Florida Keys Vacation Rentals

(244 rentals)
Crystal Clear Bay Home offering Open Water Views and Fabulous SUNSETS!

$250

per night

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Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Kid Friendly
  • Non-Smoking
  • No Pets Allowed
  • Managed by Property Manager

About this property

MINIMUM RENTAL 1 MONTH "Crystal Clear Bay Home" offers beautiful open water views and fabulous world famous sunsets. This brand new home is located at Mile Marker 89 on a quiet street in Islamorada. Everything is brand new and offers 4 bedrooms ...

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Location Information

Tavernier, Florida, 33070

Property Type

House

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Dos Casas - 2 Houses 2 blocks from Duval in beautiful Old Town -- Monthly Rental

$193

per night

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Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Private Pool
  • Pet Friendly
  • Managed by Owner
  • Free WiFi

About this property

Dos Casas can be the answer to your fabulous Old Town Key West vacation. We've been renting to discriminating travelers for over 10 years. Our guests come back over and over, finding the comfortable spaces, stocked with amenitites and ideal location the ...

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Location Information

Key West, Florida, 33040

Property Type

House

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Villa Sombrero - Private Waterfront Home

$414

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

The Villa overlooks Boot Key Harbor with its beautiful sunsets to the West and refreshing breezes from the East that travel down Sisters Creek, a natural waterway that leads to great diving and fishing grounds of the Atlantic. Across Sisters Creek there ...

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Location Information

Marathon, Florida, 33050

Property Type

House

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Bougainvillea Villa Key West-monthly rental on water with private pool & dock

Bougainvillea Villa Key West-monthly rental on water with private pool & dock

3 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to beach: 4 miles to Smathers

$167

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Private Pool
  • Pet Friendly
  • Non-Smoking
  • Managed by Owner

About this property

MONTHLY RENTALS ONLY We purchased Bougainvillea Villa in late 2014 as our future retirement home. The villa was built in the early 1960’s and our neighbors tell us that at one time Jimmy Buffett’s manager owned and lived in the home. It has ...

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Location Information

Key West, Florida, 33040

Property Type

House

"Beautiful Bougainvillea Villa"
Reviewed February 27, 2018

Nothing is missing from this very clean and very well organized beautiful home situated on a wide lagoon. For us, the highlight is the superb view of the wide lagoon from the window wall across the entire ...

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Conch Cottage

Conch Cottage

2 BR | 1 BA | Sleeps 4 | Quick View

$414

per night

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Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen

About this property

Stay in a beautifully appointed villa or cottage located directly on the Atlantic Ocean. Only a 15 minute drive to Key West's history, restaurants and nightlife, this tropical retreat known as Sea Vista, is as serene as a private island.Enjoy full ...

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Location Information

Key West, Florida, 33042

Property Type

House

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SUNSET KEY, Villa Ambriana, LUXURY UPSCALE HOME RIGHT ON THE BEACH, 30 day stay

SUNSET KEY, Villa Ambriana, LUXURY UPSCALE HOME RIGHT ON THE BEACH, 30 day stay

3 BR | 2.5 BA | Sleeps 6 | Quick View

LAST MINUTE DEAL 12/1 - 12/29: Celebrate Christmas by the Ocean! Last minute, rent month of December at a discounted rate!

$399

per night

View Details

Key Amenities

  • Air Conditioning
  • Hot Tub
  • Full Kitchen
  • Waterfront
  • Private Pool
  • Beachfront
  • Oceanfront
  • Kid Friendly

About this property

30 day stay minimum, 3000 SF, 3BDR, 2.5BATHS, SLEEPS 6 Treat yourself to a dream vacation in our beachfront residence on the private island of Sunset Key, located in the middle of Key West Harbor. Our tastefully designed upscale villa has beautiful ocean ...

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Location Information

Key West, Florida, 33040

Property Type

House

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DEAL
NEW Listing, 4Bed/3bath, Tiki Hut, Canal,Cabana Club After Hurricane Photos

NEW Listing, 4Bed/3bath, Tiki Hut, Canal,Cabana Club After Hurricane Photos

4 BR | 3 BA | Sleeps 8 | Quick View

Distance to beach: 0.9 miles to Cabana Club

$207

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Communal Pool
  • Non-Smoking
  • Managed by Owner
  • Free WiFi

About this property

ENJOY OUR HOME with 5 STAR REVIEWS & New TIKI HUT, Open Water Access 5 minutes NEW WHITE kitchen with QUARTZ COUNTERTOPS, NEW STAINLESS STEEL APPLIANCES (photos coming soon),Perfect home for a Family Gathering, or Extended Family Get Together, ...

