Vacation Rentals in Florida Keys & Key West

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We have partnered with a major provider of vacation rentals, directly through Vacation Places To Stay. There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to Florida Keys. Browse hundreds of Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer.

Islamorada house

Angler's Reef Resort & Villas

4 Bedroom House In Angler's Reef, Includes 31' Boat Slip

Beautiful 4 bedroom, 3.5 bath home for rent in Angler's Reef. This house has a bedroom with a queen bed and an ensuite bathroom downstairs. There is also a half-bath downstairs. The gourmet kitchen has marble counter tops, a wine cooler and a bar. Th ....

4 Bedroom(s) 4 Bath(s) Vacation Rentals - Sleeps 8
Islamorada, FL

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Marathon house

Gulf View Suites (421/423 121)

8 bedrooms 6 bath with 2 pools, 2 100-ft docks, Sandy Shore, Kayaks, Gulf Front

Call us for last minute cancellation rates. WHAT IS UNIQUE ABOUT THIS VACATION RENTAL? This rental is legal up to 20 people and offers a great option for multi-family vacationing by providing two 4-bedroom homes side-by-side. This gives you 2 kitch ....

8 Bedroom(s) 6 Bath(s) Vacation Rentals - Sleeps 18
Marathon, FL

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Tavernier condo

Ocean Pointe - 2/2 (D) Ocean View Suite

2 Bedroom Tropical Ocean View Suites -Minuets from World Famous John Pennekamp Coral Reef State Park

Ocean Pointe Suites in Tavernier mile marker 92, is an all-suite resort located directly on the Atlantic Ocean. Our 60 acres in the Florida Keys are part of a protected mangrove forest, entered through a private road and gatehouse. From sunrise to su ....

2 Bedroom(s) 2 Bath(s) Condo
Tavernier, FL

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Tavernier condo

Ocean Pointe 1407

Beautiful 2 Bedroom Condo with Ocean Views - Ocean Pointe 1407

Enjoy Ocean views and Cool Breezes from your balcony. This beautifully remodeled 2 bedroom 2 bathroom Condo at Ocean Pointe has everything you need for the perfect vacation in The Florida Keys. The Master Bedroom is a tropical getaway and has a walk ....

2 Bedroom(s) 2 Bath(s) Condo
Tavernier, FL

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Islamorada condo

Summer Sea Condominium

Kick Back In Islamorada!

Remodeled 2 Bedroom unit includes air conditioning, private balcony, cable TV, DVD player, full kitchen with cooking utensils, pots & pans, silverware, plates, glasses, microwave, coffee maker, dishwasher, iron, ironing board, blow dryer and refriger ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 6
Islamorada, FL

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Tavernier house

Fontaine Dr

Scenic, Beautifully Decorated, Newly Remodeled Keys Home w/hot tub, outdoor seating & more!

Peaceful and Scenic Keys Home, Newly Remodeled; Centrally Located on Plantation Key, near grocery stores, Old Tavernier Restaurant, Marinas, Founder's Park, and much more! The peaceful, secluded surroundings make this home the Ultimate Keys Geta ....

2 Bedroom(s) 2 Bath(s) Vacation Rentals
Tavernier, FL

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Tavernier house

Vacation Home

NEW LISTING Fish all day or Relax by the Pool in our Islamorada/ Tavernier Villa

Located in a secluded canal in Plantation Key/ Islamorada, Florida, this luxury vacation rental is pure paradise. You will immerse yourself in long leisurely days of boating, lounging by the pool and watching spectacular sunsets from the balcony or p ....

4 Bedroom(s) 4 Bath(s) Vacation Rentals
Tavernier, FL

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Tavernier condo

Ocean Pointe - 2/2 (D) Partial Ocean View Suite

2 Bedroom Tropical Partial Ocean View Suites - Short Drive to John Pennekamp Coral Reef State Park

Ocean Pointe Suites in Tavernier mile marker 92, is an all-suite resort located directly on the Atlantic Ocean. Our 60 acres in the Florida Keys are part of a protected mangrove forest, entered through a private road and gatehouse. From sunrise to su ....

2 Bedroom(s) 2 Bath(s) Condo
Tavernier, FL

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Tavernier house

Waterfront two Bedroom Paradis

Last Minute Deal In Oct, Amazing Wather Front House

Charming doesn't even begin to describe this modern, tastefully appointed waterfront 2 bedroom 2 bathroom house. Plush bedding, upgraded kitchen and bath, and a breezy terrace perfect for bbq's. This home features a private pool, and dock for a 30f ....

2 Bedroom(s) 2 Bath(s) Vacation Rentals
Tavernier, FL

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Marathon house

236 Bonefish Pescayo

Marathon Keys 3 BDR Home w/ Ocean View, Private Pool, Gazebo and more!

3 Bedroom - 236 Bonefish Wake up in your own sunrise paradise! Have coffee while sitting under your gazebo by the pool. This custom built, fully air conditioned, vacation home has all the amenities to make this the most memorable vacation you will ev ....

3 Bedroom(s) 4 Bath(s) Vacation Rentals
Marathon, FL

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Key Largo mobile home

Calusa Unit 513

A Beautiful 2/1 in Calusa, Key Largo, Florida

We pride ourselves in welcoming seasonal long term guests looking for a cozy unit that will provide great location at an affordable rate. Park Style RV trailer on an inland site, with 2 bedrooms and 1 bathroom. NON-SMOKING unit. Everything is include ....

