Photo: Miami USA

  USA USA - Vacation Rentals in Florida Keys USA   

Select your Dates for more accurate results.
USA Country: USA (136583) | Region: Florida (44055) | Area: Florida Keys (755) |
Sort by: New listings first | Currency: USD |
755 Florida Keys vacation rentals found    page 1 of 26     Subscribe: XML Feed USA, Florida, Florida_Keys holiday rentals
2 bed Condo for rent in Key West FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Key West FL
Key West FL 
5
Sleeps
2
Bedrooms
1
Baths
pool
Condo
Condo
From
$ 1,995 /week
Min Stay 14 days

Select

Close

Close

2 bed Condo for rent in Key West FL, Florida Keys, Florida, USA

From $ 1,995 /week (minimum stay 14 days)

A great place to stay and play near the water and Old Town Key West! Located in Truman Annex, a secure enclave of historic and exclusive residences, Truman Annex is the most exclusive and magnificent development in Old Town Key West with wide streets lined with multi-million dollar homes that are landscaped with palms and exotic flowering plants. It is just a short stroll (1/2 block) to the Historic Little White House where President Truman called home whenever he could. And you are only one short block to the warm tropical waters of the Gulf of Mexico where you can hop on a fishing boat for flats or deep sea fishing, take the Ferry to Sunset Key for lunch or dinner, go parasailing, snorkeling, diving, shopping, dining or wherever your dreams might take you. Just another short stroll takes you to Mallory Square where the world renowned Sunset Celebration occurs every day! This event is ...

Availability Calendar     booked Booked     Available Available           Close
1 bed Condo for rent in Tavernier FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Tavernier FL
Tavernier FL 
rate 4/5 Reviews (5)
2
Sleeps
1
Bedrooms
1
Baths
pool
Condo
Condo
From
$ 1,120 /week
Min Stay 5 days

Select

Close

Close

1 bed Condo for rent in Tavernier FL, Florida Keys, Florida, USA

From $ 1,120 /week (minimum stay 5 days)

VILLAGE OF ISLAMORADA REQUIRES MINIMUM OF 29 NIGHT STAY Come enjoy our home away from home. Perfect for a couples retreat. Enjoy your own fully equipped condo. Sip coffee on the balcony and watch the beautiful sunrise. Read one of our Jimmy Buffett books and dream of running away for a life on sea. Once this salt air gets in you you will never want to go home. The Space Why pay more for an average hotel room when you can have all the amenities of home. Private bedroom, full kitchen, flat screen TV's. Just imaging enjoying your coffee every morning on the balcony watching the amazing sunrises that the Florida Keys have to offer. It will be unforgettable. For you sports fans you may be lucky enough to catch a soccer or football game because we have a great view of the stadium too. If all the excitement has gotten to you or you just can not get away from work or you just need ...

Availability Calendar     booked Booked     Available Available           Close
3 bed Yacht for rent in Tavernier FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Tavernier FL
Tavernier FL 
6
Sleeps
3
Bedrooms
2
Baths
Yacht
Yacht
From
$ 1,120 /week
Min Stay 4 days

Select

Close

Close

3 bed Yacht for rent in Tavernier FL, Florida Keys, Florida, USA

From $ 1,120 /week (minimum stay 4 days)

Stay on a very clean and comfortable 42 ft sail boat in a very quiet and friendly marina in Tavernier, Key Largo. There is a tikki hut surrounded by gardens. Showers and additional, very clean bathrooms on shore. Parking is provided. Circle K and gas stations are within walking distance and the beach is only 5 minutes away by car. You can book a fishing trip with Micki next door or a paddling trip with Paul. Call for details. The community is safe and very friendly. Ice maker on premises and the cocktails come out around 5:00 This is a very relaxing stress free environment with lots of attractions near by if you get board. You won't be disappointed. Damage deposit is $300.00 and will be returned after the boat is inspected. Please note the this listing is for live-aboard purposes only. We do not allow the boat to leave the dock unless you book a sailing trip with us. Additional...

Availability Calendar     booked Booked     Available Available           Close
1 bed Apartment for rent in Key Largo FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Key Largo FL
Key Largo FL 
rate 2/5 Reviews (1)
4
Sleeps
1
Bedrooms
1
Baths
Apartment
Apartment
From
$ 973 /week
Min Stay 1 day

Select

Close

Close

1 bed Apartment for rent in Key Largo FL, Florida Keys, Florida, USA

From $ 973 /week (minimum stay 1 day)

This is a Duplex large 1 bedroom apartment located in Kings Kamp RV Park which has a Marina, Docks, Beach and magnificent sunsets. Tile Floors, air conditioned, cleaned, freshly painted. Full Kitchen with Microwave, Range and Refrigerator. We have Staff on property daily and there is a coin laundromat for your convenience. Located across the street from John Pennekamp State Park. Dinning suggestion are as follows: Jimmy Johnson's Big Chill American eats & water views at a beachfront complex with 2 restaurants, patio plus Tiki Bar & sports bars (inside and outside) and a fee use swimming pool. Located at 104000 Overseas Highway. this is a 10-minute walk for our place. Fish House Restaurant for the best seafood. 102401Overseas Highway, it’s a stalwart restaurant & fish market serving a variety of meals made with locally caught seafood. Sundowners steakhouse and seafood located 103900 on ...

