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Found 132 Islamorada FL vacation rentals
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Only properties with coordinates are shown.
5/5
6
Sleeps
3
Bedrooms
2
Baths
Villa-House
5/5 Reviews (2)
verified_user Book Online  
(€ 1,893  £ 1,729)
From
$ 2,100 /Week 
or $300 /night (Min Stay 7 nights)
5/5 Reviews (2)
verified_user Book Online  

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Islamorada FL, Florida USA

(minimum stay 7 nights)
ac_unit Air Conditioning
107 San Remo Drive
Comfortable Venetian Shores canal home that has two bedroom/one bath upstairs and a one bedroom/one bath apartment downstairs. The downstairs apartment has a complete kitchen and living room and separate bedroom. There is a screened in porch of the living room upstairs. The home has awesome dockage that is 70'. Easy ocean or bay access via Snake Creek. Walking distance to Founder's Park which you get free access into the park and there is a small beach area. If booking more than a year in advance current prices may not reflect annual cost of living increase. Many of our guests re-book the same property on an annual basis. No reservation is confirmed until you speak with us. Amenities: AIR CONDITIONING DISHWASHER INTERNET ACCESS MICROWAVE TOASTER WIFI Suitabilities: ALL...

Booked      Available           highlight_off   
5/5
6
Sleeps
2
Bedrooms
2
Baths
pets
Villa-House
5/5 Reviews (2)
verified_user Book Online  
(€ 770  £ 703)
From
$ 854 /Week 
or $122 /night (Min Stay 28 nights)
5/5 Reviews (2)
verified_user Book Online  

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Islamorada FL, Florida USA

(minimum stay 28 nights)
pets Pets Allowed
RIOLO VILLA
Minimum Rental: 28 Days "Villa Riolo" is an updated single family stilt home and perfect for your next vacation in Islamorada! It comfortably sleeps 6 in two bedrooms. This home has been meticulously cared for over the years and for the first time the owners are offering you an opportunity to share their vacation home. You'll love the quality of the furnishings and the numerous amenities. This home is an open concept living design with two large bedrooms on opposite sides of the living area. Each bedroom has an ensuite bath. The master suite has a walk-in closet and step in shower bath. The guest bedroom has two full size beds and the bath has a tub/shower combination. Both bathrooms have been updated with new fixtures, granite and tile. Each bedroom has sliding glass doors to the screened balcony in the front of the home. From the balcony you there is a small view at the oc...

Booked      Available           highlight_off   
5/5
8
Sleeps
3
Bedrooms
3
Baths
pets
pool
Villa-House
5/5 Reviews (28)
verified_user Book Online  
(€ 3,338  £ 3,048)
From
$ 3,703 /Week 
or $529 /night (Min Stay 7 nights)
5/5 Reviews (28)
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Islamorada FL, Florida USA

(minimum stay 7 nights)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
Venetian Tropics 3 bedroom pool home on sailboat canal weekly vacation rental
Private heated pool vacation home located on deep canal with immediate access to ocean and bay. Mile Marker 86 in prestigious Venetian Shores. Pet friendly Vacation Rental License. No VR-001 106 San Remo Drive, Islamorada, Florida, 33036 Please email me for the application. Weekly vacation rental Our 3 bedroom home, sleeps 8. Or do you need a 2 bedroom only?? If yes read on. All bedrooms have en-suite full bathrooms. The focal point of this spacious Florida Keys vacation home is its great room... kitchen with all stainless steel appliances,and wine cooler. Wet bar, dining room and living room combined, living room has twin sleepers instead of a full , all looking out from our vary large upper deck on to the kidney shaped heated pool and canal where we have a 70 boat dock for your boat. Next to the pool at the lower level, is a tiki bar with small fridge to keep your sodas cold, and a ...

Booked      Available           highlight_off   
8
Sleeps
4
Bedrooms
3
Baths
pets
pool
Villa-House
 
verified_user Book Online  
(€ 1,578  £ 1,440)
From
$ 1,750 /Week 
or $250 /night (Min Stay 30 nights)
 
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Islamorada FL, Florida USA

(minimum stay 30 nights)
pool Swimming Pool
pets Pets Allowed
Beautiful Pool Home with Private Dock with Beach Access
Fully renovated beach cottage in the heart of Islamorada. Home has a private pool and a 75ft dock for your enjoyment. Guest also have access to private homeowners beach (White Marlin Beach). Main living area, Kitchen and terrace upstairs. Master bedroom with ensuite bathroom and queen sized bed. Second bedroom with Queen size bedroom and 3rd bedroom with full sized bed. Second bathroom upstairs has a bathtub. Fourth bedroom downstairs with queen size sofa bed and full bathroom and walk in closet. House was recently renovated and designer decorated. Outdoor area includes kidney shaped pool and deck area by the dock. Property is fully fenced and Pets are welcomed (with additional charge and some restrictions). You will find peace and renovation at this wonderful oasis and if you are in Islamorada for the fish, you will find easy accecibility to the bay and the ocean from the hous...