2 Bedroom(s) 1 Bath(s) Mobile Home - Sleeps 4
Key Largo, FL

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Tavernier house

Keys Upstairs

*WINTER SPECIAL* 2 BR Waterfront Pool Home

“A Little Slice of Heaven�- waterfront pool home in paradise. This is a 2 unit dream vacation home in Tavernier/Plantation Key, Florida (MM89). Remodeled with newly interior-decorated furnishings. Charming waterfront home with dock, plunge pool, ....

2 Bedroom(s) 2 Bath(s) Vacation Rentals - Sleeps 6
Tavernier, FL

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Key Largo house

85 Lake Shore Drive

Small Bch - Jacuzzi - Kayaks - Boat Dock- Sunset - Row Boat

TROPICAL PRIVATE SETTING! Private Beach Front Home with Private Lagoon. 1 Complimentary Double Kayak 1 Complimentary Single Kayak Dock your boat in the lagoon, swim/snorkel in the beach lagoon or in the bay, watch the breathtaking sunsets from t ....

4 Bedroom(s) 3 Bath(s) Vacation Rentals - Sleeps 9
Key Largo, FL

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Key Largo condo

Kawama Tower Penthouse #503

Penthouse Condo Sunsets at Key Largo, Kawama Yacht Club Tower

Enjoy the panoramic view this tropically decorated, fifth-story unit has to offer of the Atlantic Ocean and the adjacent Wildlife Sanctuary. The unit affords its guests the spectacular sunsets the Florida Keys are famous for, right from your balcony ....

3 Bedroom(s) 2 Bath(s) Condo - Sleeps 8
Key Largo, FL

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Key Largo mobile home

LOOKOUT POINT

Lookout Point; Private Beach with 30Ft. Private Dock

THERE IS A $250.00 REFUNDABLE SECURITY DEPOSIT ON ALL BOOKINGS, RETURNED 7 - 10 BUSINESS DAYS AFTER DEPARTURE. Welcome to LOOKOUT POINT Enjoy your Own Private Secluded Retreat, Lookout Point....One Bedroom, 40ft. Park Trailer, W/ Three Pull-Outs, ....

3 Bedroom(s) 1 Bath(s) Mobile Home - Sleeps 4
Key Largo, FL

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Key West house

Blue Lagoon

Blue Lagoon @ the Truman Annex

This cheery property located on Southard Street features three bedrooms, one on the first level and two on on the second. There is a lovely kitchen, dining and living room which flows out through two sets of French doors onto the covered rear deck. T ....

3 Bedroom(s) 2 Bath(s) Vacation Rentals - Sleeps 8
Key West, FL

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Key West condo

Gulfside Vistas

**GULFSIDE VISTAS @ THE ANNEX** Ocean Penthouse & Pool + LAST KEY SERVICE...

GULFSIDE VISTAS is a beautiful penthouse condo and is the perfect place to spend your stay in Key West, with panoramic views of the Gulf and cruise ships as they dock nearby. You'll have ocean views on three sides of GULFSIDE VISTAS, and two spacious ....

2 Bedroom(s) 3 Bath(s) Condo
Key West, FL

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Marathon house

Dolphin Oasis

Dolphin Oasis, Waterfront, Heated Pool/Hot Tub, Pet Friendly, 2 Miles to Beach

This 4 bedroom 3 Bath House has ample sleeping options for every type of family/friend gathering and provides parking for several vehicles. The floor plan layout is very balanced; the family room, kitchen, and game / TV room are on the Main Floor and ....

6 Bedroom(s) 5 Bath(s) Vacation Rentals - Sleeps 10
Marathon, FL

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Key Largo house

Villa La Paloma

Waterfront Luxury Home with An Incredible View on a Full Acre, Free Secured WiFi

28 DAYS MINIMUM STAY, PLEASE SEE THE VIDEO OF PROPERTY, LOCATED AFTER THE AMENITIES. This is a designer built home on a full acre estate with 300' on the water and 80' dock. Drive to dock to load and unload boat. Covered parking. Lush tropical la ....

4 Bedroom(s) 3 Bath(s) Vacation Rentals - Sleeps 8
Key Largo, FL

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Key West condo

Duval Roost

The Duval Roost: 2 Bed / 1 Bath in the middle of Duval Street

Snuggled halfway up our island's famous Duval Street and perched above the crowds is this fantastic 2 Bedroom 1 Bathroom condo aptly named, The Duval Roost. Sitting pretty much at the center-point of Duval Street, your vacation will feel like a 'Cho ....

2 Bedroom(s) 1 Bath(s) Condo
Key West, FL

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Islamorada house

Islamorada's Tropical Paradise

Tropical Paradise in Venetian Shores. Luxury Heated Pool / Spa, 4 Bikes & Kayak

Located in prestigious Venetian Shores Islamorada's premier waterfront community! This home was completely remodeled in 2014/15 so everything is tasteful, high quality, spotless and NEW!! HI SPEED WIFI and NetFlix is INCLUDED! A brand new luxury he ....

