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$145

2 BR / 2 BA / Sleeps 6

12 Reviews

$145

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Ocean Pointe Two Bedroom Ocean Views

Tavernier condo
2 BR / 2 BA / Sleeps 6 | Quick view
“ Very Good ” 12 Reviews

Details

Reviews

(12)

Beautiful, newly remodeled 2 bedroom, 2 bathroom condo in sunny Tavernier Key (North Florida Keys), with a king bed in the master bedroom and 2 twin beds in the second bedroom, featuring flat screen TVs, a private balcony with chairs, cable TV, and complementary amenities. Ocean Pointe Suites at Key Largo is an all-…
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(12)

Typical Florida Keys experience

Left on Jan 01, 2014 for a stay in December 2013

The Florida Keys are laid back and most of the structures look like something out of a Popeye movie. Ocean Point Suites is no better and no worse than the competition. Finding the reservation desk is a bit confusing, but the receptionist was friendly and helpful.

We had two apartments, both pleasant enough, both with a view of the sea (and some swamp) and dozens of cats running around behind …

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$350

3 BR / 3 BA / Sleeps 8

3 Reviews

$350

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Enjoy stunning views of the sunrise from this beautiful Keys condo

Islamorada condo
3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

Revel in the beauty of the morning sunrise as you relax on your own, private lanai while sipping your morning coffee, or enjoy a meal al fresco to the sound of the waves and gulls. This piece of paradise is sure to become your favorite home away from home. This beautifully furnished and spacious condo offers all the …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Great Vacation!

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

We have stayed at Bay Harbor several times in this condo and love it. The condo feels like home and has everything you would ever need during your stay The complex is very well maintained and the pool area is great for relaxing, the slip for your boat is also a plus. Everything from the great fishing, snorkeling and great restaurants, there is something for everyone in the family. This will …

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$350

4 BR / 3 BA / Sleeps 8

16 Reviews

$350

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Paradise in Key Largo

Key Largo house
4 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 16 Reviews

Details

Reviews

(16)

Only an hour from Miami International Airport is this beautiful home in Key Largo. The house has 3 Bedrooms and three baths. All equiped with Queen size beds. It also has a 90 foot dock into Florida Bay with a chickee at the end to enjoy the breeze and the beautiful sunsets. Two kayaks are available for your enjoyment…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(16)

A week in paradise...

Left on Oct 05, 2011 for a stay in July 2011

My wife and two of our three children planned to spend the week at the house. Our oldest daughter lives three hours away by plane and couldn't get away from work to join us. When we sent her the pictures of the first amazing sunset, she called to let us know she was getting on the plane to join us. Needless to say, our vacation was perfect. The house is comfortable and welcoming. You will find…

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$225

2 BR / 2 BA / Sleeps 6

11 Reviews

$225

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Brisa del Mar

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view
“ Very Good ” 11 Reviews

Details

Reviews

(11)

BRISA DEL MAR - 2 bedroom, 2 bath condo located oceanfront with a direct view of Atlantic Ocean. Fully equipped kitchen, dining area, and living room that opens to a private balcony with unlimited ocean views. Master bedroom has a full bathroom ensuite and entry to a private balcony. Guest bedroom has twin beds that …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(11)

Ask About Construction or Repair Work

Left on Nov 06, 2008 for a stay in June 2006

The condo was nice and clean with a great ocean view. We did have a problem with all the construction at the complex. The workers were on our building the entire week we were there,even on our balcony,and woke us up every morning at 6 or 7 am with very loud saws and drills,at times so loud we could not even hear the television. This went on for about 7 hours each day, for the entire week we were …

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$83

2 BR / 2 BA / Sleeps 4

Playa Royale - Monthly Rental - Florida Keys vacation rentals
1 / 23

$83

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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

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$133

2 BR / 2 BA / Sleeps 4

BEACON REEF 211 - Florida Keys vacation rentals
1 / 18

$133

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BEACON REEF 211

Islamorada condo
2 BR / 2 BA / Sleeps 4 | Quick view

Details

Minimum Rental: 1 Month This is a very special unit in a premier condominium complex located directly on the Atlantic Ocean and in the heart of Islamorada. This unit provides spectacular ocean views. It is one of the few units that offer spiral stairs to the ground level directly from your private balcony. The …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$325

