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Long Key Vacation Rentals & House Rentals - 100 Rentals Available

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Long Key Florida Vacation Rentals - Home
1 / 9

Long Key Home
2 BR / 1 BA / Sleeps 5 2 5 Min stay variesHome / 2 Bedrooms / Sleeps 5
2 bedrooms 1 bathroom Sleeps 5
High Speed Internet • Microwave • Washer/Dryer
All newly renovated upscale mobile home in an exclusive Paradise Resort in Long Key, Florida. Location: Outdoors Resorts at Long Key Mile Marker 66, Lot #389 Amenities include (Mobile Home): Two bedrooms, one bath...
(1)“ Excellent ”(1 review)

from

$43

/ night

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Long Key Florida Vacation Rentals - Home
1 / 23

Long Key Home
3 BR / 2 BA / Sleeps 7 3 7 Min stay variesHome / 3 Bedrooms / Sleeps 7
3 bedrooms 2 bathrooms Sleeps 7
High Speed Internet • TV (Cable/Satellite) • Parking Included
MINIMUM STAY 1 MONTH - You and your entire family will love this serene, quaint part of paradise, in this ultra- charming BEACH HOUSE just footsteps from the SEA. Come and stay in this adorable home located on the cry...

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$183

/ night

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Long Key Florida Vacation Rentals - Home
1 / 17

Long Key Home
3 BR / 2 BA / Sleeps 6 3 6 Min stay variesHome / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • TV (Cable/Satellite) • Parking Included
MINIMUM STAY: 29 DAYS BEACH FRONT HOME! This is what you've been dreaming of - your very own single family home with a private sandy beach in the Keys. This home is new to the rental market. It is located in a highly d...

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$250

/ night

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Marathon Florida Vacation Rentals - Cottage
1 / 21

Marathon Cottage - 5.2 mi away
1 BR / 1 BA / Sleeps 2 1 2 7 night min stayCottage / 1 Bedroom / Sleeps 2
1 bedrooms 1 bathroom Sleeps 2
High Speed Internet • Microwave • Air Conditioning
The Treetop is on the Bay, with a balcony in the palm trees, and great views. The Topsider is across the street from the boat docks, and is two stories in the air, featuring spectacular 360 views and an elevator. Bot...

from

$171

/ night

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Marathon Florida Vacation Rentals - Home
1 / 20

Marathon Home - 5.2 mi away
2 BR / 1 BA / Sleeps 4 2 4 7 night min stayHome / 2 Bedrooms / Sleeps 4
2 bedrooms 1 bathroom Sleeps 4
High Speed Internet • Microwave • Air Conditioning
Our bayfront hideaway cottages are located in the middle Keys on a small island called 'Conch Key'. The island is the smallest island in the Keys. It is reminiscent of a quaint Bahamian lobster fishing village, with col...

from

$229

/ night

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Islamorada Florida Vacation Rentals - Home
1 / 17

Islamorada Home - 5.5 mi away
3 BR / 2 BA / Sleeps 6 3 6 Min stay variesHome / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • TV (Cable/Satellite) • Parking Included
Minimum Rental: 1 Month You will love jewel of a home! Located in Lower Matecumbe, this charming canal front home offers a swimming pool, dockage, direct access to the ocean, covered fish cleaning station, a screen...

from

$133

/ night

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Islamorada Florida Vacation Rentals - Home
1 / 23

Islamorada Home - 5.5 mi away
3 BR / 2 BA / Sleeps 6 3 6 Min stay variesHome / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • TV (Cable/Satellite) • Parking Included
Minimum Rental: 1 Month Oceanfront - Beach - Protected Dock and located in the Fishing Capital of the World - Islamorada. Realize your dreams - a beach home located on a swimmable beach and a place to dock your boat....

from

$217

/ night

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Islamorada Florida Vacation Rentals - Home
1 / 29