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Location Information

Key Colony Beach, Florida, 33050

Property Type

House

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Shark Hideaway

Shark Hideaway

2 BR | 2 BA | Sleeps 4 | Quick View

$100

per night

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Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Non-Smoking
  • No Pets Allowed
  • Managed by Property Manager
  • Free WiFi

About this property

Very nice and clean, gourmet kitchen, large open spaces, large screen TV, cable and internet, 1 queen bed in each bedroom, one large master bedroom with a large bathroom. Dockage for mediun size boatVacation Rental, minimum 28 days.

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Location Information

Cudjoe Key, Florida, 33042

Property Type

House

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TORCHVIEW SECLUDED PARADISE /FAMILY & PET FRIENDLY

TORCHVIEW SECLUDED PARADISE /FAMILY & PET FRIENDLY

3 BR | 2 BA | Sleeps 6 | Quick View

4

Distance to beach: 8 miles to BAHIA HONDA

$257

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Pet Friendly
  • Beachfront
  • Kid Friendly
  • Non-Smoking

About this property

Big Torch Key is reminiscent of the Keys 40 years ago, seclusion and peace invade your senses immediately, sunset views will take your breathe away. Located on 1.4 acres on Niles Channel, in National Key Deer Refuge, the best boating access to the Atlantic ...

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Location Information

Big Torch Key, Florida, 33042

Property Type

House

"Private and relaxing get away"
Reviewed October 2, 2018

We celebrated our 43rd anniversary at Torchview and had the BEST time! The house was very comfortable and well equipped. The views were priceless from the balcony that wrapped around the entire house. ...

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Christmas and New Year's Holiday in the Keys!

$207

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Pet Friendly
  • Non-Smoking
  • Managed by Owner
  • Free WiFi

About this property

Duplex, 2 Bedrooms + Convertible bed (Sleeps 4-5), 2 baths, Wi-fi, all amenitiesGround level with back yard for BBQ and relaxing. Dock your own boat or a rental boat at this canal front home. Easy access from dock to the ocean or bay for fishing, snorkeling, ...

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Location Information

Key Colony Beach, Florida, 33050

Property Type

House

"I would rent again"
Reviewed July 30, 2018

The place was very clean and as described. The owner was very helpful with recommending local activities and provided guidance from public boat ramp to the house. She was very responsive and friendly. We ...

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Casa de Cuba

Casa de Cuba

3 BR | 2 BA | Sleeps 6 | Quick View

$501

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Private Pool
  • Non-Smoking
  • No Pets Allowed
  • Free WiFi

About this property

Location! Style! Elegance! This beautiful home is the fabulous combination of everything a great vacation property should be. One half block to Duval Street in the historic district, the location can't be beat. The home's history is rich; neighboring the ...

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Location Information

Key West, Florida, 33040

Property Type

House

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The Duval Compound

The Duval Compound

6 BR | 6.5 BA | Sleeps 16 | Quick View

Distance to beach: 0.3 miles to Ft Zachary Taylor

$1250

per night

View Details

Key Amenities

  • Air Conditioning
  • Hot Tub
  • Full Kitchen
  • Non-Smoking
  • No Pets Allowed
  • Managed by Owner
  • Free WiFi

About this property

Perfect location and great for entertaining! In the heart of Old Town Key West just steps from restaurants, bars, theaters and shops, this sprawling six bedroom, seven bath compound has two private heated swimming pools, endless porches, terraces and a ...

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Location Information

Key West, Florida, 33040

Property Type

Villa

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Futura Yacht Club Bayside Condominium and Marina Dockage, Islamorada

$164

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Wheelchair Accessible
  • Full Kitchen
  • Communal Pool
  • Kid Friendly
  • Non-Smoking
  • No Pets Allowed

About this property

Welcome to our beautiful, private and secure gated community with all of the amenities to make your vacation as relaxing or exciting as you wish. Located on Plantation Key in Islamorada at mile marker 88.5 on the bay side and boasting a great 60 slip marina, ...