3 BR / 3 BA / Sleeps 6

9 Reviews

$325

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3 bedroom luxury marina villa ~ 126 Mariners Club

Key Largo condo
3 BR / 3 BA / Sleeps 6 | Quick view
“ Very Good ” 9 Reviews

Details

Reviews

(9)

Set on a deep-water marina and glistening turquoise waters of the Atlantic Ocean, this villa of distinction epitomizes luxurious ocean front living. Those in search of elegant accommodations yet with the laid-back Keys lifestyle will not be disappointed. This 3-bedroom, corner villa contains all the design elements …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

Details

Reviews

(9)

stay during dolphin therapy

Left on Jun 04, 2010 for a stay in September 2009

we had a good time, a special arrangement for late arrivin and a very helpfull staff at Barfeet Rental

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$179

2 BR / 3 BA / Sleeps 4

2 Reviews

$179

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Olivia Cottage: A charming Old Town house near Key West's historic cemetery

Key West house
2 BR / 3 BA / Sleeps 4 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

30 DAY MINIMUM RENTAL OLIVIA COTTAGE Recently featured in Coastal Living's "Guestbook" column, this charming Old Town house has recently been completely and tastefully renovated by its owners. Located just across the street from Key West's historic city cemetery, truly a tourist attraction in our town, the Oliva …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Deck
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Stepping Into a Picture

Left on Jul 21, 2011 for a stay in June 2011

I stayed in Olivia Cottage five weeks and loved every minute. After looking at pictures on the internet, I felt like I was stepping into the pictures. It's exactly as shown. The patio/pool area is just the most relaxing place. Everything I needed was provided and the staff at KW Vacation Rentals were most friendly and helpful. I had one problem with the smoke detectors and it was repaired quickly…

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$112

3 BR / 2 BA / Sleeps 6

2 Reviews

$112

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KEY LARGO YACHT CLUB 8

Key Largo condo
3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Minimum Rental: 1 Month Exceptional 3 story townhouse located in a quiet oceanfront complex with heated pool and marina. Inspiring ocean views from two balconies and a ground level patio to BBQ. Protected marina and deeded boat slip easily accommodates a boat up to 30' (33' from bow to engine.) Boat lift will …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Patio
  • Parking
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

Private gated condos with boat parking, pool and tennis court

Left on Jul 27, 2013 for a stay in July 2013

This condo was spacious, well maintained and included a host of community amenities. There was a pool, tennis and basketball court. It was centrally located to Key Largo, but far enough off the path to create a quiet and comfortable environment. The neighbors were friendly. There was laundry, fishing and a pool table within the condo. Best of all, there was a boat lift associated with the …

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$220

2 BR / 2 BA / Sleeps 6

25 Reviews

$220

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Papaya Place

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 25 Reviews

Details

Reviews

(25)

PAPAYA PLACE: 2 bedroom 2 bath condo at 1800 Atlantic Blvd. with garden view overlooking the nature preserve. Master bedroom with new king bed and bathroom ensuite; twin beds in guest bedroom with full bath across the hall. WIFI, unlimited long distance calls, flatscreen TV and expanded cable There is a BBQ …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(25)

"C+" Rating

Left on Nov 06, 2008 for a stay in April 2008

Key West is beautiful with much to do for any age. The grounds and building that this rental was in were well kept. The condo itself needed some heaving updating (likely last updated in the 80's) and repair. The sliding glass door had problems and had an air leak which caused the A/C to run, and run, and run, the leuvered doors within the kitchen and halloway were off the tracks, two of the …

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$198

2 BR / 2 BA / Sleeps 6

1 / 22

$198

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SAINT LUCIA SUITE #201 - 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

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$1,000

5 BR / 4 BA / Sleeps 12

19 Reviews

$1,000

Inquire

DREAMING ON DUVAL- Luxury 5 Bed & Private Pool- As seen on HGTV House Hunters

Key West house
5 BR / 4 BA / Sleeps 12 | Quick view
“ Excellent ” 19 Reviews

Details

Reviews

(19)

Luxury on Duval Street in historic Key West? Luxury is not what most people visiting Key West associate with Duval Street until you look at Dreaming On Duval! There are very few private homes on Duval, let alone a single family vacation rental that is steps away from everything Key West has to offer and accommodates …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(19)

Fabulous...

