Florida Keys Vacation Rentals

(288 rentals)
Louisa House

4 BR | 3 BA | Sleeps 8 | Quick View

$551

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

An absolutely perfect location, just a half a block off Duval Street and within walking distance to amazing restaurants, turquoise beaches and the Southernmost Point in the United States. Louisa House has it all for the perfect Key West vacation.A historic home with elegant curb appeal, Louisa House ...

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Property Type

Key West House

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Bali Hideaway

Studio | 1 BA | Sleeps 2 | Quick View

$203

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Perfect for two, this Bali-style studio cottage has it all: comfort, privacy and location.The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer. Within 2 blocks you'll find Key West classics ...

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Property Type

Key West Studio

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MARGARITA VILLA

3 BR | 2 BA | Sleeps 6 | Quick View

$140

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

Welcome to Margarita Villa! Located in Jolly Roger Estates on Little Torch Key, where you’ll find some of the best deep water boating in the Lower Keys!Decorated in fine island-style this private home is definitely a 5-star proprety. Tile floors, open and airy kitchen, living and dining area ...

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Property Type

Summerland Key Villa

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Conch Cottage Key West's only real beach house

$414

per night

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Key Amenities

  • Air Conditioning
  • 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 use of direct TV channels, free current video library ...

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Property Type

Key West House

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Duval Square Retreat

2 BR | 2 BA | Sleeps 4 | Quick View

$251

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Located in the heart of Old Town, Duval Square is a charming brick-paved and tree-lined courtyard complex located at the quieter end of Duval Street. The residential units are located upstairs, while quaint shops and restaurants occupy the courtyard below.This recently upgraded unit is tastefully ...

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Property Type

Key West Condo

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Duval Square Courtyard Condo

3 BR | 2 BA | Sleeps 6 | Quick View

1

$400

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

n the heart of Old Town and convenient to just about everything, this condo is set above a quaint brick and tree-lined courtyard that includes shops and restaurants. This three bedroom, two bath unit is in one of the only "stand-alone" buildings in the Duval Square complex. Simply walk down ...

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Property Type

Key West Condo

"Wedding in Key West "
Reviewed April 11, 2019

Loved the location,place was very nice and relaxing. We really enjoyed ourselves. Would stay here again in a heartbeat.

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Ocean Front building with Ocean Front pool in beautiful Islamorada!

$129

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool
  • Rentals by Owner

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 cable, and restaurants within walking distance.2 ...

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Property Type

Islamorada Condo

"Wonderful location and hosts."
Reviewed January 10, 2019

This home was perfect for our family of five. Spacious bedrooms, living area and bathrooms. We also had use of the storage unit for our fishing gear and coolers. The pier is breathtaking. Our thoughtful ...

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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
  • Full Kitchen
  • Pool
  • Rentals by Owner

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, or Families traveling together. Boater's perfect ...

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Property Type

Key Colony Beach House

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Ann Street Cottage

1 BR | 1.5 BA | Sleeps 2 | Quick View

$237

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Tucked away in an inviting compound you'll find the perfect hideaway called Ann Street Cottage, a charming one bedroom cottage.This quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer. Within ...

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Property Type

Key West House

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

$400

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

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 home offers a professionally-designed living environment ...

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Property Type

Islamorada House

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The Hamilton House

5 BR | 4.5 BA | Sleeps 9 | Quick View

$200

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

Monthly rentals only. 28 day minimum. This single family home is perfectly located in old town two blocks away from the southernmost point and one block away from Duval street. It has 4 bedrooms in the main house and a separate guest cottage with a bedroom and a full bathroom. It has two off street ...

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Property Type

Key West House

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Beach Club #104

2 BR | 2 BA | Sleeps 4 | Quick View

$275

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Unique oceanfront living only 65 feet from the Atlantic!The Key West Beach Club is a quiet, peaceful residential building that sits directly on the water. The breathtaking view can be seen as soon as you enter the unit.The huge oceanfront balcony can be accessed from both the living/dining ...

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Property Type

Key West Condo

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Barry Beach - Waterfront Beach House with Dock & Heated Pool!

4 BR | 3 BA | Sleeps 8 | Quick View

1

Distance to beach: 9 miles to Bahia Honda State Park & Beach

$490

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

Welcome to Paradise! Come experience the amazing Keys and beautiful open water home with 200 foot long dock for your boat. Exclusive heated pool to relax and enjoy the surrounding ocean view - just breath taking! The private lot is .81 acre with two other rentals and still very spacious. Stunning panoramic ...