Availability Calendar     booked Booked     Available Available           Close
2 bed Condo for rent in Key West FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Key West FL
Key West FL 
rate 5/5 Reviews (1)
6
Sleeps
2
Bedrooms
2
Baths
pool
Condo
Condo
From
$ 1,400 /week
Min Stay 7 days

Select

Close

Close

2 bed Condo for rent in Key West FL, Florida Keys, Florida, USA

From $ 1,400 /week (minimum stay 7 days)

La Brisa Condominiums is located on S. Roosevelt Blvd. across from Smathers beach the largest beach in Key West. Only 5 minutes from Duval Street & Mallory Square. Our condos' at La Brisa are two bedrooms with two full bathrooms on the third floor. The master bedroom has a king size bed with a walk in closet, a desk with an internet wire connection if needed and a private bathroom. All bedrooms have a flat screen TV and ceiling Fans. The living room has a sleeper sofa and a flat screen TV. The dining room table seats six people. There is a fully equipped kitchen, wireless internet for your lap top, and a washer & dryer. This is a gated community with lighted tennis courts, Jacuzzi, heated pool and a gas BBQ grill on site for your Barbeques. North Building Balcony view of the salt water bird pond sanctuary. Covered parking spot 10 Guest bedroom has two twin size beds, TV and ceiling fan...

Availability Calendar     booked Booked     Available Available           Close
1 bed Condo for rent in Islamorada FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Islamorada FL
Islamorada FL 
5
Sleeps
1
Bedrooms
1
Baths
pool
Condo
Condo
From
$ 903 /week
Min Stay 30 days

Select

Close

Close

1 bed Condo for rent in Islamorada FL, Florida Keys, Florida, USA

From $ 903 /week (minimum stay 30 days)

**Recently updated paint, furniture and a Beauty Rest Mattress!!** Looking to escape reality? Look no further! Spacious 1 bedroom/1 bathroom condo located in the newly renovated Summer Seas Condominiums. Sit back and relax at the pool, go swimming at the private beach. Feeling adventurous? Bring your kayaks and explore the bay! Once you've had enough sun, go ahead and play in our game room or workout in our fitness room. But as the day turns to evening, don't forget to catch a spectacular sunset from the roof or the beach, guaranteed to have breathtaking views. There is plenty to do at Summer Sea!! b>Amenities: /b> BBQ AREA FISHING NEAR AREA WATERSPORTS NEAR FRIDGE BALCONY TERRACE CENTRAL HEATING DISHWASHER DVD FREEZER GAMESROOM GYM ELEVATOR IN BUILDING LINENS PROVIDED TOWELS PROVIDED MICROWAVE PINGPONG POOL ...

Availability Calendar     booked Booked     Available Available           Close
3 bed Home for rent in Key Colony Beach FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Key Colony Beach FL
Key Colony Beach FL 
9
Sleeps
3
Bedrooms
4
Baths
pool
Villa-House
Villa-House
From
$ 5,565 /week
Min Stay 7 days

Select

Close

Close

3 bed Home for rent in Key Colony Beach FL, Florida Keys, Florida, USA

From $ 5,565 /week (minimum stay 7 days)

2600 SQ FT WATERFRONT HOME POOL HEAT. 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 EVER EXPERIENCE. VERY STYLISH, NEWLY BUILT, MODERN HOME OF 2700 SQUARE FEET, WITH 1000 OF VERANDAS, IS LOCATED IN THE COCO PLUM AREA WITH SPECTACULAR VIEWS OVERLOOKING THE ATLANTIC OCEAN. IT IS ONLY A FIVE MINUTE RIDE TO COCO PLUM BEACH. THIS THREE STORY HOME HAS BEEN DECORATED WITH A LIGHT, SPACIOUS WELCOMING FEEL. IT IS EQUIPPED TO ENSURE A PERFECT, RELAXING AND INDULGENT STAY. THERE ARE THREE SEPARATE BEDROOMS AND AN ADDITIONAL ROOM FEATURING TV AND GAMES WHICH MAY BE USED AS AN ADDITIONAL (4TH) BEDROOM FOR CHILDREN OR AS A PLAY ROOM AREA. PREPARE DINNER IN THE VERY WELL EQUIPPED KITCHEN OR EAT AT ONE OF THE AREA`S OUTSTA...