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Location Information

Islamorada, Florida,

Property Type

Condo

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Best Marathon House

Best Marathon House

3 BR | 2 BA | Sleeps 8 | Quick View

$214

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Private Pool
  • Non-Smoking
  • No Pets Allowed
  • Free WiFi

About this property

Completely remodeled 3 bedrooms, 2 bath house in Marathon - the middle of the Florida Keys, on Mile Marker 51, only one hour to Key West. OUR WEEKS ARE SATURDAY - SATURDAY. Beautiful place in a quiet neighborhood. Direct access to the ocean, with 37 feet ...

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Location Information

Marathon, Florida, 33050

Property Type

House

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Panoramic Ocean View, Pool, Hot Tub, Tennis & Fishing

Panoramic Ocean View, Pool, Hot Tub, Tennis & Fishing

2 BR | 2.5 BA | Sleeps 6 | Quick View

Distance to beach: 5 miles to Sombrero Beach

$328

per night

View Details

Key Amenities

  • Air Conditioning
  • Hot Tub
  • Linens Provided
  • Full Kitchen
  • Beachfront
  • Oceanfront
  • Communal Pool
  • Non-Smoking

About this property

Entering our luxurious condo, you will be impressed with expansive ocean views, literally from every room. Corner-sited and on the 1st floor (above parking), the wrap around private balcony, with all-new wicker lounge furniture, is but a stone toss to ...

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Location Information

Key Colony Beach, Florida, 33051

Property Type

Condo

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Islamorada water front with free boat tie-up. Available weekly, Saturday to Sat

Islamorada water front with free boat tie-up. Available weekly, Saturday to Sat

1 BR | 2 BA | Sleeps 4 | Quick View

8

Distance to beach: 5 miles to Anne's Beach

$171

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Oceanfront
  • Non-Smoking
  • No Pets Allowed
  • Managed by Owner

About this property

The Osprey Nest (MM 82.3) is a private condo residence which is wonderfully maintained. It is the total upper floor of the building in the foreground. It is operated under FL DBPR license # MOT 5403060 and is inspected annually. This Non-Smoking home ...

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Location Information

Islamorada, Florida, 33036

Property Type

Condo

"Mark and Dolly"
Reviewed July 15, 2018

Absolutely fantastic place to stay, we will definitely be back

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Private House Facing the Ocean with New Heated Swim/Pool/Spa LOC LOC LOC

$357

per night

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Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Private Pool
  • Oceanfront
  • Kid Friendly
  • Non-Smoking
  • No Pets Allowed

About this property

Come enjoy the cool clear blue waters of the Florida Keys. The weather is great, lobster season is open from Aug.6th to April 1st. This is a spacious oceanfront home with breathtaking open water views! It is located on beautiful Ramrod Key 85 ft concrete ...

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Location Information

Ramrod Key, Florida, 33042

Property Type

House

"Fabulous vacation home"
Reviewed August 21, 2018

The home was amazing, plenty of room, lots of fun stuff to do at the home. Beyond amazing cross breezes. Swim spa was really nice. The bikes were great. And the kayaks were a lot of fun. We found lobsters ...

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Luxury Home with Dock, Waterfall Pool, HotTub, Wi-Fi deep water dock up to 60 ft

$400

per night

View Details

Key Amenities

  • Air Conditioning
  • Hot Tub
  • Linens Provided
  • Wheelchair Accessible
  • Full Kitchen
  • Waterfront
  • Private Pool
  • Pet Friendly

About this property

Venetian Shores 4-Bed/4-Bath Luxury Pool Home with 100' Dock & Opt. ElevatorMINIMUM STAY: 29 DAYS Dreaming of a Florida Keys vacation where you can boat, fish, dive, snorkel, or stay home and swim in your own private heated pool? This is it. This ...

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Location Information

Islamorada, Florida, 33036

Property Type

House

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Villa Serena Duval Square

Villa Serena Duval Square

2 BR | 2 BA | Sleeps 4 | Quick View

$275

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Communal Pool
  • Non-Smoking
  • No Pets Allowed
  • Free WiFi

About this property

Open the door to Villa Serena and find yourself transported to a peaceful sanctuary. Recently renovated in February 2018, Villa Serena is the perfect space for your relaxing vacation.The downstairs living area is decorated in soothing cobalt and beachy ...