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Property Type

Little Torch Key House

"Barry Beach"
Reviewed November 1, 2018

Enjoyed every minute....great layout and even better for the watercraft...thank you.

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Sand in your toes

2 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.1 miles to Coco Plum

$243

per night

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Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool

About this property

Walk the Beach! Beautiful 2 bedroom, 2 bath Ocean front condo at Coco Plum Beach Villas, nicely decorated and furnished. Leather recliners in the main living area overlooking the Atlantic Ocean. King in master, 2 twins in 2nd. Pull Out couch in living room. Deck, master bedroom and the livingroom overlook ...

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Property Type

Marathon Condo

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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
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Private Pool
  • Rentals by Owner

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 seawall facing the priceless Atlantic ocean teaming ...

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Property Type

Ramrod Key House

"Perfect in Every Way!"
Reviewed August 4, 2019

This house and its location was just absolutely perfect for our family. The pool/hot tub was a great way to end every day. Owner is very accommodating and helpful with local area knowledge and fishing ...

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Key Colony Vacation Rental by Owner

$114

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

About this property

Tads Place has everything you need for your Keys Vacation. 30ft of boat dockage,ample parking for your boat trailer and vehicles.Full kitchen all towels and linens provided.Great out door sitting area and grill. Walk in freezer. Washer and Dryer and Cabana Club membership for pool.

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Property Type

Key Colony Beach Condo

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Southard Rooster Conch Suite

1 BR | 1 BA | Sleeps 2 | Quick View

$202

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

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. The two one bedroom suites are located on the second floor, ...

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Property Type

Key West House

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GONE FISHING

3 BR | 2 BA | Sleeps 6 | Quick View

$180

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

”Gone Fishing” is exactly where you will be during your vacation time at this pristine home on Summerland Key, just 23 miles to Key west and 25 miles to Marathon.Relax and enjoy cocktails and snacks by the heated and chilled swimming pool after a great day exploring all the treasures the ...

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Property Type

Summerland Key House

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Paradiso Sul Mare

2 BR | 2 BA | Sleeps 6 | Quick View

$200

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool
  • Private Pool

About this property

Kawama Yacht Club, a beautifully landscaped gated resort, is set on an unspoiled peninsula between the untouched habit of a bird sanctuary to the south and the beautifully preserved John Pennekamp Marine Coral Reef State Park to the north.Located on the 4th floor of the prestigious oceanfront 5 story ...

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Property Type

Key Largo Condo

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ANOTHER DAY IN PARADISE

3 BR | 2 BA | Sleeps 6 | Quick View

$233

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

It’s more than just another Day in Paradise, it’s an incredibly wonderful and memorable vacation stay in the fabulous Florida Keys!Please come stay with us in this large 3 bed 3 bath heated and chilled pool home on deep water canal in Summerland Key. Entering the home by way of the 2 story ...

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Property Type

Summerland Key House

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Keys Cottage; Remodeled Villa in Native Hammock on Florida Bay

$214

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Rentals by Owner

About this property

The Cottage is a free-standing 2 bedroom/2 bath villa located on a small resort property nestled in a native hammock on Florida Bay. The Cottage is a “conch-style” cottage which was just completely remodeled and renovated and is completely new, from the tile floors to the new tongue-and-groove ...

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Property Type

Islamorada Cottage

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Islamorada home in Anglers Reef with Ocean Views, Dock, Com Pool & Private Beach

2 BR | 2 BA | Sleeps 6 | Quick View

Owner special: Book now with 20% off | Nov 2019 - May 2020 | Email us at: info@ "FL2923"

$250

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool

About this property

This magnificent home with ocean views from all 4 balconies is located in Islamorada at Mile Marker 85 in the exclusive gated community of Angler's Reef, a quiet oceanfront community in the Florida Keys. Anglers Reef is a boutique complex of 52 homes inspired by Native Conch & British West Indies ...

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Property Type

Islamorada House

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Islamorada Luxurious Private Sandy Beach Access Tiki Huts Hammocks & more

3 BR | 2 BA | Sleeps 6 | Quick View

6
Owner special: September and October 20% discount . It's a great vacation house.

Distance to beach: 0.5 miles to White Marlin Beach

$457

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Rentals by Owner

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 totally renovated and remodeled, new furniture ...