Availability Calendar     booked Booked     Available Available           Close
2 bed Home for rent in Tavernier FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Tavernier FL
Tavernier FL 
6
Sleeps
2
Bedrooms
3
Baths
pool
Villa-House
Villa-House
From
$ 1,946 /week
Min Stay 7 days

Select

Close

Close

2 bed Home for rent in Tavernier FL, Florida Keys, Florida, USA

From $ 1,946 /week (minimum stay 7 days)

Welcome to Casa Cayo!, a Magnificent Florida Keys Home With a Bay View, Located in Islamorada at Mile Marker 88.5 in the Exclusive Gated Community of Futura Yacht Club. Casa Cayo Has Been Completely Updated Throughout and Includes Many Luxury Features to Make Your Stay Relaxing and Enjoyable. This Home is a 2 Bedroom, 2.5 Bath Townhome and Sleeps 6 Adults Comfortably. This Home Has 2 Bedrooms Located On the Top Floor, Both With Private Attached Custom Bathrooms. the Master Bedroom and Downstairs Living Room Offer Private Balconies With Wonderful Marina and Bay Views for Morning Coffee, Evening Cocktails, and Sensational Sunsets! Located On the Main Level is the Living Room With a Queen Pull Out Couch, Dining Room, Full Service Bar, and Custom Kitchen. Ground Level Patio Has Separate Outdoor Dining Table With Seating for 8 and an Outdoor Refrigerator. Home Decor Includes Upgraded Applia...

Availability Calendar     booked Booked     Available Available           Close
2 bed Apartment for rent in Islamorada FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Islamorada FL
Islamorada FL 
rate 5/5 Reviews (1)
8
Sleeps
2
Bedrooms
2
Baths
pool
Apartment
Apartment
From
$ 700 /week
Min Stay 28 days

Select

Close

Close

2 bed Apartment for rent in Islamorada FL, Florida Keys, Florida, USA

From $ 700 /week (minimum stay 28 days)

This property has been inspected after hurricane Irma, is in good standing and is gladly accepting reservations at this time. We look forward to having you stay with us! ** Owner is highly motivated to rent! Contact us for discounts ** Come and relax at our beautiful town home on mile marker 87 in the Florida Keys. 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 area and a fishing dock. The waters are filled with plant and marine life, ideal for snorkeling. Boats may not be docked unfortunately. SLEEPING ARRANGEMENTS (Sleeps 8) Master Bedroom: - Queen Size Bed - Queen Size Sleeper Sofa - 2 Twin Size Beds in Loft - Flat Screen TV Second Bedroom: - Queen Size Bed - Dresser with Drawers - Flat Screen TV Upstairs Guest Bathroom: - Sho...

Availability Calendar     booked Booked     Available Available           Close
3 bed Home for rent in Key West FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Key West FL
Key West FL 
5
Sleeps
3
Bedrooms
1
Baths
Villa-House
Villa-House
From
$ 3,500 /week
Min Stay 6 days

Select

Close

Close

3 bed Home for rent in Key West FL, Florida Keys, Florida, USA

From $ 3,500 /week (minimum stay 6 days)

Warm and cozy perfect for a single family with kids Big yard with deck. Going for vacation and looking to rent it for oct dates are flaxeble . Great location to the main street Bikes for guess are available Dates are flaxible, oct is a very besy month in key west , its fantasy fast and most hotals are booked. b>Amenities: /b> BBQ HIGHCHAIR IRON FRIDGE DRYER FREEZER TOWELS PROVIDED MICROWAVE TOASTER TV WASHING MACHINE STOVE SOLARIUM ELDERLY ACCESSIBLE PATIO CEILING FANS b>Suitabilities: /b> ALL...

Availability Calendar     booked Booked     Available Available           Close
5 bed Home for rent in Marathon FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Marathon FL
Marathon FL 
10
Sleeps
5
Bedrooms
4
Baths
pool
Villa-House
Villa-House
From
$ 4,200 /week
Min Stay 1 day

Select

Close

Close

5 bed Home for rent in Marathon FL, Florida Keys, Florida, USA

From $ 4,200 /week (minimum stay 1 day)

Villa Sombrero is an exclusive and private waterfront destination in the heart of the fabulous Florida Keys located in Marathon. This unique retreat is perfectly positioned overlooking a natural preserve on a serene protected deep waterway; providing the discriminating yachtsman or sport fisherman easy access to the Atlantic Ocean to fish & dive or just relax at nearby waterfront restaurants. Above all others, this incredible vacation getaway boasts the following features: • Five Bedroom & four Baths tastefully decorated and fully equipped residence across from the 12th fairway of Sombrero Country Club’s 18 hole championship golf course • Dockage accommodating small fishing boats or yachts on a 140’ continuous deep water concrete seawall and an additional 55’ x 19’ protected cut in slip for smaller yachts. Captains will appreciate the fact they have plenty of room to come about in t...

Availability Calendar     booked Booked     Available Available           Close
2 bed Home for rent in Key West FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Key West FL
Key West FL 
rate 5/5 Reviews (5)
4
Sleeps
2
Bedrooms
2
Baths
pool
Villa-House
Villa-House
From
$ 3,304 /week
Min Stay 7 days

Select

Close

Close

2 bed Home for rent in Key West FL, Florida Keys, Florida, USA

From $ 3,304 /week (minimum stay 7 days)

Key West Oasis is a private two bedroom/two bath rental house ideally located in Charming Old Town, Key West, Florida, close to Duval street, great restaurants, bars and the beach. This 1906 'cigar maker's cottage' has been newly renovated into a stylish Key West retreat. The house features an open floor plan with original Dade County pine walls and ceilings. The main house has hard wood flooring throughout and houses the master suite, a fully equipped gourmet kitchen and the living and dining area. Inside the house are all the comforts of home, with every room providing its own unique feel. In May of 2012, the home was renovated and completely redecorated. Rooms were painted in soft hues and offer a mix of wicker, shabby chic, as well as new and reclaimed wood furnishings. Three sets of French doors lead from the living and dining area onto your own private lanai and pool area. Bask in...