Islamorada Home - 5.8 mi away
3 BR / 2 BA / Sleeps 6 3 6 30 night min stayHome / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Location: Islamorada, Islamorada Area, Florida Keys, Florida, USA Accommodations: House, 3 Bedrooms, 2 Baths , Sleeps 6 122 Nautilus Drive, Islamorada, Florida Keys mile marker 74. 5 bay side, White Marl...
(10)“ Excellent ”(10 reviews)

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$290

/ night

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Solar pool and heated Jacuzzi on premises.
1 / 9

Islamorada Home - 5.8 mi away
3 BR / 2 BA / Sleeps 6 3 6 30 night min stayHome / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Local laws prohibit advertising this rental for less than 30 days. There are restrictions for weekly rentals. Enjoy your own beautiful solar heated pool with Jacuzzi! ! ! You also will have access to a private homeowner...
(7)“ Excellent ”(7 reviews)

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$500

/ night

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Islamorada Florida Vacation Rentals - Home
1 / 24

Islamorada Home - 5.9 mi away
2 BR / 2 BA / Sleeps 5 2 5 30 night min stayHome / 2 Bedrooms / Sleeps 5
2 bedrooms 2 bathrooms Sleeps 5
High Speed Internet • TV (Cable/Satellite) • Refrigerator (Mini)
MINIMUM STAY: 28 DAYS NEW LISTING - Available this winter! But Hurry†Ś this home promises to be a favorite. Beautifully remodeled roomy single family stilt home with vaulted ceilings and located in prestigiou...

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$133

/ night

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Islamorada Florida Vacation Rentals - Condo
1 / 16

Islamorada Condo - 5.9 mi away
2 BR / 2.5 BA / Sleeps 4 2 4 No min stayCondo / 2 Bedrooms / Sleeps 4
2 bedrooms 2.5 bathrooms Sleeps 4
High Speed Internet • Dishwasher • Microwave
Feels Like You Are Living Right On Top The Water! ! ! Great View! Please Take The Time To Read Our Client Reviews! For Reviews, Rates And Availability Calendar Go To Our Listing On V. R. B. O. Listing # 50672 Or...

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$

/ night

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Islamorada Florida Vacation Rentals - Home
1 / 16

Islamorada Home - 6.1 mi away
3 BR / 2 BA / Sleeps 7 3 7 30 night min stayHome / 3 Bedrooms / Sleeps 7
3 bedrooms 2 bathrooms Sleeps 7
High Speed Internet • TV (Cable/Satellite) • Parking Included
Minimum Rental: 1 Month Charming vacation home located in the beautiful neighborhood of Port Antigua. You will love this home! There is a wonderful open concept floor plan with 3 nicely proportioned bedrooms. Sliding do...

from

$133

/ night

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Duck Key Florida Vacation Rentals - Villa
1 / 24

Duck Key Villa - 7.0 mi away
2 BR / 2 BA / Sleeps 6 2 6 3 night min stayVilla / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
Microwave • Washer/Dryer • Air Conditioning
Duplex in Duck Key next to the biggest resort in the Florida Keys! Located near stores, restaurants, delicatessen, bait and tackle shop, bank, jewelry store, and much more. Two marinas that you can use, rental of...

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$251

/ night

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Duck Key Florida Vacation Rentals - Villa
1 / 24

Duck Key Villa - 7.0 mi away
3 BR / 2 BA / Sleeps 6 3 6 3 night min stayVilla / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
Dishwasher • Microwave • Washer/Dryer
Duplex in Duck Key next to the biggest resort in the Florida Keys! Located near stores, restaurants, delicatessen, bait and tackle shop, bank, jewelry store, and much more. Two marinas that you can use, rental of...

from

$323

/ night

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Islamorada Florida Vacation Rentals - Townhouse
1 / 20

Islamorada Townhouse - 7.2 mi away
2 BR / 2 BA / Sleeps 6 2 6 30 night min stayTownhouse / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Townhouse Totally Renovated And Furnished Terraces Off Every Room (4) Bayfront With Dock, Pool Tiki Hut , Carport For Two Cars, Central Air, Washer And Dryer, Wifi, Dishwasher, Microwave And Cable Tv For 3 Tvs ...