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Location Information

Key West, Florida, 33040

Property Type

Condo

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Oceanfront Luxury "Mar Azul"

Oceanfront Luxury "Mar Azul"

3 BR | 2.5 BA | Sleeps 6 | Quick View

2

$400

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Private Pool
  • Oceanfront
  • Non-Smoking
  • Managed by Owner

About this property

A relaxing executives delight -High-end Estate overlooking tranquil 'Bonefish Flats' in picturesque Marathon. Designer decorated with contemporary colors, loads of fine architectural details, Crema Marfil marble, Granite, Hardwood floors, open air porches ...

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Location Information

Marathon, Florida, 33050

Property Type

Estate

"Nature Paradise. 30 mins to Reef by boat, private mangrove walkway from pool to dock, great team running the place."
Reviewed June 24, 2018

This is both a unique and well-run property. Lisa is very accessible and responsive. I left something very valuable here, and before I even realized it Lisa had told me it was found and wanted to know where ...

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525 Gulfview Escape

525 Gulfview Escape

3 BR | 2 BA | Sleeps 8 | Quick View

1

Distance to beach: 4 miles to Sombrero Beach

$357

per night

View Details

Key Amenities

  • Air Conditioning
  • Hot Tub
  • Linens Provided
  • Full Kitchen
  • Kid Friendly
  • Non-Smoking
  • No Pets Allowed
  • Managed by Property Manager

About this property

Enjoy all the Keys have to offer in this quiet neighborhood location, 3 BR/2BA gulf front home! This home will offer you the perfect vacation with your family and friends. The “Gulfview Escape” is minutes away from Sombrero Beach or a little ...

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Location Information

Marathon, Florida, 33050

Property Type

House

"Beautiful Property hidden from the street"
Reviewed July 25, 2018

This property is a hidden gem on Marathon Key. It is off the main road hidden from the street noise. In fact, we had to look twice for the access street. The property has a beautiful dock, and comes ...

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Colony Sunset Suite

Colony Sunset Suite

1 BR | 1 BA | Sleeps 2 | Quick View

$180

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Pet Friendly
  • Communal Pool
  • Non-Smoking
  • Free WiFi

About this property

Located in The Colony, a secluded compound just steps from Duval Street, Colony Sunset is a colorful and relaxing retreat. Walk up the flagstone path and enter the home through the vivid and cheerful living space, accented with cerulean blue walls and ...

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Location Information

Key West, Florida, 33040

Property Type

Condo

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Townhouse, 1/2 Block from Duval Street in Old Town Key West

$100

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Pet Friendly
  • Managed by Owner
  • Free WiFi

About this property

Available for rent by the month, managed by owner. Located on a quiet side street off Duval and Truman Avenue, this newly remodeled two story townhouse is one in a gated cluster of twelve surrounding a beautiful award winning courtyard. You are within ...

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Location Information

Key West, Florida, 33040

Property Type

Town Home

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Ocean Front building with Ocean Front pool in beautiful Islamorada!

$129

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Oceanfront
  • Communal Pool
  • Kid Friendly
  • No Pets Allowed

About this property

Luxurious and large 2 bedroom 2 bath condo with balcony, large heated swimming pool, stainless steel appliances, flat screen televisions in every room in the beautiful Florida Keys.Huge ocean front dock with plenty of room for fishing! Wifi, deluxe ...

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Location Information

Islamorada, Florida, 33036

Property Type

Condo

"Worked at turkey point and Stayed at this condo"
Reviewed July 16, 2018

Loved it! Drive was about 45 minutes to work but seeing the ocean everyday after work was worth the drive.

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Pool Home Fisherman's Dream Ocean Side

$150

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Private Pool
  • Kid Friendly
  • Non-Smoking
  • No Pets Allowed
  • Managed by Owner

About this property

4 Bedroom 2 bath home with private dock and private pool with direct open access to the ocean and convenient access to the bayside through Tavernier Creek. This is both family friendly and a fisherman's dream. Our home sleeps 8 (max) with every comfort ...