Availability Calendar     booked Booked     Available Available           Close
1 bed Apartment for rent in Key Largo FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Key Largo FL
Key Largo FL 
rate 5/5 Reviews (2)
4
Sleeps
1
Bedrooms
1
Baths
Apartment
Apartment
From
$ 973 /week
Min Stay 1 day

Select

Close

Close

1 bed Apartment for rent in Key Largo FL, Florida Keys, Florida, USA

From $ 973 /week (minimum stay 1 day)

Central Air Conditioning. This apartment is in the same building that has our office adjacent to it. This is a beautiful apartment. TV with 75 channels, linens, central air, brand new bathroom with all new fixtures and brand new kitchen. Our price has no hidden additions-just sales tax. The bedroom is small but the apt. is unbeatable. You can sleep one or two extra persons on the Living Room Couches. We have a sandy beach, beach chairs, marina, boat ramp, dockage, fire ring and seating, immediate access to Florida Bay and the Atlantic Ocean. I assure you if you decide to book you will enjoy your stay. b>Amenities: /b> AREA FISHING NEAR AIR CONDITIONING DRYER INTERNET ACCESS LINENS PROVIDED TOWELS PROVIDED MICROWAVE STAFF SATELLITE TV TV WASHING MACHINE WIFI STOVE WATERFRONT CEILING FANS HOUSEKEEPING INCLUDED DSC...

Availability Calendar     booked Booked     Available Available           Close
3 bed Home for rent in Key Largo FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Key Largo FL
Key Largo FL 
6
Sleeps
3
Bedrooms
3
Baths
Villa-House
Villa-House
From
$ 1,925 /week
Min Stay 30 days

Select

Close

Close

3 bed Home for rent in Key Largo FL, Florida Keys, Florida, USA

From $ 1,925 /week (minimum stay 30 days)

Completely renovated keys cottage. Classic and charming design with modern amenities. This is a concrete home on the ground level, not a trailer or mobile home. Master suite with bath on ground floor. Two bedrooms upstairs with balcony overlooking Buttonwood Sound. Lots of room for the whole family. Delightful screened porch area allows for outdoor dining while enjoying water views. Serene neighborhood provides peaceful and safe location for all to enjoy. Fish from the dock or explore the bay and quickly travel to bayside restaurants by boat. Many water sports available nearby. Enjoy our kayaks and the John boat to go exploring. Kitchen and appliances all new. Full laundry room with new washer and dryer. Approximately 1500 square feet of air conditioned living area. Master suite with bath on ground floor. Two bedrooms upstairs with balcony . Waterfront with bay views. L...

Availability Calendar     booked Booked     Available Available           Close
2 bed Condo for rent in Key West FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Key West FL
Key West FL 
6
Sleeps
2
Bedrooms
2
Baths
pool
Condo
Condo
From
$ 2,093 /week
Min Stay 3 days

Select

Close

Close

2 bed Condo for rent in Key West FL, Florida Keys, Florida, USA

From $ 2,093 /week (minimum stay 3 days)

Modern 2 bedroom/2 bath condo with nice size balcony overlooks the Atlantic Ocean. California king bed in Master Bedroom and twin beds in the guest bedroom that can be converted into a king bed. Living room sofa with queen sleeper. Nicely decorated with a Key West Flair. Full kitchen with all appliances, washer/dryer, electric range and microwave. Central air conditioning with ceiling fans. Flat screen TV and Wireless Internet provided. Large pool with hot tub and sauna. Lighted tennis court. Gated community with BBQ area. Dedicated, covered parking spot. b>Amenities: /b> IRON JACUZZI AREA FISHING NEAR AREA GOLF FAR AREA TENNIS NEAR AREA WATERSPORTS NEAR FRIDGE BALCONY TERRACE CENTRAL HEATING DRYER DISHWASHER FREEZER ELEVATOR IN BUILDING LINENS PROVIDED TOWELS PROVIDED MICROWAVE SAUNA TOASTER TV WASHI...

