

RUM CAY SUITE #304 - 2/2 Condo w/ Pool & Hot Tub - Near Smathers Beach

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our lagoon-shaped …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
2345 6 78910
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