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Property Type

Islamorada House

"Best vacation ever!"
Reviewed July 3, 2019

We stayed at Villa Marlin for 2 weeks this June and it was wonderful! The house is equipped with everything you could possibly need for the perfect vacation. The ice machine and bait freezer were a real ...

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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
  • Full Kitchen
  • Pet Friendly
  • Private Pool
  • Rentals 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 always been a private home, and was renovated and ...

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Property Type

Key West 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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Cockadoodledo

4 BR | 4 BA | Sleeps 10 | Quick View

$300

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

About this property

Cock-a-doodle-do Vacation Rental, named for Key West's beloved chicken population, is a mid-town oasis! 5 minute drive to Old Town or take Uber for just $ 10!A meticulously updated pool home with beautifully lush landscaped grounds and plenty of space for everyone! The main house is a 3/3 (1 King, ...

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Property Type

Key West House

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Brand New 6 Bedroom 5 Bath 65 Foot Deep Water Dock, Heated Pool Outdoor Kitchen

6 BR | 5 BA | Sleeps 14 | Quick View

Distance to beach: 0.1 miles to Sombrero Beach

$870

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

Brand New Construction, 6 Bedroom , 5 Bathroom canal views, On the HIGHLY sought after Sombrero Beach !!! 100 Foot Deep Water Dock (my 23 foot boat sits in a lift so you get 65 foot to use) 10 minute ride through the famed Sisters Creek to the open ocean, 15 minute to the seven mile bridge, six NM to ...

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Property Type

Marathon House

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Futura Yacht Club Bayside Condominium and Marina Dockage, Islamorada

$164

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Rentals by Owner

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, it provides quick access to the ocean via Snake ...

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Property Type

Islamorada Condo

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Superb Location, Affordably Priced - The TwoSim Suite

Studio | 1 BA | Sleeps 2 | Quick View

Distance to beach: 0.5 miles to South Beach

$135

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Rentals by Owner

About this property

This Studio is a lovely charmer nestled in a 6 unit compound in a residential neighborhood in the center of Old Town Key West. * Pet Friendly for flat fee of $45 * King size bed * WiFi included * check-out cleaning included * 2 wall AC units * flat screen TV * Shared gas grill * porch with ...

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Property Type

Key West Condo

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Caribbean Cove/beautiful waterfront view

$83

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly

About this property

Come to relax in one of Big Pine's most peacefully secluded waterfront retreats!Tastefully decorated with favorable Key West colors. Very clean and well maintained. This cozy and comfortable decor will make you feel right at home. Completely furnished.For those of you who enjoy boating, fishing, ...

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Property Type

Big Pine Key House

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Dreaming on Duval

5 BR | 4 BA | Sleeps 10 | Quick View

$1150

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Luxury on Duval Street in historic Key West? Luxury is not a word most people associate with Duval Street... until you look at Dreaming On Duval! There are very few private homes on this famous street, let alone a single-family, free-standing vacation rental that is just steps away from everything Key ...

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Property Type

Key West House

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Waterfront Get Hooked

4 BR | 3 BA | Sleeps 10 | Quick View

3

$364

per night

View Details

Key Amenities

  • Air Conditioning

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. Satellite Flat Screen TV's in each bedroom. Fully ...

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Property Type

Marathon House

"Great value - perfect for 4 people"
Reviewed April 29, 2019

4 Guys looking for a great location near Colony Beach for fishing. The unit was exactly as described and then some. I would recommend this for anyone looking to visit the Keys. Close to all shopping ...

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Ann Street Tranquility

1 BR | 1 BA | Sleeps 2 | Quick View

$236

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

This charming one bedroom cottage is the perfect hideaway.The quiet compound is located just one block from Duval Street combining the best of both worlds for relaxing and taking advantage of all that Key West has to offer. Within 2 blocks you'll find Key West classics like The Bull, Sloppy Joe's, ...

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Property Type

Key West House

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Pete's West Cottage

2 BR | 1 BA | Sleeps 4 | Quick View

$236

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

These twin homes have the charming original style of the Key West "shot gun" cottages and have been restored with a beautiful natural cypress exterior. Each cottage opens to it's own semi-private deck and lounge area with access to a large free-form pool with waterfall.Inside, the comfortable ...