Availability Calendar     booked Booked     Available Available           Close
3 bed Home for rent in Key Largo FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Key Largo FL
Key Largo FL 
8
Sleeps
3
Bedrooms
2
Baths
pool
Villa-House
Villa-House
From
$ 5,201 /week
Min Stay 7 days

Select

Close

Close

3 bed Home for rent in Key Largo FL, Florida Keys, Florida, USA

From $ 5,201 /week (minimum stay 7 days)

An island paradise situated at the gateway to Florida Keys, adjacent to John Penne- kamp Coral Reef State Park and only 15 mi- nutes from Molasses Reef rated Most dived reef in North America. Ocean access, full service marina, boats/kayaks/canoes/wave- runners for rent. Bask in our 7800 sq.ft. oceanfront lagoon-styled pool or heated clubhouse pool then relax in our beautiful Coral Jacuzzi Grotto. Enjoy on-site access to state of the art fitness center and two tennis courts. Short drive to championship golf courses. Also, enjoy casaul dining directly on the Atlantic Ocean at The Mandalay Restuarant and Tiki Bar. Week rentals only available. May be possible to rent 2 weeks in a row. b>Amenities: /b> SHARED INDOOR POOL SHARED OUTDOOR POOL HEATED SHARED OUTDOOR POOL UNHEATED AIR CONDITIONING INTERNET ACCESS ELEVATOR IN BUILDING SATELLITE TV WIFI WHE...

Availability Calendar     booked Booked     Available Available           Close
2 bed Cottage for rent in Conch Key FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Conch Key FL
Conch Key FL 
rate 5/5 Reviews (14)
6
Sleeps
2
Bedrooms
1
Baths
Cottage
Cottage
From
$ 1,225 /week
Min Stay 5 days

Select

Close

Close

2 bed Cottage for rent in Conch Key FL, Florida Keys, Florida, USA

From $ 1,225 /week (minimum stay 5 days)

Our Florida Keys tradional island home is a fully furnished 2 bedroom, 1 bath plus Florida room with a deck overlooking the bay. It is surrounded by lush vegetation and large towering coconut palm trees. The house has been decorated in a nautical flavor with many fine antiques collected from around the world. This house is special, with everything from galley spices to cook with, to your own nautical library. Perfect for 2 couples that would love to go sailing in the Florida Keys. Free internet access. No phone access. This rental has air conditioning, ceiling fans, cable TV, stereo, and a fully equipped kitchen. The beds are queen size with colorful linens. We have kept the original pecky cypress wood walls, which is a traditional style of old Florida Keys homes. There are bath towels, beach towels, bed linens, bicycles, kayaks and even a BBQ for cooking your fresh caught seafood. Th...

Availability Calendar     booked Booked     Available Available           Close
6 bed Home for rent in Cudjoe Key FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Cudjoe Key FL
Cudjoe Key FL 
rate 4/5 Reviews (49)
14
Sleeps
6
Bedrooms
3
Baths
pool
Villa-House
Villa-House
From
$ 2,898 /week
Min Stay 3 days

Select

Close

Close

6 bed Home for rent in Cudjoe Key FL, Florida Keys, Florida, USA

From $ 2,898 /week (minimum stay 3 days)

To see our property on google maps, how to reach our White Ibis Inn, direction, surrounding areas, beaches and if you are looking for a special rate, military family discount, to see more photos, please visit White Ibis Inn. White Ibis Inn away from the hustle of Key West activities, but close enough to the excitement when you want it and the Atlantic Ocean’s spectacular sunrises, sunsets and endless views of the starry nights. To see more photos, surrounding areas, last minute special discount rate, what is happening in Key West, please see at White Ibis Inn. A private Caribbean-style accommodation with adjacent guest house with panoramic view of the Atlantic and heated pool. For last minute discount or deal, visit the White Ibis Inn site and fill out the “Contact Us” page for the fastest response. You can also view photos, weekly specials, rooms & rates on our site. Great for large ...

Availability Calendar     booked Booked     Available Available           Close
4 bed Home for rent in Islamorada FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Islamorada FL
Islamorada FL 
8
Sleeps
4
Bedrooms
4
Baths
Villa-House
Villa-House
From
$ 4,200 /week
Min Stay 30 days

Select

Close

Close

4 bed Home for rent in Islamorada FL, Florida Keys, Florida, USA

From $ 4,200 /week (minimum stay 30 days)

'Irish Ayes' - Elegant tropical waterfront home with pool, Jacuzzi, dock and custom elevator. Plan your Keys getaway to this absolutely beautiful, spacious, tropical waterfront home located in the prestigious Venetian Shores subdivision of Islamorada. Enjoy unforgettable sunsets while relaxing on one of several patios this gracious home offers. There are wonderful water views from almost every room. Spend your days relaxing in the breeze from the ocean, lounging by the pool, or going for a dip in the canal. The house is in a quiet residential neighborhood, but so close to all local attractions. A 70 foot dock is ready for your boat with easy access to the Atlantic Ocean or Florida Bay via Snake Creek. At mile marker 86.5, you are centrally located to all the Keys has to offer; world-class sport fishing, swim with the dolphins at Theater of the Sea, snorkel or dive at a coral reef, bo...