3 Bedroom(s) 3 Bath(s) Vacation Rentals - Sleeps 8
Islamorada, FL

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Tavernier house

Oceanfront Complete Luxury

Upper Keys Exclusive Oceanfront Estate with Swimming Pool and Dockage

OCEANFRONT and Immaculate Condition! Once you arrive at this extraordinary Oceanfront Estate with forever ocean views, you will need to go no further. This is a private resort-like property in an amazing convenient location, minutes to shopping, res ....

5 Bedroom(s) 4 Bath(s) Vacation Rentals - Sleeps 10
Tavernier, FL

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Tavernier condo

Ocean Pointe - 2/2 (I) Ocean View Suite

Tropical 2 Bedroom Ocean View Suites - Short Drive Away from Swim with the Dolphins Attraction

Ocean Pointe Suites in Tavernier mile marker 92, is an all-suite resort located directly on the Atlantic Ocean. Our 60 acres in the Florida Keys are part of a protected mangrove forest, entered through a private road and gatehouse. From sunrise to su ....

2 Bedroom(s) 2 Bath(s) Condo
Tavernier, FL

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Marathon apartment

58630 Morton Street

Morton House - Charming 3 Bedroom Bayfront Home in Grassy Key - 58630 Morton St.

Morton House is located on Grassy Key in Marathon, FL. We are a French couple who renovated recently the property. We are now inviting guests to enjoy it. As us, we think that you will love the quietness of a dead end street and the privacy of a ....

3 Bedroom(s) 2 Bath(s) Apartment
Marathon, FL

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Key West house

La Vie En Rose

**LA VIE EN ROSE @ BEACHSIDE** Modern Home / Large Pool + LAST KEY SERVICES...

LA VIE EN ROSE is a classic mid-century modern home set in the Beachside district of Key West, just a couple blocks from Smathers Beach on Rose Street. As the lyrics to that sweet love song go, you'll be in 'a world apart'. You'll also be close to th ....

4 Bedroom(s) 4 Bath(s) Vacation Rentals
Key West, FL

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Marathon house

Marathon Oasis

Luxury Waterfront Pool Home 75' Dock Direct Ocean Access Fisherman's Paradise

Come relax in our Marathon Oasis...This calm, comfortable and modern updated home is a 2/2 with a great open room floor plan in a quiet neighborhood. If tranquility is what you are looking for...look no further. The home exudes serenity. You can e ....

2 Bedroom(s) 2 Bath(s) Vacation Rentals - Sleeps 6
Marathon, FL

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Tavernier condo

Ocean Pointe - 2/2 (E) Ocean View Suite

Tropical 2 Bedroom Ocean View Suites - Short Drive to Shopping, Dining, and Grocery Store

Ocean Pointe Suites in Tavernier mile marker 92, is an all-suite resort located directly on the Atlantic Ocean. Our 60 acres in the Florida Keys are part of a protected mangrove forest, entered through a private road and gatehouse. From sunrise to su ....

2 Bedroom(s) 2 Bath(s) Condo
Tavernier, FL

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Marathon house

40% off new bookings for fall

GREAT WATERFRONT AND PRIVATE DOCK

OPEN WATER, DOCK, POOL, AND AMAZING SUNSET VIEWS! Large patio and also a covered veranda! This tropical three bedroom, three bathroom home is located directly on the Gulf of Mexico and has a well-appointed, kitchen. There are 3 large king bedrooms, o ....

3 Bedroom(s) 3 Bath(s) Vacation Rentals - Sleeps 6
Marathon, FL

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Key Largo house

1108 Heron Road

Beautiful Renovated Pool Home in Key Largo - 1108 Heron Rd.

Located in Key Largo at mile marker 95, oceanside, this pool home will really seal the deal. This home has been remodeled, and offering stunning Atlantic views, the home is ideal for a family seeking a combination of camaraderie and privacy. Divided ....

4 Bedroom(s) 3 Bath(s) Vacation Rentals
Key Largo, FL

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Big Pine Key house

Doctor's Hideaway

Another day in paradise! Modern Keys home, with access to Gulf and Atlantic

-2017 construction home on a 10,000 sf lot on a 40 foot wide canal. -Please note that there is a 28 day minimum rental period for this property. - Pet friendly for your fur babies. No more then two and 15 lbs and less. There are feeding and water ....

3 Bedroom(s) 2 Bath(s) Vacation Rentals - Sleeps 8
Big Pine Key, FL

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Tavernier house

Vacation Home

....

4 Bedroom(s) 4 Bath(s) Vacation Rentals - Sleeps 10
Tavernier, FL

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Tavernier condo

Vacation Home

Tropical Paradise at Futura Yacht Club

Futura Yacht Club is a private 70 unit community with a 53 slip marina. Easy access to the ocean through Snake Creek or Tavernier Creek in just 10 minutes to fish, lobster, scuba or snorkel. Is tennis your game? Start your day with an invigorating ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 4
Tavernier, FL

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Big Pine Key house

Palm Ave 3/3

Experience the Keys like a Local at this Spacious Canal Front Home with Dock!

This lovely waterfront home is located on mile marker 29, on the ocean side of Big Pine Key. Just 40 minutes from Key West, this hidden gem offers quiet relaxation, while still close enough to enjoy the party atmosphere of Key West! Dock your boat o ....