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Property Type

Key West House

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Catherine House

2 BR | 2 BA | Sleeps 4 | Quick View

$309

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool

About this property

This charming Key West cottage is just a short walk to a selection of great restaurants, art galleries, and shopping.Catherine House is located only ½ block from the quieter end of Duval Street, and better yet, just three blocks to a beach (Duval & South Streets). The house can comfortably ...

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Property Type

Key West House

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Tree House

3 BR | 2 BA | Sleeps 6 | Quick View

$429

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

Welcome to the Tree House on Ramrod Key. This home is a delightful Florida Keys get-a-way. This home is roomy and spacious to please the whole family. The combination kitchen, dining and living room is just perfect for everyone to gather around and make super cocktails and snacks while planning the adventures ...

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Property Type

Ramrod Key House

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Namaste

1 BR | 2 BA | Sleeps 2 | Quick View

$260

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Tucked away in an inviting compound you'll find a blissful retreat called Namaste; a tranquil and relaxing one bedroom cottage. The quiet compound is located just one block from Duval Street combining the best of both worlds: relaxing and taking advantage of all that Key West has to offer. Within 2 blocks ...

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Property Type

Key West House

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Casa Lorelane

7 BR | 5.5 BA | Sleeps 20 | Quick View

Owner special: Book now with up to 20% off Nov 2019 - May 2020 Email us at: info@.rentals with code "FL2923".

$667

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Oceanfront
  • Private Pool
  • Rentals by Owner

About this property

Large, very spacious, beautifully appointed 7 BR home with breathtaking ocean views, large dock, pool, jacuzzi, BBQ grill, 4 kayaks, large tiki, two fully equipped kitchens, all new appliances and major upgrades since Irma. Comfortably accommodates multiple families. Very private and secure with security ...

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Property Type

Key Largo Estate

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Mobile Home, 2 Bedrooms, 2 Baths, (Sleeps 2-4)

$120

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

This property is located on a very unique spot. Very private. Too perfect to describe.During the day you could sunbathe while fishing for snappers, tarpon and lobsters from your private dock. Later on you may want to jump in for a swim or cruise the area on the kayak At early evening you may enjoy ...

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Property Type

Tavernier Mobile Home

"Beautiful home and amazing location!"
Reviewed August 16, 2019

Our family has been coming down to the keys for fifteen years and the time we spent at Hammer Point was the best we have experienced. Our family of four stayed in this house for the month of July and to ...

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SUNSET BAY

2 BR | 2 BA | Sleeps 4 | Quick View

2

$271

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Oceanfront
  • Pet Friendly

About this property

Welcome to Sunset Bay, where you’ll experience the most glorious sunsets! Located on tranquil Big Torch Key, Sunset Bay is situated on the open water of Niles Channel, Gulf side. This home is an outdoor lover’s delight! Situated on a large parcel with a long grassy tree-dotted front yard, ...

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Property Type

Big Torch Key House

"Wonderful relaxing vacation home"
Reviewed July 14, 2019

We recently stayed at the Sunset Bay home and couldn’t have been happier with the rental. Never having rented a home in the Keys I wasn’t sure what to expect but the Action Keys realty team was efficient ...

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Vista Fresco

2 BR | 2 BA | Sleeps 4 | Quick View

1

$251

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setting amongst friendly neighbors. The 1800 Atlantic complex sits on 400 feet of oceanfront property. An expansive pool and spa sits ocean side, surrounded by a lushly landscaped garden of native Key West plants ...

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Property Type

Key West Condo

"Waterview Condo"
Reviewed February 18, 2019

The condo was as advertised. It had a spacious kitchen and was nicely decorated. We had a beautiful view of the ocean and sunrises. You will need a car or bicycle to get to town. The bed we slept in ...

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Truman Annex unit202-3

2 BR | 1 BA | Sleeps 4 | Quick View

$307

per night

View Details

Key Amenities

  • Air Conditioning
  • Pool

About this property

Truman Annex unit202-3This upstairs unit has beautiful views and offers a private front and back porch. There is a queen bed in the master bedroom and 2 twins in the second bedroom.

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Property Type

Key West Condo

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Seaglass-20 feet from the Gulf

2 BR | 2.5 BA | Sleeps 6 | Quick View

$185

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Oceanfront
  • Pool
  • Rentals by Owner

About this property

Seaglass-Paradise on the Gulf is located in the heart of the the beautiful Florida Keys. The Keys are a series of 40 islands connected by 40 bridges , off the southern most tip of Florida. The chain of islands extends 120 miles into the Atlantic Ocean and Gulf of Mexico. The area is famous for its Caribbean ...