Booked      Available           highlight_off   
5/5
2
Sleeps
1
Bedrooms
1
Baths
Villa-House
5/5 Reviews (33)
verified_user Book Online  
(€ 1,420  £ 1,296)
From
$ 1,575 /Week 
or $225 /night (Min Stay 30 nights)
5/5 Reviews (33)
verified_user Book Online  

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Islamorada FL, Florida USA

(minimum stay 30 nights)
ac_unit Air Conditioning
Islamorada Waterfront Paradise Getaway!
Please contact us for all of our rates for different length of stays! For shorter stays...make sure you have a minimum of 28 days entered in your contact form! This is a very popular rental, so ask about your preferred dates early! This best Islamorada waterfront location, has quick easy access to the Bay, Ocean, backcountry, Marine Sanctuary, Everglades National Park, close to amenities & fine dining. Fishing & diving capital of the world...something for everyone! If you do not receive a prompt reply, please contact again, and if you have problems with the form, make sure to put 28 days+ in the date range. Email for additional pictures of this wonderful retreat & links to videos of a manatee family of 3 adults & baby visiting our dock! This wonderful island studio bedroom, at the side of a beautiful, bayfront lagoon home, features a private patio entrance & French doors with scree...

Booked      Available           highlight_off   
5/5
6
Sleeps
2
Bedrooms
2
Baths
pool
Condo
5/5 Reviews (6)
verified_user Book Online  
(€ 1,262  £ 1,152)
From
$ 1,400 /Week 
or $200 /night (Min Stay 7 nights)
5/5 Reviews (6)
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Islamorada FL, Florida USA

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
Newly refinished condo open water views very nice
Beautiful professionally decorated superior condo in the best location in Islamorada. The unit is superior with the best water views, with everything you need ,full kitchen stocked with cookware, microwave, coffeemaker, large island counter, breakfast nook with ocean view, washer and dryer in unit. Smart TVs with WIFI. Bluetooth stereo. Everything in unit is like new and clean. Patio faces the open bay with spectacular water views from one of the highest locations in Islamorada. This is a great property for your vacation. Pool is like a resort with bay view, club house, Tennis, Marina is like an aquarium with manatee, tarpon, and great fishing. You can paddleboard or kayak right from our beach.The private beach has a tiki hut and has perfect sun set views. Perfect location near everything, restaurants, bars, shopping. Diving centers ,fishing, boat rental, kayak paddleboard rental, all...

Booked      Available           highlight_off   
5/5
6
Sleeps
2
Bedrooms
2
Baths
Villa-House
5/5 Reviews (1)
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(€ 947  £ 864)
From
$ 1,050 /Week 
or $150 /night (Min Stay 30 nights)
5/5 Reviews (1)
verified_user Book Online  

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Islamorada FL, Florida USA

(minimum stay 30 nights)
ac_unit Air Conditioning
Islamorada cottage on deep water canal
Our cottage is located in a quaint and quiet neighborhood on a deep water canal, Bayside at Mile Marker 89. A concrete boat dock is available for a 30 foot boat and a fish cleaning station. There is easy ocean access through Snake Creek or Tavernier Creek. The fenced private back garden has a lighted gazebo, water toys, bait cooler, gas grill, swim platform and a ladder. The screened porch is the perfect spot to enjoy your morning coffee or sneak a peek at a visiting manatee. Amenities: BBQ IRON JACUZZI KETTLE PRIVATE YARD AREA FISHING NEAR AREA WATERSPORTS NEAR FRIDGE AIR CONDITIONING CENTRAL HEATING DRYER DISHWASHER FREEZER INTERNET ACCESS LINENS PROVIDED TOWELS PROVIDED MICROWAVE PARKING SATELLITE TV TOASTER TV WASHING MACHINE WIFI STOVE STEREO ELDERLY ACCESSIBLE P...

Booked      Available           highlight_off   
4/5
6
Sleeps
3
Bedrooms
2
Baths
pets
pool
Apartment
4/5 Reviews (4)
verified_user Book Online  
(€ 1,489  £ 1,360)
From
$ 1,652 /Week 
or $236 /night (Min Stay 28 nights)
4/5 Reviews (4)
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Islamorada FL, Florida USA

(minimum stay 28 nights)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
3 bedrooms at Ocean Harbour Apartment, Islamorada, Florida Keys.
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 location and gated security, this premium condominium is a haven of paradise. Enjoy this beautifully furnished, second floor, 3 bedroom, 2 bathroom, 1810 square foot condominium. The master bedroom has a king size bed and the 2nd bedroom has a queen size bed and there are 2 twins (singles) in the third. There is an allocated ground level parking space and room for guest vehicles. There is a lift to the well appointed and extremely comfortable apartment with Wi-Fi internet and tvs. There is a heated pool in the grounds and 2 tennis courts. We have a 30 -35 foot boat slip available for use which is visible from the balcony of the apartment. ...