3 Bedroom(s) 3 Bath(s) Vacation Rentals
Big Pine Key, FL

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Tavernier condo

Ocean Pointe - 1/1 (A) Partial Ocean View Suite

Tropical 1 Bedroom Partial Ocean View Suite - Pool, Dock & Marina - Near all Major Attractions

Ocean Pointe Suites in Tavernier mile marker 92, is an all-suite resort located directly on the Atlantic Ocean. Our 60 acres in the Florida Keys are part of a protected mangrove forest, entered through a private road and gatehouse. From sunrise to su ....

1 Bedroom(s) 1 Bath(s) Condo
Tavernier, FL

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Islamorada apartment

Bay Harbour D114

Stunning 3 Bedroom Condo with Oceanviews Located in Lower Matecumbe - Bay Harbour D114

Beautiful modern luxury unit with 3 bedrooms and 2 full bathrooms, along with a half guest-bath! Plasma TV, VCR and DVD player in the living room. This unit does have Wi-Fi. The Bay Harbour Complex comes complete with two tennis courts, weight room, ....

3 Bedroom(s) 3 Bath(s) Apartment
Islamorada, FL

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Key West condo

"JUST OFF DUVAL" ~ Heart of Key West!

"JUST OFF DUVAL" ~ Charming Condo in Center of Duval St. with Parking Space!

STEPS TO DUVAL ST… Take advantage of this premier opportunity to indulge in all your desired Key West bucket list items at this crisp condo centered in the heartbeat of Duval St. Located in the upbeat and lively district of Key West, this home is j ....

2 Bedroom(s) 1 Bath(s) Condo
Key West, FL

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KEY LARGO mobile home

BUCCANEER'S DEN

BUCCANEER'S DEN - Waterfront W/ 20ft. Dock On The Property

NET RATES; NIGHTLY RATE IS $76.00/NIGHT, WEEKLY $530.00, MONTHLY $2,300.00 IF YOU ARE BRINGING A BOAT LET US KNOW PRIOR TO BOOKING 20 FT. MAX. INCLUDING OUTDRIVE. COMMUNITY HAS SMALL BOAT RAMP, PLEASE DISCUSS BOAT SIZE IN ADVANCE PRIOR TO MAKING ....

2 Bedroom(s) 1 Bath(s) Mobile Home - Sleeps 4
KEY LARGO, FL

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Big Pine Key house

Time To Fish

Fisherman's Paradise in the Heart of Big Pine Key Deer Reserve

This waterfront vacation home is located in a quiet nature reserve, surrounded by several open undeveloped lots for extra privacy. 3 bedroom, 2 bath home with screen porch, and plenty of outdoor living area underneath. Master bedroom features king b ....

3 Bedroom(s) 2 Bath(s) Vacation Rentals - Sleeps 6
Big Pine Key, FL

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Key West house

Dolphin Bay

Dolphin Bay: 2 BR, 2 BA House in Saddlebunch Key, Sleeps 6

Ocean view home with kayak near beaches, parks, shops & restaurants! Fresh ocean air, soft sands, and bright sunshine await you at this home in the Florida Keys! You and your loved ones can take in the tropics in peace and comfort, while still being ....

2 Bedroom(s) 2 Bath(s) Vacation Rentals
Key West, FL

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Big Pine Key house

Reel NV

2/2 Canal Front Home Big Pine Key. Easy ocean and gulf access!

Terrific Key getaway for rent!! Newly remodeled 2 Bedroom 2 full bath canal front home with 50 feet of dock. Located in desirable Doctor's Arm neighborhood, this house is just around the corner from the famous No Name Pub on Big Pine Key. Quick idle ....

2 Bedroom(s) 2 Bath(s) Vacation Rentals - Sleeps 6
Big Pine Key, FL

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Big Pine Key house

Captain D's Hideout

Captain D's Hideout - Beautiful waterfront home in the heart of a deer preserve

Beautiful, well maintained canal front home at the end of Big Pine Key. Surrounded by the Key Deer National Refuge. Wake up to Key Deer in your back yard. Only 30 miles from Key West and Duval Street. Concrete, step-down dock. Bring your boat. ....

2 Bedroom(s) 2 Bath(s) Vacation Rentals - Sleeps 6
Big Pine Key, FL

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Key West condo

Key West Kokomo Condo Rental

Ocean Front with Ocean View. Across from Smathers beach. Sleeps 5, 2/2 baths.

"Kokomo" is what we have named our unit. It is a 2 bedroom 2 baths with queen sleeper sofa in living room . Central AC in unit, clean unit, living/dinning is open concept. Master bedroom with a king bed, with private bathroom and access to balcony. W ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 4
Key West, FL

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Key Largo condo

Mariner's Club

Mariner's Club's Villa 324 - 2+ Bedroom Elevated Villa Featuring an Ocean View

Watching the sunrise is no fun when you're preparing yourself for a day of work, but from our private balcony overlooking the Atlantic Ocean it's more than just enchanting. The Mariner's Club's villa 324 features quality, tropically-themed furnishing ....

4 Bedroom(s) 3 Bath(s) Condo - Sleeps 8
Key Largo, FL

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Islamorada house

Dream Escape at Anglers Reef in Islamorada

Dream Escape at Anglers Reef in Islamorada

2 Bedroom and 2.5 Bath Villa, in Anglers Reef. An upscale gated community with resort living in the Florida Keys. Everything you need for your vacation is here,: gorgeous private beach, heated resort style pool, private back yard terrace with barbe ....