Availability Calendar     booked Booked     Available Available           Close
2 bed Home for rent in Key Largo FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Key Largo FL
Key Largo FL 
8
Sleeps
2
Bedrooms
2
Baths
Villa-House
Villa-House
From
$ 1,379 /week
Min Stay 3 days

Select

Close

Close

2 bed Home for rent in Key Largo FL, Florida Keys, Florida, USA

From $ 1,379 /week (minimum stay 3 days)

Great Home Base to Explore the Florida Keys! Free golf cart for your use within the community! Located on MM 99 in the heart of Key Largo, uniquely situated with breathtaking sunrises AND sunsets.Private beach with a beautiful sunrise for swimming, tanning and snorkeling with beach furniture and tiki huts, swim in one of our two heated pools with lounge chairs and tiki huts. Tennis courts, and a unique saltwater lagoon with our very own tropical fish specimens for swimming, snorkeling, kayaking or just relaxing. The only Starbucks in Key Largo is only a few blocks away from our unit. Our spacious two-bedroom, two-bath town home has been renovated from top to bottom with attention to detail and a modern contemporary flair. There is no other like it in the Keys. Enjoy a tropical cookout from the front porch with our gas grill. The fully stocked kitchen shines with all new stainless stee...

Availability Calendar     booked Booked     Available Available           Close
2 bed Condo for rent in Tavernier FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Tavernier FL
Tavernier FL 
rate 2/5 Reviews (3)
6
Sleeps
2
Bedrooms
2
Baths
pool
Condo
Condo
From
$ 3,983 /week
Min Stay 7 days

Select

Close

Close

2 bed Condo for rent in Tavernier FL, Florida Keys, Florida, USA

From $ 3,983 /week (minimum stay 7 days)

Full Kitchen Weeks are Saturday to Saturday only Ocean Pointe Suites in Key Largo is located on a 60-acre ocean front sanctuary, surrounded by lush tropical landscape and the iconic blue waters of the Florida Keys. From sunrise to sunset you can enjoy the many activities Ocean Pointe has to offer or simply relax in your oceanfront condominium. This Caribbean-style resort is entered through a private road and offers a tranquil escape. Enjoy a private beach, heated junior Olympic size pool, hot tub, private marina and boardwalk, lighted tennis courts, nature trails, and more! Enjoy a hearty breakfast, lunch, midday snack and light dinner in our Waterfront Café. The Café features a spectacular lounge carrying a full line of top shelf liquor and beer with stunning views overlooking the marina and beach. Nearby attractions include John Pennekamp Coral Reef State Park, Theatre of the Sea Mari...

Availability Calendar     booked Booked     Available Available           Close
3 bed Home for rent in Islamorada FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Islamorada FL
Islamorada FL 
8
Sleeps
3
Bedrooms
2
Baths
Villa-House
Villa-House
From
$ 2,800 /week
Min Stay 30 days

Select

Close

Close

3 bed Home for rent in Islamorada FL, Florida Keys, Florida, USA

From $ 2,800 /week (minimum stay 30 days)

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...

Availability Calendar     booked Booked     Available Available           Close
3 bed Home for rent in Cudjoe Key FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Cudjoe Key FL
Cudjoe Key FL 
6
Sleeps
3
Bedrooms
2
Baths
Villa-House
Villa-House
From
$ 798 /week
Min Stay 30 days

Select

Close

Close

3 bed Home for rent in Cudjoe Key FL, Florida Keys, Florida, USA

From $ 798 /week (minimum stay 30 days)

Come enjoy the best the Florida Keys has to offer, with this lovely 3 bedroom and 2 bathroom canal front home on Cudjoe Key! This nautically decorated, comfortable home offers quick boating access to Cudjoe Bay from the 40’ dock and is fully equipped for the water enthusiast with provided kayaks and a paddleboard. If you’re a sun lover, enjoy the spacious, open deck or explore the area on one of the provided bikes. A well-appointed kitchen, flat screen and internet access compliment the home's interior to offer something for everyone at Kopi Key Place. Additional amenities include: boat dockage, 4 bicyles – supplied, outdoor shower, bait freezer, washer / dryer, boat access (unless noted), fully furnished, canal-front, fish cleaning station, 2 kayaks – supplied (& 1 paddleboard), located between marathon (mm 45) and key west (mm 0), bbq – gas, private parking or ...

Availability Calendar     booked Booked     Available Available           Close
3 bed Home for rent in Tavernier FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Tavernier FL
Tavernier FL 
8
Sleeps
3
Bedrooms
2
Baths
pool
Villa-House
Villa-House
From
$ 1,001 /week
Min Stay 30 days

Select

Close

Close

3 bed Home for rent in Tavernier FL, Florida Keys, Florida, USA

From $ 1,001 /week (minimum stay 30 days)

This is a waterfront manufactured home that has been upgraded. You can rent the home with or without the boat. You can relax in the waterfront Tiki hut or float in the pool. The house is very convenient to either the ocean or bay side of the island. House comes complete with cable tv in every room including the Tiki Hut. There is cable tv, wifi, waher and dryer, barbecue grill. The house can be rented for $3000.00 per month without the boat and $5800 per month with the boat. b>Amenities: /b> PRIVATE OUTDOOR POOL UNHEATED PRIVATE YARD AIR CONDITIONING INTERNET ACCESS PARKING SATELLITE TV WIFI ELDERLY ACCESSIBLE b>Suitabilities: /b> ALL...