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Property Type

Marathon Condo

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CasaBella Duval Square

2 BR | 2 BA | Sleeps 4 | Quick View

$300

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Located just steps from famous Duval street, this two-story town home is located in quaint, cobble stoned Duval Square. You are within the heart of the historic district and can walk almost everywhere. Although close to Duval, the home is a quiet escape from the hustle bustle.This town house community ...

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Property Type

Key West Condo

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Lobster Lounge II

5 BR | 4 BA | Sleeps 12 | Quick View

2

Distance to beach: 4 miles to Sombrero

$457

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

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 w/stainless appliances, quartz counter tops ...

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Property Type

Marathon House

"Nice house and dock, convenient to ocean."
Reviewed June 13, 2019

Really enjoyed our stay , house was perfect for our ten guest. Easy access to ocean, grocery and restaurants.

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Colony Poolside

1 BR | 1 BA | Sleeps 2 | Quick View

$200

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Located in The Colony, a secluded compound just steps from Duval Street, Colony Poolside is a peaceful retreat. Enter the home through the serene and inviting living space, accented with blue and white decor, wood floors and pops of color from nautical-themed accents and artwork. A vaulted ceiling with ...

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Property Type

Key West House

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Direct Oceanfront Views at Sea Gulls

2 BR | 2 BA | Sleeps 4 | Quick View

1

Distance to beach: 4 miles to Harry Harris Park

$229

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Oceanfront
  • Private Pool
  • Rentals by Owner

About this property

Sea Gulls 511 is one of the nicest condos in the Islamorada area. It has been completely rebuilt following Hurricane Irma so everything about it is new, upscale, and extremely clean.The living area is open plan with a large island, full kitchen, and most importantly, a fabulous direct ocean view ...

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Property Type

Tavernier Condo

"Beautiful oceanfront view!"
Reviewed July 2, 2019

The location of the condo was very nice, there are plenty of restaurants and attractions to go to. If you are looking for a relaxing vacation this is the place to stay. We will be back in the future! Love ...

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Key West Beach Front Rental! Beach Studio Ocean views

Studio | 1 BA | Sleeps 3 | Quick View

1

Distance to beach: 22 yards to Public use + Private views Waldorf Astoria Resort

$249

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Oceanfront
  • Rentals by Owner

About this property

Welcome to your Ocean Views Studio! Get yourself dates before flights! Art studio is smaller available monthly till excluding October phone for inquiry,, Key West has wind! Upon request Happy to hold you first in queue- a short while! Ocean view studios 2? In town, of Key West? YES! Best Stay ...

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Property Type

Key West Studio

"Breathtaking!!"
Reviewed April 28, 2019

We chose this listing because we wanted to have the true key west experience!! The house definitely makes you feel like a true local. Each morning enjoying coffee on the patio and the ocean waves lull us ...

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Casa Atlantica Studio

Studio | 1 BA | Sleeps 2 | Quick View

$200

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Located just steps from the White Street Pier and Higgs Beach, Casa Atlantica truly lives up to its name: a home perched on the very edge of the turquoise waters of the Atlantic. Located on the quiet end of a waterfront townhome community, this property features simply the best views you will find in ...

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Property Type

Key West Condo

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Sombrero Heaven

4 BR | 3 BA | Sleeps 10 | Quick View

$321

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

"SOMBRERO HEAVEN" ~ Rent one side or both! Brand New, Designer Decorated and Perfectly Appointed 4-Bedroom (1 King, 3 Queens), 3-Bath Private Heated Pool Villa with Neighborhood Ocean Front beach and Second Story Screened Balcony that Over Looks Private Pool and Canal! Everything you need for ...

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Property Type

Marathon Villa

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Gorgeous waterfront home

3 BR | 2.5 BA | Sleeps 8 | Quick View

$650

per night

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Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

Beautiful, fully remodeled waterfront home with water on both sides! Ocean and lagoon views from bedrooms, dining room, balconies and kitchen. Cable TV with premium channels and wi-fi internet access. The home is in a quiet neighborhood on a cul-de- sac and very convenient to Tavernier or Islamorada ...

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Property Type

Islamorada House

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