3 Bedroom(s) 3 Bath(s) Vacation Rentals
Islamorada, FL

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Key Largo house

SIPP

Dolphins * Sunsets * Jacuzzi * 4 Kayaks * Directly on the Bay * Dockage

BEAUTIFUL SUNSETS and DOLPHINS!!! Vacation Rental Permit #17304367 Conch House located on Tarpon Basin (BAY) right next door to DOLPHINS PLUS BAYSIDE. Fishermen, Boaters and Water Sports Enthusiasts Dream Property! Catch Mangrove Snapper right in ....

2 Bedroom(s) 2 Bath(s) Vacation Rentals - Sleeps 6
Key Largo, FL

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Tavernier house

Tarpon Harbor

**Tarpon Harbor** Ocean Front, Pool, Dock 4 Bed 5.5 Bath Gated Luxurious Home

Tarpon Harbor is a beautiful, luxury, oceanfront estate in the quaint little ocean side town of Tavernier. There are 3 bedrooms in the main house and an efficiency bedroom above the garage. Gated, heated pool, dock, hot tub........and a breathless, u ....

4 Bedroom(s) 6 Bath(s) Vacation Rentals
Tavernier, FL

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Key West condo

Pelican Landing Dominica Retreat

Pelican Landing Dominica Retreat

Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is 25 years old. Everyone in your party must be 25 years old to check in unless accompanied by a parent. No Birthday Bachelor or Bach ....

2 Bedroom(s) 2 Bath(s) Condo
Key West, FL

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Islamorada house

Vacation Home

NEW RENTAL! Venetian Shores waterfront dream with pool and plenty of dockage.

This Venetian Shores pool home has 4,209 sq. ft. of living to spread out and enjoy your Keys vacation. This includes 2 living levels, with 2 bedrooms/1 bath on the first level and 3 bedrooms/2 baths on the second floor. Beautiful living room, update ....

5 Bedroom(s) 3 Bath(s) Vacation Rentals
Islamorada, FL

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Islamorada house

Angler's Reef

Oceanside Resort Home for the best getaway in luxurious Angler's Reef!

Our house is located in Islamorada, FL, the fishing capital of the world. Our single-family, Key-style home is located in an exclusive gated community of 50 island homes called Angler's Reef. The community includes a beautiful oceanfront pool, a priv ....

2 Bedroom(s) 3 Bath(s) Vacation Rentals - Sleeps 4
Islamorada, FL

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Key Largo house

Sound Drive 3/3

Seaside Retreat with Direct Ocean Views, Private, Sandy Beach, Pool & Boat Basin with Ramp

*** Owner is highly motivated to rent! Contact us to inquire about your stay *** Live like a local at this private oasis on mile marker 103 in the Keys. Enjoy your private pool and private beach, or soak up the rays on your own sandy sun deck, ....

3 Bedroom(s) 3 Bath(s) Vacation Rentals
Key Largo, FL

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Islamorada condo

Executive Bay Club

Executive Bay Club unit V4 Islamorada,FL

SERVICE ANIMALS are OK, otherwise NO PETS ALLOWED 30 Day Minimum Stays 2 Bedroom, 1.5 Bathroom townhome located in Islamorada, FL. Driving distance is only 90 minutes from Miami International Airport. Centrally located within the complex to tennis ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 10
Islamorada, FL

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Tavernier condo

Ocean Harbour K-21

Beautiful 3 Bedroom Condo with Ocean Views - Ocean Harbor K-21

Located in Islamorada, Florida Keys, Ocean Harbour is our beautiful and luxurious home away from home surrounded by the tropical beauty of the Florida Keys. The location is in the perfect proximity for visiting Key West & Miami. With its exceptional ....

3 Bedroom(s) 2 Bath(s) Condo
Tavernier, FL

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Tavernier house

Paradise at Tavernier Key

Home in Tavernier Key Florida (House and surrounding area was not affe

Ocean Front modern home perfectly situated on the Bay side. Located on a deep water canal that offers all sorts of enjoyment the Keys has to offer. Just 100 yard kayak paddle from the bay and some of the fishing and recreational activities around. (H ....

6 Bedroom(s) 4 Bath(s) Vacation Rentals - Sleeps 12
Tavernier, FL

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Key West condo

Aquamarine Delight on the Ocean C333

Aquamarine Delight on the Ocean C333: 2 BR, 2 BA Condominium in Key West, Sleeps 4

Enjoy ocean views from this bright and airy 3rd floor unit. This newly renovated unit comes fully equipped with attention to your every need. King bed in the master and queen bed in the guest room will make your stay comfortable. This unit comes c ....

2 Bedroom(s) 2 Bath(s) Condo
Key West, FL

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Big Pine Key house

~CASA AZUL~

~CASA AZUL~ Brand new construction, deep water canal with pool!!!

OPEN WATER VIEWS FROM ALL ANGLES AND BALCONIES! Meticulously designed Keys home with exquisite furnishings throughout home, quartz counter tops and top of the line stainless steel appliances. This brand-new home has a lovely open & entertaining feel ....