Left on May 24, 2010 for a stay in May 2010

Dreaming in Duval is a beautiful, spacious home. The home is very well equipt,and accomodated 10 people easily.
The location was perfect, we could walk to everything.
Dean and Paul were both great and very helpful.
One of our best vacations ever, we are already planning a return trip.

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$240

2 BR / 3 BA / Sleeps 6

4 Reviews

$240

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Spa On Duval

Key West condo
2 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 4 Reviews

Details

Reviews

(4)

SPA ON DUVAL: 2 story, 2 bedroom 2.5 bath townhome located in Duval Square. Private jacuzzi on its porch that makes relaxing on the spacious deck at the end of a fun filled day the perfect spot. Upstairs the master bedroom has a king size bed and private balcony; the guest bedroom has queen bed and both have …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Balcony or terrace
  • Parking
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

Home away from home

Left on Jul 25, 2013 for a stay in June 2013

We were very pleased when we walked into the unit. Everything was nice and bright and clean. The refrigerator needs to be updated as compared to the two other units my sisters rented, but overall I would definitely rent this unit again. Also, we rented a Tahoe and the parking space was shortened by the shed at the front of the parking spot so the truck stuck out more than we would have liked. …

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$300

2 BR / 2 BA / Sleeps 4

12 Reviews

$300

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Luxury defined...135 Mariners Club Key Largo

Key Largo condo
2 BR / 2 BA / Sleeps 4 | Quick view
“ Excellent ” 12 Reviews

Details

Reviews

(12)

Elegant third floor villa with 1800 sq ft of living space accentuated by chic, Italian marble floors throughout that lend an opulent touch not usually found in the casual Florida Keys vacation rental market. A generous balcony for relaxing and dining alfresco overlooks the marina with a stunning view of the Atlantic …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

Details

Reviews

(12)

Fantastic vacation week.

Left on Mar 15, 2013 for a stay in February 2013

The Mariners Club was just what we were looking for in a vacation. We stayed in unit 135 and it was perfect. The pictures were exactly what the unit looked like and then some. The view was fabulous from the lanai and the security was very friendly. The food was great every where we went and the pools were a great place to lay down and relax while catching some well needed sun. We would …

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$275

2 BR / 3 BA / Sleeps 6

17 Reviews

$275

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Elegant~Stylish~Well-Designed ~ 124 Mariners Club

Key Largo condo
2 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 17 Reviews

Details

Reviews

(17)

If elegance and quality are important in your selection of a vacation accommodation...this villa will not disappoint. Flat screen TV in living room, each bedroom has it's own TV and FREE high-speed Internet. Luxury finishes such as marble tile floors...high-end kitchen cabinetry, granite counters...sophistication and …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

Details

Reviews

(17)

Beautiful Spacious Condo

Left on Jun 10, 2010 for a stay in April 2010

Our family had a very enjoyable stay here. This is a large condo with excellent amenities, large balcony overlooking the marina and ocean, and comfortable beds. We felt very safe with it being a gated community and having a 24 hour guard at the entrance. The pool area is one of best we've seen. It surely is one of the more luxurious areas to stay in the Key Largo area.

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$67

2 BR / 2 BA / Sleeps 4

1 / 14

$67

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THE PALMS 408

Islamorada condo
2 BR / 2 BA / Sleeps 4 | Quick view

Details

Minimum Rental: 1 Month Comfortably furnished and ready for you. Conveniently located just steps from a full service marina and 2 highly acclaimed restaurants. Watch the sun rise over the ocean as fishing boats leave on their daily charters, or watch the spectacular sunsets over the bay. Exercise in the men's or…
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Patio
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$275

3 BR / 3 BA / Sleeps 7

1 / 22

$275

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Exciting marina-front living! 113 Mariners Club

Key Largo villa
3 BR / 3 BA / Sleeps 7 | Quick view

Details

Pristine villa overlooking world-class marina... The excitement of marina-front living can be found right here at Mariners Club Key Largo. Overlooking the marina waterfront in this upscale gated community lies Villa 113. This unique, ground floor location was designed to accentuate the experience of dockside life …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$220