Booked      Available           highlight_off   
8
Sleeps
3
Bedrooms
2
Baths
Villa-House
 
verified_user Book Online  
(€ 2,524  £ 2,305)
From
$ 2,800 /Week 
or $400 /night (Min Stay 30 nights)
 
verified_user Book Online  

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Islamorada FL, Florida USA

(minimum stay 30 nights)
ac_unit Air Conditioning
Gorgeous waterfront home
Beautiful and spacious home with three bedrooms, two and half baths, huge new kitchen, new bathrooms, and screened in porches facing East and West. There are great views from every room!!! Tastefully furnished with all linens, comfortable memory foam mattresses, all new appliances, and completely remodeled in 2015. For entertainment there is a brand new big-screen TV, premium cable channels HBO and Showtime, and high speed Wi-Fi. The house is on a dead end street with the ocean on one side and a big lagoon on the other. No highway noise! Situated in a quiet neighbourhood, yet just minutes to Islamorada restaurants, night life and shopping. Beautiful water views from both sides of the home. Sixty five feet of protected concrete dock (no wave action), with lighted cleaning station, and direct ocean access just two hundred yards away on the Atlantic side . It is literally minutes to grea...

Booked      Available           highlight_off   
4
Sleeps
1
Bedrooms
1
Baths
pool
Condo
 
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(€ 631  £ 576)
From
$ 700 /Week 
or $100 /night (Min Stay 28 nights)
 
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Islamorada FL, Florida USA

(minimum stay 28 nights)
pool Swimming Pool
ac_unit Air Conditioning
“Amazing Sunset Water Views” from this Bayfront Summer Sea Condo in Islamorada
"BREATHTAKING sunset views" from this beautifully decorated one bedroom, one bath, bay front condo in Summer Sea Condominiums located at Mile Marker 88.5 in Islamorada, FL. View the Keys amazing tropical sunsets and famous turquoise/blue waters from the comfort of your bedroom, living room, or your own 4th level private balcony. This unit features a king size bed, pull out couch, internet, and two cable TV's. Dining room seats four with full kitchen amenities. The gated condominium includes a very large temperature controlled pool, a children's pool, a fitness/workout center, sauna, sandy beach with picnic area, several BBQ pits, boat basin and launch. Founders Park and nearby restaurants (Marker 88, MEAT, City Hall Cafe) are only a short walk or kayak/paddleboard away. Sit back, decompress and enjoy the salt life in the wonderful Florida Keys!! Amenities: CHILD ...

Booked      Available           highlight_off   
5/5
5
Sleeps
2
Bedrooms
2
Baths
pool
Condo
5/5 Reviews (5)
verified_user Book Online  
(€ 896  £ 818)
From
$ 994 /Week 
or $142 /night (Min Stay 7 nights)
5/5 Reviews (5)
verified_user Book Online  

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Islamorada FL, Florida USA

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
THIS IS IT! Magnificent Oceanfront Paradise! WE ARE OPEN!!
Huge screened in terrace. Spacious and extremely clean.. Peaceful and away from the highway. Sleeps 2-5 people. , large pool on the ocean, . many water-front restaurants and bars nearby. Oceanfront mm 90, Plantation Key. Books up very quickly. Reserve early! Note: We are licensed in Islamorada: Unit 509 VR 026. Sorry, we are not allowed to permit dogs on the property. Amenities: SHARED OUTDOOR POOL HEATED AREA FISHING NEAR AREA TENNIS NEAR AREA WATERSPORTS NEAR DSC BEACHFRONT AIR CONDITIONING BALCONY TERRACE GAMESROOM GYM INTERNET ACCESS ELEVATOR IN BUILDING PINGPONG SATELLITE TV WIFI OCEAN VIEWS WHEELCHAIR ACCESSIBLE WATERFRONT Suitabilities: ALL...

Booked      Available           highlight_off   
5/5
6
Sleeps
2
Bedrooms
2
Baths
pets
Villa-House
5/5 Reviews (3)
verified_user Book Online  
(€ 2,480  £ 2,264)
From
$ 2,751 /Week 
or $393 /night (Min Stay 7 nights)
5/5 Reviews (3)
verified_user Book Online  

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Islamorada FL, Florida USA

(minimum stay 7 nights)
pets Pets Allowed
LITTLE BAY - Upper Duplex
Minimum Rental: 7 Days Little Bay's Upper Duplex is one of three rental units on this fabulous property. The Little Bay property is a one acre lush tropical setting in a gated compound located directly on Florida Bay. This is one of 3 separate units for rent by the week or month. Each unit sleeps up to 6 people - rent one or all for a family reunion. Protected dockage in the "little bay" will keep your 30' boat (or smaller) safe. There's a "sunning" area with lounge chairs on the peninsula so you can capture all the Vitamin D your body needs. Relax in one of the hammocks and enjoy quiet time under the pergola or picnic under the tiki. Enjoy panoramic views of the Florida Bay from the covered balcony of the Upper Duplex. When it's time to retire to the indoors you'll love the interior of the Upper Duplex. It offers 2 bedrooms/2 baths plus a queen size sleeper sofa in the ...