4 Bedroom(s) 3 Bath(s) Vacation Rentals - Sleeps 13
Big Pine Key, FL

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Tavernier house

172 North Coconut Palm Boulevard

Beautiful Canalfront Home with Great Backyard Oasis - 172 N. Coconut Palm

Get ready to enjoy your Islamorada Vacation in this beautiful deep water canal home! Located at Mile Marker 90 in Plantation Key Colony, this 3 bedroom, 3 bath home has it all. Upstairs has 2 bedrooms, two baths, beautiful open kitchen and family r ....

3 Bedroom(s) 3 Bath(s) Vacation Rentals
Tavernier, FL

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Key West house

Fun In The Sun

Fun in the Sun @ the Truman Annex

This stately 2 bedroom townhouse in the President's Walk area of Porter Lane is furnished with tropical and luxury decor, and is loaded with amenities such as TV's in each bedroom. The community is located in the Truman Annex Complex which is located ....

2 Bedroom(s) 3 Bath(s) Vacation Rentals - Sleeps 6
Key West, FL

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Big Pine Key house

Sandy Beach

Best Lower Keys Beachfront House and Dock on Florida Straits

Located directly on the Atlantic, this secluded home fronts one of the few natural sand beaches in the Florida Keys. The 165 foot long wooden dock has chickee for shade at the end. Sit and enjoy the sea breezes, watch the moon rise, or gaze out over ....

2 Bedroom(s) 2 Bath(s) Vacation Rentals - Sleeps 6
Big Pine Key, FL

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Tavernier condo

Ocean Pointe - 2/2 (A) Partial Ocean View Suite

Tropical 2 Bedroom Partial Ocean View Suites - Pool, Dock & Marina - Near all Major Attractions

Ocean Pointe Suites in Tavernier mile marker 92, is an all-suite resort located directly on the Atlantic Ocean. Our 60 acres in the Florida Keys are part of a protected mangrove forest, entered through a private road and gatehouse. From sunrise to su ....

2 Bedroom(s) 2 Bath(s) Condo
Tavernier, FL

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Big Pine Key house

Vacation Home

Welcome to Casa Del Mar

Welcome to "Casa Del Mar" a brand new mid-century modern home in Paradise! This home is a monthly vacation rental that must be rented for 28 days or greater. Quiet neighborhood , 3BR/2BA pool on deck. You can enjoy stunning oceanfront views from al ....

3 Bedroom(s) 2 Bath(s) Vacation Rentals
Big Pine Key, FL

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Big Pine Key house

BP Pool Getaway

Tropical Waterfront Pool Getaway

This keys pool getaway is tucked away in a fantastic tropical paradise at Port Pine Heights, Big Pine Key. This lovely waterfront home has it all. This fantastic community is one of the most unique places in the world. The gem like waters is the home ....

3 Bedroom(s) 2 Bath(s) Vacation Rentals - Sleeps 6
Big Pine Key, FL

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Tavernier apartment

Seagulls #403

Great 1 Bedroom Condo with Ocean Views - SeaGulls #403

Relax in this beautifully furnished 1 bedroom 1 bath condo at Seagulls Condominium. Located at Mile Marker 90 on the Ocean Side, Seagulls #403 has a lot to offer: Undercover Parking for one Car, Pool, Tennis, Gym, WiFi, Newly Renovated Kitchen, an ....

1 Bedroom(s) 1 Bath(s) Apartment
Tavernier, FL

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Key Largo house

Vacation Home

Five ☆☆☆☆☆ Pool home! Paradise found!

Spacious custom waterfall pool home with 60 feet of dockage and large tiki to entertain with marble floors. House features a wrap around balcony on the 2nd floor. Completely remodeled and upgraded bayside waterfront canal property house with lagoon f ....

3 Bedroom(s) 3 Bath(s) Vacation Rentals - Sleeps 6
Key Largo, FL

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Big Pine Key house

Sunrise on Tropical Bay

Recently remodeled 4 bedroom

Remodeled Ocean front with Boating and a POOL . This 4 bedroom, 3 1/2 bath, fully-furnished home is right on Bogie Channel on Big Pine Key. It has full ocean access and the time you spend exploring the Lower Key’s back country will be time you will ....

4 Bedroom(s) 3 Bath(s) Vacation Rentals - Sleeps 8
Big Pine Key, FL

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Big Pine Key recreational vehicle

Tropical Caribbean Wonderland

Tropical Caribbean Wonderland

Note: This is a new unit the other RV from the reviews was damaged by Irma and this is the NEW replacement unit it is AWESOME..!!! We are located in a beautiful RV wooded park, with endangered Key Deer everywhere you look. We have a nice Pool and cl ....

2 Bedroom(s) 1 Bath(s) Recreational Vehicle - Sleeps 4
Big Pine Key, FL

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Key West condo

Shipyard 199

Paradise Found 2 Bedroom Condo with a Shared Pool Completely Renovated

Completely renovated, 7 night minimum rental. This condo has everything you want and more. Paradise is definitely found in this Non-Smoking, first floor end unit condo only two short blocks off of "happening" Duval Street in Old Town Key West. Locate ....

2 Bedroom(s) 1 Bath(s) Condo
Key West, FL

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Marathon villa

Vacation Home

Pirates Playground - Waterfront Villa on Duck Key!

There is no better option for your next Florida retreat than this fantastic Marathon vacation rental townhouse on Pirate's Playground at Hawks Cay community. Boasting 2-bedrooms, 2-bathrooms and accommodations for 6, this elegant townhouse boasts wat ....