2 BR / 2 BA / Sleeps 6

29 Reviews

$220

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4 Palms

Key West condo
2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 29 Reviews

Details

Reviews

(29)

4 PALMS: Located 4 palm trees from the ocean, this 2 bedroom 2 bath condominium with sleeper sofa, within minutes of the hectic lifestyle of downtown. Balconies run the length of this home offering fresh air and sunshine with ocean breezes wafting by. Condo offers street view; complex offers ocean view.1800 …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(29)

Hank's Family Vacation

Left on Mar 25, 2009 for a stay in March 2009

Very nice accomodation with some problems that can be easly corrected.
Good things:
Very good pool area.
Very good comfort control.
Comfortable furniture.
Good sound system.
Good location for a sandy beach access.
Good size master suite with two vanities and huge shower.
Responsive staff at rental agency.
Bad things:
Outdated TV's with the largest one in the living room not working properly (…

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$295

2 BR / 2 BA / Sleeps 6

1 / 20

$295

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Call today to book for Memorial Day

Duck Key villa
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Fully renovated Hawks Cay Spa Villa with 2 bedrooms and 2.5 Bathrooms. The Villa has new furniture, stainless steel appliances, flat screen TV's and new wood floors. Come and relax in the accommodations our Villa has to offer. The Villa has an open room concept with the Kitchen open to the Living Room which opens to …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$198

2 BR / 2 BA / Sleeps 6

1 / 22

$198

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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

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$299

3 BR / 3 BA / Sleeps 8

5 Reviews

$299

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If paradise has an address...it is Villa 333

Key Largo condo
3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

Mariners Club Resort and Marina is the one of the finest condominium properties in all of The Florida Keys. Mariners Club Resort and Marina is a gated, oceanfront community with deep-water marina and direct ocean access for world-class diving and fishing adventure experiences! Features of this professionally …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for children - ask
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

Details

Reviews

(5)

Amazing!

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

Gorgeous views all around. We rented this gorgeous and spacious apartment for 3 nights and absolutely loved it. The apartment has all the comforts one would need and more. I'd definitely recommend this to anyone interested in staying in a luxurious, safe, quiet and scenic venue in Key Largo.

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$198

2 BR / 2 BA / Sleeps 6

1 / 23

$198

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HISPANIOLA SUITE #101- 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

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$183

3 BR / 3 BA / Sleeps 10

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
  • Balcony or terrace
  • Parking
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$198

2 BR / 2 BA / Sleeps 6

1 / 27

$198

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SAINT THOMAS SUITE #302 - 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

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$198

2 BR / 2 BA / Sleeps 6

1 / 36

$198

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CATALINA SUITE #311 - 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

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$127

2 BR / 2 BA / Sleeps 4

1 / 11

$127

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South Street Cottage: Bright & sunny in the Casa Marina district

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

Details

30 DAY MINIMUM RENTAL A bright and sunny pool home situated on a quiet street in the Casa Marina district of Key West. Guests can walk to the nearby beaches, artsy White Street, or enjoy the sunny pool and patio space that makes this house the perfect retreat. A large open kitchen, skylights, light tile floors and …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Patio
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$160

1 BR / 1 BA / Sleeps 4

27 Reviews

$160

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Paradise Place

Key West condo
1 BR / 1 BA / Sleeps 4 | Quick view
“ Very Good ” 27 Reviews

Details

Reviews

(27)

PARADISE PLACE: Ground level 1-bedroom 1-bath condo in the Palm Gardens community just 6 blocks from Duval Street.Completely renovated, this lovely property offers hardwood floors and cabinets, granite kitchen countertop and beautifully tiled bath.Queen size sleeper sofa in living room and 50" HDTV. Kitchen is …
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Television
  • DVD Player
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(27)

Noisy

Left on Mar 10, 2010 for a stay in March 2010

The rental company 'At Home in Key West' is good as far as property management companies go. The service was good. I have rented many properties in different locations over the years, and they match up with them.