Booked      Available           highlight_off   
5/5
12
Sleeps
5
Bedrooms
6
Baths
pets
pool
Villa-House
5/5 Reviews (2)
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(€ 7,661  £ 6,995)
From
$ 8,498 /Week 
or $1,214 /night (Min Stay 7 nights)
5/5 Reviews (2)
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Islamorada FL, Florida USA

(minimum stay 7 nights)
pool Swimming Pool
pets Pets Allowed
ac_unit Air Conditioning
Incredible Luxury Home with Waterfront!! Paradise
Lo-Key Estate is truly a luxury Keys home situated on a private 400’ waterfront peninsula with the use of a tropical swimming pool w/waterfall and hot tub(shared w/guest house) There are Ocean Views from the 2 & 3rd floors. Lo-Key is a custom 5 bedroom/5 bath home that opens onto Florida Bay satisfying all of your fishing & water sport desires. The home is completely renovated and absolutely gorgeous, it is entirely furnished with Tommy Bahama furniture, the kitchen is a Chef's dream and fully outfitted. House has 10 Flat screen TVs complete with surround sound to each room as well as the upstairs deck. This home also has wireless internet which works inside and outside of the house.. Lo-Key can be separated for three families-upstairs has 3 bedrooms, 3.5 bathrooms; downstairs there is 1 bedroom and 1 bathroom with a living room, and kitchen; and there is also a separate 1 bedroom, 1 bat...

Booked      Available           highlight_off   
6
Sleeps
2
Bedrooms
2
Baths
pool
Condo
 
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(€ 1,445  £ 1,319)
From
$ 1,603 /Week 
or $229 /night (Min Stay 7 nights)
 
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Islamorada FL, Florida USA

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
Manatee Bay
Welcome to Modern Keys Living with Bay Views! New from top to bottom!!! Newly remodeled and beautifully decorated 1st floor corner unit with a private entrance. Enjoy the mix of vintage and new furniture and the most comfortable sofas, beds, linens and more! This home is equipped with everything you need, truly a home away from home! A fully stocked kitchen with all the conveniences are all included! Nestled in the corner of Summer Seas and the beautiful Florida Bay , this location is serene, peaceful and picturesque! The 2 bedroom, 1.5 baths, sleeps 6 comfortably in beds (1 king, 1 queen and 1 queen sleeper sofa) with breathtaking water views. Every detail was considered when renovating to make your Keys vacation a lasting memory. Indoor living includes custom driftwood breakfast bar, dining table from Bali, sectional couch and coffee table. Finishes include gorgeous ceilings mold...

Booked      Available           highlight_off   
5/5
6
Sleeps
2
Bedrooms
2
Baths
pool
Villa-House
5/5 Reviews (7)
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(€ 1,571  £ 1,435)
From
$ 1,743 /Week 
or $249 /night (Min Stay 4 nights)
5/5 Reviews (7)
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Islamorada FL, Florida USA

(minimum stay 4 nights)
pool Swimming Pool
ac_unit Air Conditioning
No dockage allowed. Florida Keys. Beautiful condo. Short walk to the beach area.
Our unit is a short walk to the beach and dock... No view of the ocean from our unit. The Executive Bay Club is located in Islamorada, the Sport Fishing Capital of the World. It is a private, gated community and the grounds have 2 tennis courts, a swimming pool, a clubhouse, a private beach and a fishing/dock. The townhouse has 2 bedrooms two full bathrooms. One bedroom with a king size bed, second bedroom has two double beds and a loft with a queen size mattress. Home is fully furnished with everything you need to make this your home away from home, including cable TV, high speed internet, charcoal grill, washer/dryer, and all of the comforts of home. Amenities: BBQ IRON SHARED OUTDOOR POOL HEATED SHARED TENNIS AREA FISHING NEAR AREA WATERSPORTS NEAR DSC CYCLING DSC WINTER SUN FRIDGE AIR CONDITIONING CENTRAL HEATING DRYER ...