Availability Calendar     booked Booked     Available Available           Close
4 bed Home for rent in Key Largo FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Key Largo FL
Key Largo FL 
10
Sleeps
4
Bedrooms
5
Baths
pool
Villa-House
Villa-House
From
$ 1,715 /week
Min Stay 28 days

Select

Close

Close

4 bed Home for rent in Key Largo FL, Florida Keys, Florida, USA

From $ 1,715 /week (minimum stay 28 days)

This property has been inspected after hurricane Irma, is in good standing and is gladly accepting reservations at this time. We look forward to having you stay with us! Elegance and luxury living await you at this private, waterfront home in Key Largo, on mile marker 99. Come and relax at our beautiful home, located in the Sport Fishing Capital of the World. Just minutes from John Pennekamp Park and the world famous Tiki Bar as well as many dining, shopping and grocery options. SLEEPING ARRANGEMENTS (Sleeps 10) Master Bedroom Suite: Located on the third floor - King Size Bed - Flat Screen TV - In-Suite Master Bathroom with Shower - Huge walk in closet - Private, furnished balcony with seating for 6 Second Bedroom: Located on the third floor - Queen size bed - Twin bed with twin trundle - Flat screen TV - Is suite bathroom with shower Third Bedroom: Located on the second floor - Two twin...

Availability Calendar     booked Booked     Available Available           Close
2 bed Home for rent in Key Largo FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Key Largo FL
Key Largo FL 
4
Sleeps
2
Bedrooms
2
Baths
pool
Villa-House
Villa-House
From
$ 693 /week
Min Stay 3 days

Select

Close

Close

2 bed Home for rent in Key Largo FL, Florida Keys, Florida, USA

From $ 693 /week (minimum stay 3 days)

Perfect for your next friends or family getaway to the Florida Keys, this Key Largo condo in the Ocean Point Suites offers room for up to seven, plus access to community amenities like a private dock and boat marina, tennis courts, a private beachfront area, two shared hot tubs, and a large pool with a poolside bar and restaurant! This condo is located on a beautiful stretch of native coastal wilderness. Harry Harris Park is a half-mile north, other keys are an easy drive north and south along the Overseas Highway, and boating, scuba diving, snorkeling, swimming, and many more coastal activities lie just beyond the property. Ocean Pointe at Key Largo condo boasts an open floor plan - modern conveniences include cable TV, a private washer/dryer, and central air conditioning. Whip up homemade meals with ease in the kitchen, which features modern appliances, ample countertops, and all the c...

Availability Calendar     booked Booked     Available Available           Close
3 bed Home for rent in Summerland Key FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Summerland Key FL
Summerland Key FL 
6
Sleeps
3
Bedrooms
2
Baths
pool
Villa-House
Villa-House
From
$ 994 /week
Min Stay 1 day

Select

Close

Close

3 bed Home for rent in Summerland Key FL, Florida Keys, Florida, USA

From $ 994 /week (minimum stay 1 day)

This is a spacious, open floor plan, Three bedrooms, Two Bathrooms, 6 people accomodation, brightly painted colors, beautifully furnished. Relax in the upper covered porch or down below to the open and spacious patio leading to the pool. Outdoor Tiki shower hut. The grounds are landscaped with an abundance of palm trees, banana trees etc. Plenty of lounging and seating for your comfort. The experience is unforgettable. Enjoy the warm and beautiful sunrises and sunsets. Experience the beautiful clear blue waters, whether you are swimming, snorkeling or diving. Take a look see in LOOE KEY, you will leave breathless of all the tropical fish, corals, sea turtles and the list goes on. *PLEASE CALL OR EMAIL FOR AVAILABILITY* *THIS IS A NON-SMOKING HOUSE* **MONTHLY RENTAL ONLY** Beds: 1 King Bed, 1 Queen Bed, 2 Twin Beds b>Amenities: /b> BBQ IRON PRIVATE OUTDOOR ...

Availability Calendar     booked Booked     Available Available           Close
2 bed Home for rent in Tavernier FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Tavernier FL
Tavernier FL 
4
Sleeps
2
Bedrooms
2
Baths
Villa-House
Villa-House
From
$ 1,050 /week
Min Stay 27 days

Select

Close

Close

2 bed Home for rent in Tavernier FL, Florida Keys, Florida, USA

From $ 1,050 /week (minimum stay 27 days)

Minimum Rental: 28 Days "Beba's Reef House" will capture your imagination the moment you enter the home and rise to the main living level through the reef painted on the walls of the stair well and the photos of fish captured by the owner during numerous dives here in the Keys. This is a charming 2 bedroom, 2 bath home with an open living area. The kitchen is sizable, fully equipped and has a pass-thru window to the balcony. Two sets of sliding doors from the living area lead to the screened balcony overlooking the canal and dock area. At ground level you'll love to lounge in the hammock and watch the boats go by. Rate Details: Rent is $4,500 per month. Monthly Rates are calculated from the 1st day of the month to the last day of the month. Additional Charges: $225 departure cleaning fee; $200 processing fee; 12.5% state and local taxes Refundable Security Deposit: $1000 with a...