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Location Information

Islamorada, Florida, 33070

Property Type

House

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$1480 wk. AVAILABLE - NO DAMAGE FROM HURRICANE IRMA

$1480 wk. AVAILABLE - NO DAMAGE FROM HURRICANE IRMA

2 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 2 miles to Smathers Beach

$211

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Communal Pool
  • Kid Friendly
  • No Pets Allowed
  • Managed by Owner
  • Free WiFi

About this property

'TEE BY THE SEA' vacation rental(we include 7 bikes free for our guests!!!)MY VAC. RENTAL SUSTAINED NO DAMAGE FROM HURRICANE IRMA. ITS DOING FINE AND READY TO ACCOMMODATE GUESTS. OUR CONDO COMPLEX IS FINE TOO AND WE ARE READY TO RECEIVE GUESTS. ...

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Location Information

Key West, Florida, 33040

Property Type

Condo

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Kawama Tower - Year Round Short **Term Vacation Rental**

$129

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Oceanfront
  • Communal Pool
  • Non-Smoking
  • No Pets Allowed

About this property

Enjoy Key Largo - A Year Round Vacation Paradise *** Short Term Rentals Available***Kawama Yacht Club is set back from on US1 nestled along the oceanfront AT MM100 affording a truly tropical, relaxed atmosphere-Perfect for your KEYS GETAWAY. ...

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Location Information

Key Largo, Florida, 33037

Property Type

Condo

"Kawama Yacht Club"
Reviewed August 18, 2018

After extensive research of the various keys my husband and I settled on Key Largo. He is a scuba diver and I prefer to stay on top of the water. We rented Carol's condo in Kawama Yacht Club, and we were ...

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Keys Oceanfront Paradise

Keys Oceanfront Paradise

3 BR | 3.5 BA | Sleeps 8 | Quick View

1

$133

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Beachfront
  • Oceanfront
  • Communal Pool
  • Kid Friendly

About this property

From the minute you step foot in this luxurious condo, the water dominates your view and your activities. Oceanfront views from living room and master bedroom, 3 balconies... lush gardens, pool, palm trees, the finest sandy beach in the keys and the magnificent ...

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Location Information

Long Key, Florida, 33001

Property Type

Condo

"Very relaxing"
Reviewed October 27, 2018

Villa is set up perfectly. Buildings are a little older but very good condition an set up great for a family or single person.

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LUXURY HOME WITH DOCK, POOL, HOT TUB, AND ELEVATOR

$229

per night

View Details

Key Amenities

  • Air Conditioning
  • Hot Tub
  • Linens Provided
  • Wheelchair Accessible
  • Full Kitchen
  • Waterfront
  • Oceanfront
  • Communal Pool

About this property

This new gated Marathon home is 2 levels with an elevator. 3 Bedroom / 3 Bathroom , Sleeps 8 people, with all the comforts of home. This home offers nothing but the best in home furnishings and security. Panoramic water views from private decks off the ...

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Location Information

Marathon, Florida, 33050

Property Type

House

"Marathon Keys Trip 2018"
Reviewed October 23, 2018

Rented Home from Larry Baker at Marathon Keys and it was very clean and nice in every way. It was in a perfect location for easy access to the main channel that connects the Gulf to the Atlantic ocean. ...

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Privacy On Sombrero Beach With Heated Pool, Deep Water Dock, Ocean View

$500

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Private Pool
  • Kid Friendly
  • Non-Smoking
  • No Pets Allowed
  • Managed by Owner

About this property

Located on the Highly sought after Sombrero Beach area of Marathon, which is the beginning of the lower keys just 50 min from Key West is our Florida Keys Tropical Paradise . Less than a third of a mile to the Sombrero Beach and the Sombrero Beach Park, ...

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Location Information

Marathon, Florida, 33050

Property Type

House

"Best bang for your buck!"
Reviewed October 23, 2018

Very nice, quite place! With lots of extras, We enjoyed the pool, water dock and the view! We recommend this location!

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Ocean Breeze, at Bay Harbour

Ocean Breeze, at Bay Harbour

2 BR | 2.5 BA | Sleeps 6 | Quick View

$300

per night

View Details

Key Amenities

  • Air Conditioning
  • Hot Tub
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Oceanfront
  • Communal Pool
  • Kid Friendly

About this property

“Ocean Breeze” – This Beautiful Condominium Features an Ocean view, Protected Boat Slip, Tennis, Gym, and much, much more.New to the Vacation Rental market, this 2 Bedroom condo at Bay Harbour has been outfitted to make a Statement. ...