Booked      Available           highlight_off   
3/5
8
Sleeps
4
Bedrooms
3
Baths
pets
Villa-House
3/5 Reviews (2)
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(€ 3,313  £ 3,025)
From
$ 3,675 /Week 
or $525 /night (Min Stay 7 nights)
3/5 Reviews (2)
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Islamorada FL, Florida USA

(minimum stay 7 nights)
pets Pets Allowed
ac_unit Air Conditioning
Oceanfront Islamorada Home with Private Beach - Great for Kite Surfing!
We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! **Free Fun Rules and Restrictions Apply ** Beautiful four bedroom, Ocean Front home with private beach in sunny Islamorada (near Key Largo, on mile marker 74). Come and relax at our beautiful ocean front home with breathtaking, panoramic views of the Atlantic ocean. This spit level home is located in Islamorada; the Sport Fishing Capital of the World. It is a private home with private beach access, ideal for kite boarding enthusiasts, tucked away in a lovely neighborhood just off of the main road.If you are accustomed to quality, and want to stay in a beautiful place that is centrally located, this is the place for you. Everything you need is right here waiting. *No weddings or e...

Booked      Available           highlight_off   
6
Sleeps
3
Bedrooms
2
Baths
pool
Villa-House
 
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(€ 1,079  £ 985)
From
$ 1,197 /Week 
or $171 /night (Min Stay 7 nights)
 
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Islamorada FL, Florida USA

(minimum stay 7 nights)
pool Swimming Pool
Windy Cove #3
Relax in this great townhouse style condo, which overlooks the sparkling Atlantic Ocean. This condo features 3 bedrooms and 2 bathrooms, a balcony off the living room, a private balcony off the master bedroom, and the quaintness of only 4 other units in the complex. Enjoy a drink by the pool, soak up the sun on the beach under a palm tree, or wake up early to catch a sunrise from your own balcony overlooking the water. If booking more than a year in advance current prices may not reflect annual cost of living increase. Many of our guests re-book the same property on an annual basis. No reservation is confirmed until you speak with us. Amenities: SHARED OUTDOOR POOL UNHEATED DISHWASHER INTERNET ACCESS MICROWAVE TOASTER WIFI Suitabilities: ALL...

Booked      Available           highlight_off   
5/5
12
Sleeps
4
Bedrooms
4
Baths
pool
Villa-House
5/5 Reviews (2)
verified_user Book Online  
(€ 7,213  £ 6,586)
From
$ 8,001 /Week 
or $1,143 /night (Min Stay 7 nights)
5/5 Reviews (2)
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Islamorada FL, Florida USA

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
100' Private Beach Front Ocean Front Estate
Welcome to Murphy’s Paradise, a one acre private gated beachfront estate in the heart of Islamorada, Florida. This home features a private beach, 5 bedrooms, 3 ½ baths, family room, living room, game rooms, pool and bar. This home can comfortably accommodate 10-12 people with room to spare. Alluring turquoise ocean and beachfront views from every room. This home features a natural white sandy beach, a rarity in the Keys. The lush tropical landscaping with 25 coconut palm trees and onsite rv/boat parking provided tramendious privacy and space for you and all of your guest. Nature is abundant on this estate. From the fish in the front yard ponds to the birds running along the beach. Between April 15 and November 1st watch for the turtle tracks, the beach is considered a prime sea turtle nesting beach. The main floor living room features a leather sofa, loveseat and chair with mar...

Booked      Available           highlight_off   
6
Sleeps
2
Bedrooms
2
Baths
Villa-House
 
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(€ 858  £ 784)
From
$ 952 /Week 
or $136 /night (Min Stay 28 nights)
 
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Islamorada FL, Florida USA

(minimum stay 28 nights)
ac_unit Air Conditioning
LAST MINUTE DISCOUNTS AVAILABLE! Modern Townhouse w/Sandy Beach & Boat Dock
**INQUIRE ABOUT OUR LAST MINUTE DISCOUNTS!! ** Welcome to your beach-front oasis on the bay side at mile marker 74 in Islamorada, the Sport Fishing Capital of the World. Dig your toes in the sand, bask in the warm, clean waters and soak up the sun at this beautiful, beach front retreat. Dock space for your boat on the sea wall across from the townhouse included. Accomodations (Sleeps 6) Master Bedroom: - King Size Bed - Flat Screen TV Second Bedroom: - Queen Size Bed - Flat Screen TV Full Guest Bathroom: - Standup Shower Guest Half Bathroom Living Room: - Two Convertible Sofas (each converts into a single bed) - Flat Screen TV Dining Room: - Dining Table with Seating for 6 Kitchen: - Fully equipped (all things necessary to prepare and serve a meal) - Dishwasher - Keurig & Standard Coffeemakers ---------------------- AMENITIES: - Private Beach - Pri...