2 Bedroom(s) 2 Bath(s) Villa
Marathon, FL

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Islamorada house

La Jolla Resort

3 Bedroom Private Oceanfront House - Bahia

Nestled in the tropical setting of La Jolla Resort in Islamorada, Florida, this 3 bedroom private oceanfront house overlooks the bay, with unparalleled privacy and nearly 2 acres of tropical trees, private boat docks and some of the best unobstructed ....

3 Bedroom(s) 3 Bath(s) Vacation Rentals - Sleeps 8
Islamorada, FL

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Marathon townhome

Indigo Reef

Indigo Reef Resort, Villa 56 with Complimentary Dockage - Good Times and Tan Lines

Whatever your vacation's activities entail, you'll want to finish the day off with us in villa 56; 3 bedrooms and 2.5 baths ensure the entire families comfort and privacy without throwing your budget out! Villa 56 features the classic Florida Keys' f ....

3 Bedroom(s) 3 Bath(s) Townhome - Sleeps 6
Marathon, FL

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Big Pine Key mobile home

Pelican Cove

Keys paradise hidden gem. Only 30 miles from Key West. Relax Relax Relax!

Located just 5 miles from Bahia Honda park rated top 5 beaches in the nation Located just 30 miles from famous Key West. Near Looe Key one of the worlds most beautiful snorling reefs. Enjoy the Key deer as they frequently come through this spacious s ....

3 Bedroom(s) 3 Bath(s) Mobile Home - Sleeps 6
Big Pine Key, FL

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Big Pine Key house

Casa Del Mar

Welcome to Casa Del Mar

Welcome to "Casa Del Mar" a brand new mid-century modern home in Paradise! This home is a monthly vacation rental that must be rented for 28 days or greater. Quiet neighborhood , pool on deck. You can enjoy stunning oceanfront views from almost ever ....

3 Bedroom(s) 2 Bath(s) Vacation Rentals - Sleeps 12
Big Pine Key, FL

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Marathon apartment

Coral Lagoon ~ Island Escape 3

A Marathon Florida Keys Vacation Rental at The Coral Lagoon Resort.

Please note that this home is located approximately one mile away in the sister community to Indigo Reef called Coral Lagoon, and is NOT in Indigo Reef Coral Lagoon Vacation Rental homes, located at Mile Marker (MM) 53, midway between Key Largo and ....

1 Bedroom(s) 1 Bath(s) Apartment - Sleeps 3
Marathon, FL

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Key West apartment

The Maloney

The Maloney // A Historic Luxury Apartment

History + Luxury. The Maloney offers a unique experience for the discerning traveler visiting our iconic island city. The perfect complement of historic architecture and modern upgrades, creates an authentic luxury experience. Woven throughout this ....

2 Bedroom(s) 2 Bath(s) Apartment - Sleeps 6
Key West, FL

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Key West condo

DREAM MAKER at 1800 ATLANTIC

NEWLY RENOVATED ...LAST MINUTE SPECIALS...CHECK DATES

THIS IS DREAM MAKER...THE ONE YOU HAVE BEEN SEARCHING FOR Let us help make your dreams come true: Enjoy your tranquil view of the deep blue Ocean and sparkling salt water pool within our tropical garden.....There is nothing like it...anywhere. You ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 6
Key West, FL

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Key Largo townhome

Kawama Yatch Club

Elegant Vacation Rental with lake and beach access close to all mayor attraction

Wakeup in the morning with a cup of hot coffee or tea sit on the front terrace and look at the magnificent view of the lake from the first flor or just relax in the master bedroom, look at the extraordinary view from your room. Walk a few step from ....

2 Bedroom(s) 2 Bath(s) Townhome - Sleeps 4
Key Largo, FL

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Tavernier condo

Ocean Pointe Suites- Official

Official Listing- Ocean Pointe Suites 2/2 Condo w/ Private Beach, Pool, and Cafe

Come unwind in one of our tropically inspired two bedroom fully equipped suites. Secluded yet close to the many attractions that Key Largo and Islamorada has to offer. Our ocean front resort boasts a private beach, marina, junior Olympic size pool, h ....

2 Bedroom(s) 2 Bath(s) Condo - Sleeps 6
Tavernier, FL

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Key West condo

"VILLA AZUL" ~ Perfect Location!

"VILLA AZUL" ~ Beautiful Unit Located in Truman Annex - Walk to all the Fun!

COMFORT AND VALUE IN OLD TOWN…. This second floor two bedroom condo is located in The Shipyard, a Truman Annex neighborhood.  You will enjoy being in the heart of Old Town Key West with food and fun just a short walk or bike ride away.   FURNISH ....

2 Bedroom(s) 2 Bath(s) Condo
Key West, FL

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Marathon townhome

Indigo Reef

Indigo Reef Resort, Villa 22 with Complimentary Dockage - SEAS the Day

Ready for the ultimate Keys getaway? Don't hesitate because the Indigo Reef resort's villa 22 offers only the best of amenities to perfect this once in a lifetime vacation. The privacy and space ensures you'll be able to enjoy the Keys' lifestyle wit ....