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Location Information

Islamorada, Florida, 33036

Property Type

Condo

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MA869

MA869

6 BR | 5 BA | Sleeps 14 | Quick View

$514

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Private Pool
  • Kid Friendly
  • Non-Smoking
  • No Pets Allowed
  • Managed by Property Manager

About this property

***PLEASE NOTE 7 night minimum***All holidays and lobster weeks are $5200*** Room for everyone with 3 master suites, each with a king size bed and an ensuite bath. One guest room has a queen. There is a small bunk bedroom for the kids. In addition, off ...

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Location Information

Marathon, Florida, 33050

Property Type

House

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Key Lime Sunrise 526 Sombrero Beach Road Marathon, FL

Key Lime Sunrise 526 Sombrero Beach Road Marathon, FL

2 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 1 miles to Sombrero Beach

$243

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Private Pool
  • Non-Smoking
  • No Pets Allowed
  • Managed by Property Manager

About this property

Key Lime Sunrise Watch the sunrise & feel the tropical breezes while sipping your coffee from the comfort of the upstairs screened terrace of this lovely and neatly maintained 1,440 sq. ft. two bedroom two & a half bath home situated on Sombrero ...

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Location Information

Marathon, Florida, 33050

Property Type

House

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Southard Street - Queen Conch

Southard Street - Queen Conch

4 BR | 4 BA | Sleeps 8 | Quick View

$750

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Private Pool
  • Non-Smoking
  • No Pets Allowed
  • Free WiFi

About this property

On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet, historic compound offers three separate vacation suites sharing a lush, large, sunny pool, or combines for a wonderful four bedroom retreat.Downstairs ...

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Location Information

Key West, Florida, 33040

Property Type

House

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5 Bedroom 4 Bath Canal Front Home Sleeps 12. (28 day min. rental)

$233

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Private Pool
  • Kid Friendly
  • Non-Smoking
  • No Pets Allowed

About this property

Large home located on a double lot with plenty of parking and 200 feet of seawall. Quiet neighborhood with convenient access to grocery stores and other services. Large master bedroom upstairs with big screen TV. Large living room with big screen TV and ...

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Location Information

Big Pine Key, Florida, 33043

Property Type

House

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Kens Conch Key Cottage-2Br2Bth or 1Br1Bth Getaway + Optional motor boat rental

Kens Conch Key Cottage-2Br2Bth or 1Br1Bth Getaway + Optional motor boat rental

2 BR | 2 BA | Sleeps 5 | Quick View

Distance to beach: 4 miles to Long Key or Curry Hammock

$250

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Waterfront
  • Non-Smoking
  • No Pets Allowed

About this property

We are a small romantic cottage on a tropical island named Conch Key. A quaint Old Florida Keys style lobster fishing village located about 10 miles from Marathon and close to various state parks and beaches.Sorry but we are a NO SMOKING , NO PET, ...

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Location Information

Marathon, Florida, 33050

Property Type

Cottage

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DIRECT OPEN OCEANFRONT POOL HOME W/ Deep water 70ft dock, Saltwater Heated Pool

DIRECT OPEN OCEANFRONT POOL HOME W/ Deep water 70ft dock, Saltwater Heated Pool

4 BR | 3 BA | Sleeps 12 | Quick View

Owner special: Discounts for all stays. Inquire within

$400

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Waterfront
  • Private Pool
  • Pet Friendly
  • Oceanfront
  • Kid Friendly
  • Non-Smoking

About this property

PLEASE INQUIRE WITHIN FOR ALL STAYS AND GOOD DEALS.OCEANFRONT Jewel in the Heart of Islamorada! This Open water home HAS IT ALL. Brand New (Sept 2017) Huge, heated salt water swimming pool, 70ft deep water dock (very rare for a open water home) with ...

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Location Information

Islamorada, Florida, 33070

Property Type

House

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Waterfront Get Hooked

Waterfront Get Hooked

4 BR | 3 BA | Sleeps 10 | Quick View

$350

per night

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Key Amenities

  • Air Conditioning
  • Linens Provided
  • Waterfront
  • No Pets Allowed

About this property

Waterfront Home in the heart of the Florida Keyes. Come relax and enjoy the beautiful waters of Sombrero and Bahia Honda Beaches. Both nearby. There is plenty of room and comfort in our 4 bedroom, 3 bath home. Two King Master Suites with attached baths. ...