Booked      Available           highlight_off   
5/5
10
Sleeps
4
Bedrooms
4
Baths
pets
pool
Villa-House
5/5 Reviews (2)
verified_user Book Online  
(€ 4,600  £ 4,200)
From
$ 5,103 /Week 
or $729 /night (Min Stay 7 nights)
5/5 Reviews (2)
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Islamorada FL, Florida USA

(minimum stay 7 nights)
pool Swimming Pool
pets Pets Allowed
Paradise Beach Sandy Oceanfront
Endless open water views with spectacular sunrises and sunset colored skies await in this private gated estate. Sink your toes into the natural sand beach. Enjoy your privacy at the heated pool and spa among lush tropical vegetation and palm trees. This Key West styled house offers stunning architectural details, complete with shutters, woodwork and Chicago brick pavers. You can swim. snorkel, paddle board, kayak, walk the beach, and enjoy the spectacular sun rise. You can grille out by the pool or eat at the wonderful Islamorada restaurants. The pool and spa are saltwater that is gentle for swimming. Biking, jogging or walking path located just across the street. Amenities: BBQ IRON JACUZZI AREA FISHING NEAR AREA WATERSPORTS NEAR DSC CITY DSC BEACHFRONT FRIDGE BALCONY TERRACE DRYER DISHWASHER LINENS PROVIDED TOWELS PRO...

Booked      Available           highlight_off   
5/5
10
Sleeps
4
Bedrooms
4
Baths
pets
Villa-House
5/5 Reviews (5)
verified_user Book Online  
(€ 3,155  £ 2,881)
From
$ 3,500 /Week 
or $500 /night (Min Stay 7 nights)
5/5 Reviews (5)
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Islamorada FL, Florida USA

(minimum stay 7 nights)
pets Pets Allowed
ac_unit Air Conditioning
SANCTUARY IN PARADISE
This unique property offers : -master suite -apartment -cottage -3 full kitchens On Atlantic Ocean. Simple, sweet, and serene sanctuary. We love The Lord and look forward to sharing our home with you. Whether your vacation ideal is relaxing in a hammock in view of the ocean with a good book or hosting parties late into the night, Sanctuary in Paradise can accomodate you. We have a quiet, comfortable hammock for kicking back, a private beach for your romantic walks, a fishing pier for fishing and even a boat ramp if you wish to bring your own boat. Last but not least, our open floor plan allows a perfect location for entertaining guests. With 4 bedrooms and 4 baths, Sanctuary in Paradise can accomodate a large number of people in great style. Sanctuary in Paradise is a private tropical oceanfront estate located on Millionaire’s Row in the heart of Islamorada, Florida. The acommodation...

Booked      Available           highlight_off   
6
Sleeps
3
Bedrooms
3
Baths
pool
Villa-House
 
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(€ 2,209  £ 2,017)
From
$ 2,450 /Week 
or $350 /night (Min Stay 30 nights)
 
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Islamorada FL, Florida USA

(minimum stay 30 nights)
pool Swimming Pool
ac_unit Air Conditioning
Paradise Found - Sandy Beach, Beachside Bar, Great Views, And Dock
3 Bedrooms, 3 Bathrooms, Sleeps 6 MINIMUM STAY REQUIRED - NOT A SHORT TERM RENTAL - PLEASE CONTACT US FOR SPECIFIC DATES, AVAILABILITY AND RATES. Every time we stay, we never want to leave. 3 story bayside villa with its own beach. Great location. Views of both the Bay and the Ocean. Three good sized bedrooms and 3 baths. Each bedroom has its own distinctive views. Downstairs - Beach, Covered Beachside bar and dining area, with TV, jacuzzi, BBQ, private outdoor shower, and pool table. 120 foot dock shared with neighbor that extends out towards the Bay. Great for fishing and with dockage for a 28 ft to 30 ft boat. Second Floor - Living Room, Dining Room, and 2 bedrooms - each with large covered balconies - one facing the Bay and the other the Ocean. Third Floor - Large bedroom with bath with balcony facing Ocean and huge terrace facing the Bay. This is a special place in a great locatio...

Booked      Available           highlight_off   
2/5
4
Sleeps
2
Bedrooms
3
Baths
pool
Villa-House
2/5 Reviews (2)
verified_user Book Online  
(€ 1,104  £ 1,008)
From
$ 1,225 /Week 
or $175 /night (Min Stay 7 nights)
2/5 Reviews (2)
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Islamorada FL, Florida USA

(minimum stay 7 nights)
pool Swimming Pool
Futura Townhome 708
This unit's kitchen, bathrooms, windows, and doors received a facelift in January 2014! Enjoy the spectacular view of the Florida Bay from either one of the TWO balconies in this 2 story townhome, located off the master bedroom or the living room. Amenities include Wi-Fi, flat panel TV's in the living room and master bedroom, phone (for local calls), a gas grill, and a charcoal grill. There are tons of things to keep you and your family busy without having to leave the Futura Condo complex. Wi-Fi internet provided in the unit. There are tennis courts and a swimming pool located on the property. Make yourself at home in our home away from home.. Boat dockage available please inquire within. No smoking and no pets allowed. VACATION RENTAL LICENSE: VR-036 If booking more than a year in advance current prices may not reflect annual cost of ...