The house/condo on the other hand was a different story. The property was ok, but it had small TV’s mounted close to the ceiling which weren’t great and a live cockroach in the …

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$198

2 BR / 2 BA / Sleeps 6

1 / 22

$198

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GRAND BAHAMA SUITE #106 - 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

PreviousNext property

$198

2 BR / 2 BA / Sleeps 6

1 / 24

$198

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SAINT CROIX SUITE #212 - 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

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$198

2 BR / 2 BA / Sleeps 6

1 / 24

$198

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COZUMEL SUITE #112 - 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

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$258

2 BR / 1 BA / Sleeps 6

35 Reviews

$258

Book

"LEEWARD ISLE" - Private Hot Tub - Private Parking - 1/2 Block To Duval St.

Key West house
2 BR / 1 BA / Sleeps 6 | Quick view
“ Excellent ” 35 Reviews

Details

Reviews

(35)

One half of the group unit Tradewinds Opposite Windward Isle , the Leeward Isle sits at 529 Olivia Street, right in the center of Old Town Key West, just 1/2 block from Duval Street. This superb example of shotgun style architecture is complimented with original Dade County pine floors and walls, which were …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Deck
  • Fitness Room
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(35)

A Great Week At Key West

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

We thoroughly enjoyed staying at the Leeward Isle residence. The room was very convenient to everything we wanted to do. Even though it was in the heat of summer, the rooms stayed very cool and the amenities were great!! We will stay again when we plan our next trip to Key West. Highly recommend this property for a family rental.

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$715

4 BR / 3 BA / Sleeps 10

1 / 38

$715

Inquire

82754 Overseas Highway

Islamorada house
4 BR / 3 BA / Sleeps 10 | Quick view

Details

OSPREY BAY VILLA! Wonderful bayfront home in the heart of Islamorada in the fabulous Florida Keys for rent by the week or monthly. Offering 5 bedrooms and 3 full baths on 2 living levels overlooking the Florida Bay with its incredible sunset views. Sleeps 10 people comfortably. Spacious fully equiped kitchen with the …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$625

4 BR / 4 BA / Sleeps 8

3 Reviews

$625

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4 ROOM LUXURY HOME IN MARATHON FL

Marathon house
4 BR / 4 BA / Sleeps 8 | Quick view
“ Very Good ” 3 Reviews

Details

Reviews

(3)

Amazing 4 Room 4 Bath New Luxurious Florida keys house. Completely newly built house equipped with state of the art appliances and modern furniture available for rent as of right now. Sleeps 10ppl, less then 0.5 miles from Sombrero Beach, Less then 1 mile from supermarket and shopping centers. Close to most of the…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children

Details

Reviews

(3)

Beautifully Presented new home

Left on Mar 24, 2014 for a stay in March 2014

This is a new rental property, only finished building in December 2013. So everything is brand new and clean and beautifully presented. A couple of wires still to attach, but this did not detract. Loads of space, great pool and hot tub (pay $25 a day extra to heat) , and great bbq and bar area next to the pool. Walking distance to Sombrero Beach, but need car to get to restaurants and shops. Wifi…

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$198

2 BR / 2 BA / Sleeps 6

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

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$185

2 BR / 2 BA / Sleeps 6

1 / 29

$185

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Best Kept Secret,Port Largo Villas In Key Largo,FL

Key Largo villa
2 BR / 2 BA / Sleeps 6 | Quick view

Details

In the heart of tropical key largo, Port Largo Villas has an atmosphere of a 5 star resort with its own sandy beach and within walking distance to Marina Del Mar (phone: hidden) call Dock Master to reserve slip). For the water enthusiasts, it doesn't get any better for sportfishing, diving, snorkeling, and even …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

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$183

4 BR / 3 BA / Sleeps 10

1 / 20

$183

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EMERALD COVE

Islamorada house
4 BR / 3 BA / Sleeps 10 | Quick view

Details

MINIMUM RENTAL: 28 NIGHTS (ONE MONTH) You'll love watching the fabulous sunsets over the tranquil waters in this semi-private lagoon setting. This is a three story single family home and offers two balconies overlooking the water and dock area. There's room to dock one 30' boat and a fish cleaning station conveniently…
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Balcony or terrace
  • Parking
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$70