Availability Calendar     booked Booked     Available Available           Close
2 bed Home for rent in Key West FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Key West FL
Key West FL 
4
Sleeps
2
Bedrooms
2
Baths
pool
Villa-House
Villa-House
From
$ 1,519 /week
Min Stay 30 days

Select

Close

Close

2 bed Home for rent in Key West FL, Florida Keys, Florida, USA

From $ 1,519 /week (minimum stay 30 days)

A convenient hideaway for your Key West and Lower Keys adventures, this two-bedroom condo is tucked into a quiet complex near shopping, bars, live music, beaches, and Mallory Square. Cozy, fully-appointed rooms include everything you'll need for your Key West vacation but your own clothes. With dishes and tableware, sheets and blankets, as well as a lovely upstairs porch for relaxing after sightseeing. Includes flat-screen HDTV in the living room as well as the master bedroom. b>Amenities: /b> SHARED OUTDOOR POOL UNHEATED AIR CONDITIONING INTERNET ACCESS PARKING SATELLITE TV ELDERLY ACCESSIBLE b>Suitabilities: /b> ALL...

Availability Calendar     booked Booked     Available Available           Close
2 bed Home for rent in Key West FL, Florida Keys, Florida, USA
USA vacation rentals in Florida, Key West FL
Key West FL 
6
Sleeps
2
Bedrooms
1
Baths
Villa-House
Villa-House
From
$ 1,288 /week
Min Stay 30 days

Select

Close

Close

2 bed Home for rent in Key West FL, Florida Keys, Florida, USA

From $ 1,288 /week (minimum stay 30 days)

Experience what is like to live in Old Town at the desirable Historic Seaport. This beautiful home is filled with amazing furniture, artwork and amenities that give you the tropical, old town feel you seek when visiting Key West. The smallest details have not been missed, high thread count sheets, luxury bedding, fluffy towels, gourmet kitchen, flat screen tv’s, lovely front porch with comfy cushioned rocking chairs to drink your morning coffee and gorgeous property. The backyard is tranquil and secluded with mature plants including an Orange Tree, Palm Trees and a gorgeous dining and resting area to relax, read a book or take a nap. Two lovely appointed bedrooms that take full advantage of the outside views. Master bedroom upstairs has a bonus room that is great for reading and meditating and is equipped with a handcrafted swing and couch for a quiet hideaway. The living room is b...

Availability Calendar     booked Booked     Available Available           Close
  Florida Keys Vacation rentals
Top of Page
       Loading...
1  |  2  |  3  |  4  |  5  |  6  |  7  |  8  |  9  |  10   » Next 10 pages   Page 1 of 26
FEATURED USA VACATION RENTALS
flag Map of Florida, USA

Some locations not available/accurate
      Loading...
Cities/Towns in Florida - Selected: Florida Keys
Popular self catering holiday rentals searches
Rent vacation villa in Florida Keys | Rent vacation villa in Florida | Rent vacation villa in USA | Rent vacation apartment in Florida Keys | Rent vacation apartment in Florida | Rent vacation apartment in USA | Rent vacation condo in Florida Keys | Rent vacation condo in Florida | Rent vacation condo in USA | Rent vacation chalet in Florida Keys | Rent vacation chalet in Florida | Rent vacation chalet in USA | Rent vacation Cottage in Florida Keys | Rent vacation Cottage in Florida | Rent vacation Cottage in USA | Rent vacation cabin in Florida Keys | Rent vacation cabin in Florida | Rent vacation cabin in USA | Rent vacation Townhouse in Florida Keys | Rent vacation Townhouse in Florida | Rent vacation Townhouse in USA | Rent vacation Country-House in Florida Keys | Rent vacation Country-House in Florida | Rent vacation Country-House in USA | Rent vacation Farmhouse in Florida Keys | Rent vacation Farmhouse in Florida | Rent vacation Farmhouse in USA | Rent vacation Chateau-Castle in Florida Keys | Rent vacation Chateau-Castle in Florida | Rent vacation Chateau-Castle in USA | Rent vacation Finca in Florida Keys | Rent vacation Finca in Florida | Rent vacation Finca in USA | Rent vacation Houseboat in Florida Keys | Rent vacation Houseboat in Florida | Rent vacation Houseboat in USA | Sitemap vacation rentals

Welcome to our Florida Keys vacation rentals and American vacation home rentals page.

Find Florida Keys villa rentals using the search facility or use the region links to browse through specific Florida Keys vacation region. We advertise holiday home ads listed direct by owners or agents. Vacation rentals in Florida Keys are all furnished self catering lets in Florida Keys 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 Florida Keys 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 Florida Keys properties to luxury resort homes for rent in Florida Keys . Property owners easily advertise your vacation home in Florida Keys , see our advertising packages for full details.
Languages  Russian Italian Spanish Dutch French German English
Property Owners, Get Your Property Listed | Our Distribution Network
network
Our Distribution network reaches millions of visitors searching for vacation rentals each and every month.
List your property, find out more. Rental properties from £2.99 | For sale properties £8.99 per month.