Booked      Available           highlight_off   
4
Sleeps
2
Bedrooms
2
Baths
pool
Villa-House
 
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(€ 492  £ 449)
From
$ 546 /Week 
or $78 /night (Min Stay 7 nights)
 
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Islamorada FL, Florida USA

(minimum stay 7 nights)
pool Swimming Pool
ac_unit Air Conditioning
Sixth-floor oceanfront condo w/sweeping ocean views & shared pool
Tavernier Waterfront Retreat Treat yourself to a sun-filled vacation in this cute oceanfront condo with breathtaking ocean views and shared amenities that include a pool and barbecues. Here in the Sea Gull Condos complex, you'll be less than one mile off Old Highway 1 in the upper Florida Keys, and you'll enjoy all the comforts of home. Decorated with light blues, sea foam green pastels, and casual wicker furniture, this cute condo will make you feel right at home while you enjoy the calming perks of living in oceanside luxury. Enjoy the flatscreen cable TV in the living room, or curl up for a reading session with a book from the bookcase. Take a break from it all and lounge on the balcony, which is accessible through sliding glass doors. And if you want to stay plugged in, no problem, as you'll have WiFi access. The kitchen bar seats four and is open, bright, and roomy, with...

Booked      Available           highlight_off   
6
Sleeps
3
Bedrooms
3
Baths
Villa-House
 
verified_user Book Online  
(€ 1,155  £ 1,054)
From
$ 1,281 /Week 
or $183 /night (Min Stay 28 nights)
 
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Islamorada FL, Florida USA

(minimum stay 28 nights)
141 Ocean Lane
"The Beach Fixes Everything". That's the sign that greets visitors as they enter the living room of this newest Freewheeler Vacations home. But while the beach certainly is nice, an awesome vista doesn't hurt either. Located on a narrow residential peninsula in Lower Matecumbe Key, the three-bedroom, three-bathroom house offers a 270 degree view of the Atlantic Ocean. Check out that view as you lounge in the living area, take an afternoon snack in the kitchen or when you rise from bed in either the master bedroom or the upstairs guestroom. Better yet, you can enjoy the surroundings while you grill out on the screened porch that wraps around nearly the entire home. There's plenty of outdoor action beyond the porch as well. Lounge on the outdoor dock (30'), and tie off your boat for almost instant access to Islamorada's famed ocean- side fishing grounds. When your day on the ...

Booked      Available           highlight_off   
6
Sleeps
2
Bedrooms
3
Baths
pool
Villa-House
 
verified_user Book Online  
(€ 631  £ 576)
From
$ 700 /Week 
or $100 /night (Min Stay 28 nights)
 
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Islamorada FL, Florida USA

(minimum stay 28 nights)
pool Swimming Pool
Executive Bay G-5
This townhome at Executive Bay will sure make your home away from home!  This unit has been completely renovated and decorated beautifully.  This 2 bedrooms and 3 bathrooms has a (1) King Bed, (1) Queen Bed and  there is a bonus room off the Master that has 2 twin beds. Executive Bay Club is a Bayside complex. It is a gated community with 24 hour security. The grounds features 2 tennis courts, full size pool with bayviews, fishing pier and clubhouse. Take a walk to the beach and watch the spectacular keys sunsets. If booking more than a year in advance current prices may not reflect annual cost of living increase. Many of our guests re-book the same property on an annual basis. No reservation is confirmed until you speak with us. Amenities: Suitabilities: ALL...

Booked      Available           highlight_off   
6
Sleeps
2
Bedrooms
2
Baths
pool
Apartment
 
verified_user Book Online  
(€ 650  £ 593)
From
$ 721 /Week 
or $103 /night (Min Stay 28 nights)
 
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Islamorada FL, Florida USA

(minimum stay 28 nights)
pool Swimming Pool
THE PALMS 405 - 93
Minimum Rental: 28 Days "The Palms #405" is 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 are gone. You'll adore the comfortable living room furnishings and the flat screen TV, not to mention the ocean views from the picture window. The kitchen is magnificent with granite counters, all wood cabinets, all new appliances including a stainless steel side by side refrigerator. Of course the pots, pans, dishes, glasses, flatware, etc. are all new. The baths have been updated. You'll be thrilled with the state of the art front loading washer and dryer. The Palms of Islamorada is one of the most popular condominium communities in the area. It offers an ocean front setting with great views of Alligator Reef, heated swimming pool, ...