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Location Information

Marathon, Florida, 33050

Property Type

House

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Sunset Oasis

Sunset Oasis

2 BR | 1.5 BA | Sleeps 6 | Quick View

$224

per night

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Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Oceanfront
  • Communal Pool
  • Kid Friendly
  • Non-Smoking

About this property

From the luxury and comfort of the living room or master bedroom you will enjoy a beautiful marina and bay view. Step out onto the first floor floor screened porch and get an even better view. These porch areas are where you will probably spend a lot of ...

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Location Information

Key Largo, Florida, 33037

Property Type

Town Home

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Islamorada Beachfront Apartment - Great Sunsets! Private Beach!

$120

per night

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Key Amenities

  • Air Conditioning
  • Linens Provided
  • Wheelchair Accessible
  • Waterfront
  • Beachfront
  • Oceanfront
  • Non-Smoking
  • No Pets Allowed

About this property

The Jetson's House apartment (Located on the prestigious White Marlin Beach - which is considered one of the nicest natural sand beaches in the Florida Keys) features great swimming, snorkeling, and spectacular sunsets right off the beach! Have fun exploring ...

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Location Information

Islamorada, Florida, 33036

Property Type

Apartment

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Beacon Reef 406 - Charming condo with lovely views of the ocean and pool.

$100

per night

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Key Amenities

  • Air Conditioning
  • Hot Tub
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Pet Friendly
  • Beachfront
  • Oceanfront

About this property

Minimum Rental: 28 Days NEW ON THE RENTAL MARKET. "Beacon Reef 406" is an excellent choice for your vacation getaway, whether you're planning on staying a month or the entire season, this is a great unit. Beacon Reef is centrally located ...

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Location Information

Islamorada, Florida, 33036

Property Type

Condo

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Waterfront / Pool / Two Tiki Huts!

Waterfront / Pool / Two Tiki Huts!

4 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 5 miles to Bahia Honda State Park

$150

per night

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Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Private Pool
  • Kid Friendly
  • Non-Smoking
  • No Pets Allowed

About this property

Sorry NO SMOKING or PETS!Ground level 4 bedroom, 2 bath waterfront home on a double lot with a saltwater pool with hot and cold shower, large pool deck and two Tiki Huts. 180 ft of waterfront and 90 feet of dock space with a double fish cleaning table. ...

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Location Information

Big Pine Key, Florida, 33043

Property Type

House

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Lobster Lounge II

Lobster Lounge II

5 BR | 4 BA | Sleeps 12 | Quick View

Distance to beach: 4 miles to Sombrero

$457

per night

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Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Private Pool
  • Kid Friendly
  • Non-Smoking
  • No Pets Allowed
  • Managed by Property Manager

About this property

Stunning waterfront single family, ground level with brand new private pool. Fish cleaning table, bait freezer, 75' of dockage, 60' wide canal. Completely remodeled inside and out July of 2018. All new and custom, inside and out. All new tile floors, kitchen ...

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Location Information

Marathon, Florida, 33050

Property Type

House

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Southern Diversion Islamorada

Southern Diversion Islamorada

5 BR | 3.5 BA | Sleeps 17 | Quick View

$857

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool
  • Beachfront
  • Oceanfront
  • Non-Smoking
  • No Pets Allowed
  • Free WiFi

About this property

Southern Diversion is located directly in the Village of Islamorada in the Florida Keys and walking distance to all the major restaurants and shopping. This is an exclusive oceanfront private gated estate home with 200 feet of oceanfront on two acres. ...

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Location Information

Islamorada, Florida, 33036

Property Type

Estate

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Seaside Paradise monthly rentals- 2 pools, close to Old Town

$82

per night

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Key Amenities

  • Air Conditioning
  • Linens Provided
  • Wheelchair Accessible
  • Full Kitchen
  • Pet Friendly
  • Oceanfront
  • Communal Pool
  • Kid Friendly

About this property

This lovely quiet sun filled resort apartment is located just across the street from Smather's beach and a ten minutes walk from Old Town. Artistically furnished and serviced by an elevator the apartment is located on the second floor facing southwest ...