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$83

/ night

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Islamorada Florida Vacation Rentals - Home
1 / 29

Islamorada Home - 7.7 mi away
3 BR / 3 BA / Sleeps 8 3 8 Min stay variesHome / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
TV (Cable/Satellite) • Private Pool • Parking Included
Casa Dorado is an exceptional privately owned single family home located directly on Florida Bay on Lower Matecumbe Key in Islamorada. The house is named after the owners' favorite species of fish, the Dolphinfish, als...

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$617

/ night

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Islamorada Florida Vacation Rentals - Home
1 / 23

Islamorada Home - 7.8 mi away
3 BR / 3 BA / Sleeps 8 3 8 30 night min stayHome / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • TV (Cable/Satellite) • Private Pool
Minimum Rental: 1 Month Location, location, location! This home has it all - ocean side Lower Matecumbe location, remodeled in 2009. Relax by the cocktail pool or sunbathe in the private roof top sunning area. There...

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$175

/ night

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Islamorada Florida Vacation Rentals - Home
1 / 23

Islamorada Home - 8.0 mi away
2 BR / 2 BA / Sleeps 6 2 6 Min stay variesHome / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • TV (Cable/Satellite) • Parking Included
MINIMUM STAY: 28 DAYS Villa Riolo is an updated single family stilt home and perfect for your next holiday in Islamorada! It comfortably sleeps 6 in two bedrooms. This home has been meticulously cared for over the years...

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$108

/ night

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Marathon Florida Vacation Rentals - Home
1 / 31

Marathon Home - 9.1 mi away
4 BR / 2 BA / Sleeps 8 4 8 7 night min stayHome / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
PLEASE CALL/EMAIL FOR AVAILABILITY AS WE DO NOT USE THE CALENDAR SHOWN Dolphin Bay is a lush tropical setting offering both quiet and privacy. This spacious four bedroom home is located directly on the Gulf of Mexic...
(1)“ Excellent ”(1 review)

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$427

/ night

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Marathon Florida Vacation Rentals - Home
1 / 30

Marathon Home - 9.2 mi away
4 BR / 4 BA / Sleeps 8 4 8 7 night min stayHome / 4 Bedrooms / Sleeps 8
4 bedrooms 4 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
PLEASE CALL/EMAIL FOR AVAILABILITY AS WE DO NOT USE THE CALENDAR SHOWN At "Atlantic Breezes", enjoy a relaxing breeze from either of the verandas at this spacious waterfront home. For your enjoyment there is a priva...
(10)“ Excellent ”(10 reviews)

from

$470

/ night

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Marathon Florida Vacation Rentals - Home
1 / 15

Marathon Home - 9.3 mi away
3 BR / 3 BA / Sleeps 8 3 8 7 night min stayHome / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
A 3 Bedroom, 2 Bathroom Single Family Vacation Rental Home, In Marathon, Bayside At Mile Marker 58. 6 On Grassy Key. Located Across The Water From The Dolphin Research Center & Grassy Key Marina, The Nearest Boat R...
(8)“ Excellent ”(8 reviews)

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$257

/ night

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Grassy Key Florida Vacation Rentals - Villa
1 / 17

Grassy Key Villa - 9.3 mi away
3 BR / 2.5 BA / Sleeps 8 3 8 7 night min stayVilla / 3 Bedrooms / Sleeps 8
3 bedrooms 2.5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
An Attractive House With Heated Pool/spa, Boat Dock & Beach, In A Unique Tucked Away, Completely Private Location. The Peninsularhouse Only Rents Sat To Sat. Check- in At 3pm, Check- out At 10am The Following ...
(12)“ Excellent ”(12 reviews)