Booked      Available           highlight_off   
4/5
10
Sleeps
5
Bedrooms
4
Baths
Villa-House
4/5 Reviews (8)
verified_user Book Online  
(€ 2,707  £ 2,472)
From
$ 3,003 /Week 
or $429 /night (Min Stay 7 nights)
4/5 Reviews (8)
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Islamorada FL, Florida USA

(minimum stay 7 nights)
140 Atlantic Lane
Amazing ocean views can be enjoyed from this beautiful stilt home with separate mother- in-law cottage. You'll fall in love with this little piece of Heaven. Enjoy fishing, diving, and catching lobster with all the comforts of home. Best ocean views in town! Interior photos are available! Mile Marker 76.5, Oceanside. Near the house is the small Anne's Beach. There are nature trails, board walks to  small lunch and BBQ areas, private sandy areas hidden in the mangroves and parking.  the home is also near Robbie's Marina (where they feed the Tarpon), Bud n' Mary's  Marina and Caloosa Cove Marina. You won't have a problem finding a marina for boat  rentals or a fishing guide (Deep Sea or Backcountry). Everything is real close! You  are only minutes away from "Downtown Islamorada" where World Wide Sportsman and the  Islamorada Fish Company are...

Booked      Available           highlight_off   
5/5
4
Sleeps
2
Bedrooms
2
Baths
pool
Condo
5/5 Reviews (5)
verified_user Book Online  
(€ 738  £ 674)
From
$ 819 /Week 
or $117 /night (Min Stay 6 nights)
5/5 Reviews (5)
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Islamorada FL, Florida USA

(minimum stay 6 nights)
pool Swimming Pool
ac_unit Air Conditioning
NEW Interior Oceanfront 5th Floor End Unit, Pool, WiFi, Great Ocean Views!
A Vacation Rental for View Lovers! FREE WIFI Best location in the complex. INCREDIBLE SPECIAL RATE SEPT. 7 - 14, 2019 For two couples or a family with 2 kids. The two new extra long twin Pillow Top beds in 2nd bedroom CONVERT TO A COMFY KING BED! Master bedroom has new Simmons Beautyrest Pillow Top king bed, ocean view and private bath with large walk in shower. 2nd bathroom in hallway includes tub with shower. Elevators take you to this 5th floor direct oceanfront corner condo, with all new interior. It is right on the ocean in Islamorada at MM90. Enjoy your stay in this art deco inspired mature building, with spectacular panoramic ocean views in this private, serene location. Hang out by the clean, heated oceanfront pool or lounge on the sandy beach area. We provide portable beach chairs for this and for beach hopping. The condo has a large screen HDTV in living room ...

Booked      Available           highlight_off   
8
Sleeps
3
Bedrooms
2
Baths
pool
Apartment
 
verified_user Book Online  
(€ 833  £ 761)
From
$ 924 /Week 
or $132 /night (Min Stay 30 nights)
 
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Islamorada FL, Florida USA

(minimum stay 30 nights)
pool Swimming Pool
ac_unit Air Conditioning
DEC & APRIL DEAL MONTH MINIMUM ENJOY! 9545791140
ENJOYABLE, CENTRAL LOCATION, PLANTATION KEY, 3 bedroom + loft, 2 bath; 1400 sf 2 story, all bedrooms and 1 full bath are upstairs & downstairs is the living area and 1 additional full bath. The unit is clean, comfortable, quiet and restful. The community is gated with security, no pets are allowed; great pool , tennis, clubhouse, dock and beach area. Amenities: BBQ HAIRDRYER IRON PRIVATE FISHING PRIVATE OUTDOOR POOL HEATED PRIVATE OUTDOOR POOL UNHEATED PRIVATE TENNIS SECURE PARKING SHARED OUTDOOR POOL HEATED SHARED OUTDOOR POOL UNHEATED SHARED TENNIS DSC RURAL DSC WINTER SUN FRIDGE AIR CONDITIONING BALCONY TERRACE CENTRAL HEATING DRYER DISHWASHER DVD INTERNET ACCESS LINENS PROVIDED TOWELS PROVIDED MICROWAVE PARKING SATELLITE TV TOASTER TV WASHING MACHINE STO...

Booked      Available           highlight_off   
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Welcome to our Islamorada FL vacation rentals and American vacation home rentals page.

Find Islamorada FL villa rentals using the search facility or use the region links to browse through specific Islamorada FL vacation region. We advertise holiday home ads listed direct by owners or agents. Vacation rentals in Islamorada FL are all furnished self catering lets in Islamorada FL that rent on short term bases and all of our listings come with weekly prices and pictures. To search for a specific type of vacation accommodation, select your letting type, Villa, House, Apartment, Condo, Townhouse, Barn, Farm, Chateau, Island, Castle, Flat, Penthouse, Hotel or even beach front mansions, lakeside cabins or winter skiing chalets. You can also search for condo rentals with pools or other suitability using our advanced search facility, Golfing getaways, Fishing Cabins, surfing and beachfront condos. All of our Islamorada FL holiday rental adverts are updated daily and you are free to contact the owner or agent directly. With a large selection of property adverts, from cheap Islamorada FL properties to luxury resort homes for rent in Islamorada FL . Property owners easily advertise your vacation home in Islamorada FL , see our advertising packages for full details.
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