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Location Information

Key West, Florida, 33040

Property Type

Apartment

"Stepping into Paradise"
Reviewed October 17, 2017

I loved my stay in 219c Key West by the Sea! It was across the street from the beach where I could take morning walks seeing gulls and pelicans fishing for their breakfast. The apt. Is light, bright, and ...

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Lovely, oceanfront 4 bedroom, 3 bath home

Lovely, oceanfront 4 bedroom, 3 bath home

4 BR | 3 BA | Sleeps 10 | Quick View

Distance to beach: 4 miles to Sombrero

$536

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Private Pool
  • Oceanfront
  • Kid Friendly
  • Non-Smoking

About this property

Lovely, oceanfront 4 bedroom, 3 bath home. The main house is three bedroom, two bath with the kitchen, living and dining area. The master bedroom has a king size bed, the first guest bedroom has a queen and the 3rd bedroom has two sets of bunk beds with ...

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Location Information

Marathon, Florida, 33050

Property Type

House

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FREE USE OF 22' BOAT! NEW 3/2 POOL HOME

$400

per night

View Details

Key Amenities

  • Air Conditioning
  • Hot Tub
  • Linens Provided
  • Private Pool
  • Non-Smoking

About this property

FREE USE OF SUN CHASER 22' PONTOON BOAT WITH RENTAL. 30 MINUTES TO KEY WEST. BEAUTIFUL LOT WITH COCONUT TREES. BEAUTIFUL BRAND NEW FURNISHINGS. 65" LCD TV IN LIVING ROOM 50" LCD IN MASTER BEDROOM. WORLD FAMOUS LOOE KEY JUST OFF SHORE. TWO QUEEN ...

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Location Information

Big Pine Key, Florida, 33043

Property Type

House

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SPA VILLA ON BLUE WATER LAGOON

SPA VILLA ON BLUE WATER LAGOON

2 BR | 2.5 BA | Sleeps 6 | Quick View

$200

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Waterfront
  • Communal Pool
  • Kid Friendly
  • Non-Smoking
  • No Pets Allowed
  • Managed by Owner

About this property

COZY VILLA WITH YOUR OWN PRIVATE SPA OVERLOOKING BLUE WATER LAGOON TWO BEDROOM 2 1/2 BATH VILLA QUEEN BEDS WITH PILLOW TOP MATTRESSES, VERY COMFORTABLE QUEEN PLUS SOFA BED. VILLA SLEEPS SIX COMFORTABLY. EACH BEDROOM HAS SEPARATE BATH WITH TUB/SHOWER ...

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Location Information

Duck Key, Florida, 33050

Property Type

Villa

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Islamorada Luxurious Private Sandy Beach Access Tiki Huts Hammocks & more

Islamorada Luxurious Private Sandy Beach Access Tiki Huts Hammocks & more

3 BR | 2 BA | Sleeps 6 | Quick View

3

Distance to beach: 0.5 miles to White Marlin Beach

$457

per night

View Details

Key Amenities

  • Air Conditioning
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Beachfront
  • Oceanfront
  • Kid Friendly
  • Non-Smoking

About this property

House, 3 Bedrooms, 2 Baths, Sleeps 6Villa Marlin , 122 Nautilus Drive, Islamorada, Florida Keys mile marker 74.5 bay side, White Marlin Beach located 75 miles south of Miami and 75 miles North of Key West. It has three bedrooms, two bath, private home ...

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Location Information

Islamorada, Florida, 33036

Property Type

House

"We'll Be Back!"
Reviewed August 11, 2018

I am SO glad I found this website and this house! After hours spent reviewing properties on other websites and then trying to ask questions through email, it was great to be able to talk directly to the ...

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Beacon Reef 522 - Oceanfront 5th floor (top floor) condo at Beacon Reef.

$147

per night

View Details

Key Amenities

  • Air Conditioning
  • Hot Tub
  • Linens Provided
  • Full Kitchen
  • Waterfront
  • Beachfront
  • Oceanfront
  • Communal Pool

About this property

Minimum Rental: 28 Days NEW ON THE RENTAL MARKET. PHOTO UPDATES COMING SOON. "Beacon Reef 522" offers magnificent 180 degree oceanfront views. Enjoy the sea breezes as your relax on your private balcony and gaze at the water. Whether staying ...

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Location Information

Islamorada, Florida, 33036

Property Type

Condo

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