2 BR / 2 BA / Sleeps 6

1 / 16

$70

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THE PALMS 301

Islamorada condo
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Minimum Rental: 1 Month This exceptional condo has been impeccably maintained and is located in one of the finest condo complexes in Islamorada. It features an updated kitchen, remodeled baths and is comfortably furnished. This unit is ready for your arrival. Be sure to look at the Visual Tour to see just how …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Balcony or terrace
  • Suitable for children - ask
  • Suitable for the elderly - ask

PreviousNext property

$83

2 BR / 2 BA / Sleeps 6

1 / 24

$83

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"SALT POND HIDEAWAY" 2/2 Condo w/ Huge Shared Pool & Hot Tub. Close to Beach!

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

Details

***Due to licensing restrictions, this property requires a minimum stay of 28 nights.*** Salt Pond Hideaway is located right off of South Roosevelt Blvd. in the oceanfront Salt Ponds Condominium Complex. It offers a neighborly and relaxing atmosphere with the ocean breezes of the Atlantic right across the …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$26,049

3 BR / 2 BA / Sleeps 8

1 / 31

$26,049

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Relax In The Keys 0039

Key West condo
3 BR / 2 BA / Sleeps 8 | Quick view

Details

April Just Became Available/Rare Opportunity...Book NOW! One of the very few & one of the largest oceanfront suites in Key West OCEANFRONT… there is nothing like it. To me, it means being directly on the shoreline with nothing between me and the sensation of the ocean. Totally different from ocean view, which …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$70

2 BR / 2 BA / Sleeps 4

1 / 18

$70

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THE PALMS 214

Islamorada condo
2 BR / 2 BA / Sleeps 4 | Quick view

Details

Minimum Rental: 1 Month Gorgeous 2 bedroom, 2 bath condo. This is a gated complex located directly on the Atlantic Ocean. This unit has unobstructed views of the ocean from the master suite and the balcony. Wake up every morning, open the curtains and view a panorama of the Atlantic Ocean directly in front of you…
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Balcony or terrace
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$217

4 BR / 3 BA / Sleeps 10

1 / 32

$217

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PLANTATION ADVENTURE

Tavernier house
4 BR / 3 BA / Sleeps 10 | Quick view

Details

MINIMUM STAY: 29 DAYS Sensational remodeled single family home on Plantation Key awaits your arrival. The gorgeous POOL, HOT TUB, and TIKI BAR are ready and waiting. Imagine fun filled days and evenings relaxing in the patio and yard area! The patio is spacious and surrounded by tropical vegetation, and the …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Balcony or terrace
  • Parking
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$888

5 BR / 4 BA / Sleeps 12

1 / 32

$888

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"ABBEY ROAD" Great for Big Parties! - 4 Luxury Units - 4 Private Hot Tubs

Key West cottage
5 BR / 4 BA / Sleeps 12 | Quick view

Details

Abbey Road - Gated Compound, Sleeps up to 12! Lennon's Lodge (Sleeps 6 with 8 person hot tub), McCartney's Manor (Sleeps 2 with 2 person hot tub), Starr's Suite (Sleeps 2 with 2 person hot tub) and Harrison's Hideaway (Sleeps 2 with 2 person hot tub) and will accommodate up to 12 persons for the ultimate in …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$425

4 BR / 3 BA / Sleeps 10

18 Reviews

$425

Inquire

Upscale~Ocean Views~Larger Parties Approved~131 MC

Key Largo villa
4 BR / 3 BA / Sleeps 10 | Quick view
“ Excellent ” 18 Reviews

Details

Reviews

(18)

Spacious and gracious, 4 bedroom, 3 bath, top floor, corner villa with a jaw-dropping view of the resort`s harbor and the Atlantic. Thoughtful floor plan with open living concept, a wide, private balcony that beckons for those who enjoy dining alfresco. Master has a king bed with en-suite bath boasting a luxurious …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask

Details

Reviews

(18)

Perfection Found

Left on May 19, 2010 for a stay in April 2010

This property was GREAT and met all our families needs. From the moment I made the call to Barefeet Rentals to inquire on this property , to my last day of vacation, my experience was wonderful. My family had the time of their lives and will be going back as soon as we can as we feel we have not only found a wonderful location (Key Largo) but also a vacation rental company that dedicates itself …