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$257

/ night

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1 / 15

Marathon Cottage - 9.4 mi away
3 BR / 2 BA / Sleeps 6 3 6 7 night min stayCottage / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Please Call/email For Availability As We Do Not Use The Calendar Shown "sunset Bay" Is A 3 Bedroom, 2 Bathroom Home Located On The Clear, Aquamarine Waters Of The Beautiful Gulf Of Mexico. This Beautiful Waterfront...
(3)“ Excellent ”(3 reviews)

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$413

/ night

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Marathon Florida Vacation Rentals - Home
1 / 11

Marathon Home - 10.4 mi away
2 BR / 2 BA / Sleeps 6 2 6 7 night min stayHome / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Get away from the outside world at this lovely hide- away that includes two bedrooms and two bathrooms, a pull- out sofa with panoramic view of the Gulf of Mexico from every room. We've made an effort to provide the thi...
(2)“ Excellent ”(2 reviews)

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$300

/ night

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Islamorada Florida Vacation Rentals - Apartment
1 / 25

Islamorada Apartment - 11.3 mi away
2 BR / 2 BA / Sleeps 6 2 6 Min stay variesApartment / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • TV (Cable/Satellite) • Private Pool
Minimum Rental: 1 Month A Diamond! Be among the first to rent this gorgeous two bedroom condo. It has been completely renovated from floor to ceiling. The floors have been replaced with tile and the old popcorn ceilings...

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$97

/ night

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Islamorada Florida Vacation Rentals - Apartment
1 / 23

Islamorada Apartment - 11.3 mi away
2 BR / 2 BA / Sleeps 4 2 4 Min stay variesApartment / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
High Speed Internet • TV (Cable/Satellite) • Private Pool
Minimum Rental: 1 Month Charming 2 bedroom, 2 bath condo with updated kitchen and baths. Walk out onto your balcony and enjoy the sea breezes and ever changing ocean views. The comfortable furnishings and convenient flo...

from

$100

/ night

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Islamorada Florida Vacation Rentals - Apartment
1 / 23

Islamorada Apartment - 11.4 mi away
2 BR / 2 BA / Sleeps 4 2 4 Min stay variesApartment / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
High Speed Internet • TV (Cable/Satellite) • Private Pool
Monthly Rental: This 5th Floor unit is located in one of Islamorada's favorite condo complexes. Newer owners have begun renovations. The entire unit has been freshly painted and the dĂŠcor is being updated. The master ...

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$63

/ night

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Islamorada Florida Vacation Rentals - Apartment
1 / 23

Islamorada Apartment - 11.4 mi away
2 BR / 2 BA / Sleeps 4 2 4 Min stay variesApartment / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
High Speed Internet • TV (Cable/Satellite) • Private Pool
MINIMUM STAY: 29 DAYS Lovely condo with panoramic views of the Atlantic Ocean. This condo is in one of the most popular condo complexes in Islamorada - The Palms of Islamorada. Comfortably furnished and ready for your a...

from

$80

/ night

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Marathon Florida Vacation Rentals - Home
1 / 28

Marathon Home - 13.6 mi away
4 BR / 4 BA / Sleeps 10 4 10 7 night min stayHome / 4 Bedrooms / Sleeps 10
4 bedrooms 4 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Private wide waterfront home. 4, 200 square foot with banquet hall, seats 14. Three central air conditioners, the house is so big. Party room with unique Bar embedded with sand dollars, a real $100 bill that only kid...
(4)“ Excellent ”(4 reviews)

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$414

/ night

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Marathon Florida Vacation Rentals - Condo
1 / 15

Marathon Condo - 13.6 mi away
3 BR / 2 BA / Sleeps 8 3 8 7 night min stayCondo / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Please Call/email For Availability As We Do Not Use The Calendar Shown Bird Of Paradise Condo Is A Tropical Three Bedroom Condo Directly On The Ocean - Beach Front! Enjoy The Feel Of Smooth, White Sand On A Pr...
(3)“ Excellent ”(3 reviews)

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$284

/ night

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