3 Bedroom(s) 3 Bath(s) Townhome - Sleeps 6
Marathon, FL

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Key Largo house

120 Point Pleasant Dr.

Breathtaking Bayfront Home in Key Largo - 120 Point Pleasant

A hidden gem in the heart of Key Largo. A gorgeous, ground level home with breathtaking views of the Florida Bay. This state of the art home has 2 bedrooms, 1 bathroom and panoramic bayfront views from almost every room in the house. With 36 feet of ....

2 Bedroom(s) 2 Bath(s) Vacation Rentals
Key Largo, FL

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Key West condo

Anglers Retreat Crystal Waters C429

@March 2020 $7750 plus fees Anglers Retreat open @@

Welcome to our paradise please enjoy our modern 1400 square foot 2 bedroom 2 bathroom totally renovated condo. This condo is one of the nicest you will find in the complex. There is music available in every room even the master bathroom. We have thou ....

2 Bedroom(s) 2 Bath(s) Condo
Key West, FL

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Marathon house

Seaside Sanctuary

Seaside Sanctuary ~ Newly Built Luxury Private Pool Home

Need a relaxing vacation to the Florida Keys? We have the perfect home for you! Seaside Sanctuary is a newly built 3 bedroom 2 bath single family home. Elegantly decorated with Tommy Bahama Inspired interior. You will feel right at home with the ext ....

3 Bedroom(s) 2 Bath(s) Vacation Rentals - Sleeps 6
Marathon, FL

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Tavernier condo

Vacation Home

Piece of Paradise!!!

Enjoy Ocean views and Cool Breezes from your balcony. Remodeled 2/2 has everything you nee!. The Master is a tropical getaway and has a walk in shower. The 2nd room has 2 twin beds. If you need additional sleeping space, the living room has a brand ....

3 Bedroom(s) 2 Bath(s) Condo - Sleeps 6
Tavernier, FL

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Marathon house

Lemon Key Cottage

Waterfront Sgl Family Pool Home:60' Dock: Direct Ocean Access:Kayaks:Ocean

Lemon Key Cottage Welcome home… Thanks to Hurricane Irma, we now have a beautiful newly renovated home! We've spent over $150K on a complete restoration and modernization. (check out the new pics) Lemon Key Cottage is absolutely stunning with n ....

2 Bedroom(s) 3 Bath(s) Vacation Rentals - Sleeps 6
Marathon, FL

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Islamorada house

Vacation Home

Perfect Home for a get away! Private homeowners beach, enjoy Islamorada.

Perfect home for a get away! Home is located in Islamorada. 3 bedroom 3 bath gorgeous private homeowners beach and private dock, close to the best restaurants, and sight seeing. Peaceful, quiet and relaxing! Just what is needed to take your mind off ....

3 Bedroom(s) 3 Bath(s) Vacation Rentals - Sleeps 6
Islamorada, FL

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Key West house

Queen Emma*

Queen Emma @ the Truman Annex*

This beautifully finished and decorated four bedroom, three bath home has classic Key West architecture and is located on a charming tree lined street in Truman Annex. The custom designed two story home has an open floor plan on the main level with ....

4 Bedroom(s) 3 Bath(s) Vacation Rentals - Sleeps 8
Key West, FL

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Key West house

Archipelago II

Archipelago ll @ the Truman Annex

This newer renovation is a gorgeous 2 bedroom, 2.5 bath townhouse. The kitchen and baths are new and living room, dining area, and back patio are all updated and beautiful. The bedrooms have a queen size bed and 2 twin beds that can be converted to a ....

2 Bedroom(s) 3 Bath(s) Vacation Rentals - Sleeps 6
Key West, FL

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Key West studio

Vacation Home

Galleon Resort Efficiency in Old Town

This efficiency is located on the 5th floor of the Galleon Resort. One of only two efficiencies with both a king size bed and a balcony (resort view). This unit has a brand new kitchenette featuring new wood cabinets, granite countertop and new sta ....

1 Bedroom(s) 1 Bath(s) Studio - Sleeps 2
Key West, FL

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Marathon house

Luxury Beauty Ocean view Pool

Million $$ Gated Luxury Ocean View Pool Beauty

This fantastic luxury Million $$ 5 Bedroom gated home is in beautiful Marathon. This fantastic community is one the most unique places in the world. You can bring your boat or rent kayaks and explore the gem clear waters that are the home of a endles ....

5 Bedroom(s) 4 Bath(s) Vacation Rentals - Sleeps 10
Marathon, FL

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Islamorada house

132 Atlantic Lane

Beautifully Renovated 2 Bedroom Oceanfront Home - 132 Columbus

Looking for your next Home away from Home? You can not go wrong in this recently renovated 2 bedroom and 2 bath canal home in Lower Matecumbe at the 76 Mile Marker. This home has everything you need for your next get-away in Islamorada. Only one pr ....

2 Bedroom(s) 2 Bath(s) Vacation Rentals
Islamorada, FL

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Big Pine Key house

Big Pine Oasis

Explore the Keys! Canal Front Property - Beautiful Sunsets

Conveniently located 10 miles from Bahia Honda State Park, 26 miles from Key West, 17 miles from Marathon, washer and dryer, dishwasher, microwave and oven/stove, direct tv, BBQ grill, outdoor shower, 2 car parking, in a quiet safe neighborhood. 52' ....

2 Bedroom(s) 2 Bath(s) Vacation Rentals - Sleeps 4
Big Pine Key, FL

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