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$198

2 BR / 2 BA / Sleeps 6

1 / 22

$198

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TORTUGA SUITE #301 - 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

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$193

3 BR / 2 BA / Sleeps 8

1 Reviews

$193

Inquire

Island Living

Summerland Key house
3 BR / 2 BA / Sleeps 8 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

Lovely three Bedroom/2 Bath home with pool and hot tub located on Summerland Key. Mile marker 25. Deep water swimming canal with boat ramp and dockage. Large screened in porch for outdoor dining and BBQ grill. Tropical landscape and extra sleeping. Sleeps up to 8. 28 day rental. Please contact us to check …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Lovely home, conveniently located to Key West, Good Restaurants and easy to get to.

Left on Apr 02, 2012 for a stay in March 2012

The home and pool were clean, comfortable and nicely furnished. Kitchen is simply furnished and could use a variety of serving dishes and sharp knives. You will need to purchase paper products and basics. Local store is very expensive.The ambiance of the home is fairly sterile, much like a model home,(except for the ground floor, which is a lovely extra bedroom and sitting area which is very …

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$198

2 BR / 2 BA / Sleeps 6

1 / 27

$198

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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

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$198

2 BR / 2 BA / Sleeps 6

1 / 24

$198

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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

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$208

4294967295 BR / 1 BA / Sleeps 2

19 Reviews

$208

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"HARRISONS HIDEAWAY" Luxury Cottage - Private Hot Tub - Half Block To Duval

Key West cottage
1 BA / Sleeps 2 | Quick view
“ Excellent ” 19 Reviews

Details

Reviews

(19)

Part of 4 exclusive units at Abbey Road, renovated January, 2010, this free standing historic cottage at 918-920 Center Street, features a king pillow-top bed, 2 lushly padded swivel chairs and a full kitchen which includes a full stove, refrigerator with ice-maker, microwave, dishwasher and soft mood lighting under …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Deck
  • Fitness Room
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(19)

Relaxation

Left on Aug 14, 2010 for a stay in June 2010

Enjoyed a very relaxing stay in Key West. With access to the pools, hot tub and restaurants, much to chose from.

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$400

4 BR / 5 BA / Sleeps 8

2 Reviews

$400

Inquire

74920 Overseas Hwy

Islamorada house
4 BR / 5 BA / Sleeps 8 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

One of a kind bay front estate! This is an absolutely gorgeous estate home offering a gated entrance paved brick driveway, 3,500 sf, 3 bedrooms, 3.5 bathrooms upstars and a bonus 1 bedroom, 1 bathroom apartment downstairs. Enjoy ocean & lagoon views, deep water protected dockage, 2 Great rooms, private master suite, …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Telephone
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

The Best

Left on May 29, 2012 for a stay in April 2012

Everything about this property was exactly as represented by Freewheeler. It was spotless and completely ready for our group despite last minute changes to the schedule. We will certainly consider this property and Freewheeler for our future visits to the Keys.

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$208

4294967295 BR / 1 BA / Sleeps 2

15 Reviews

$208

Book

"McCARTNEY'S MANOR" Luxury Cottage - Private Hot Tub - 1/2 Block To Duval St!

Key West cottage
1 BA / Sleeps 2 | Quick view
“ Excellent ” 15 Reviews

Details

Reviews

(15)

Part of 4 exclusive units at Abbey Road, The state-of-the-art kitchen includes granite counter tops, a Jenn-Air 2 burner cook top, dishwasher, under counter refrigerator, microwave and soft mood lighting under and above the cabinets. There is also an ice-maker on site for fresh ice to prepare your tropical drinks 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

(15)

Best vacation inside us ever!

Left on Sep 06, 2010 for a stay in July 2010

Came down to Key West with my fiancée and wow we were surprised our room the mcarthy manor was wonderful ! The decorated immaculately! Everything was too of the line including the appliances. Never had a problem finding parking for our car. When I come back I won't stay anywhere else! Neither should you! The privacy and beauty of these rooms cant be top anywhere else on the island. And the pool …

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