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Vacation Rentals & House Rentals in Florida Keys

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221 house rentals

Amazing Ocean View Condo on the Beach!

Marathon apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Our Spirits were renewed!” Things don't happen by chance! Little did we know six months ago when we booked our vacation how much we would really, really NEED a quiet and peaceful week! This little corner of Marathon is exactly that: quiet and peaceful. The condo is very comfortably furnished, very clean, and the view is - well, I don't think there is a 'better' view anywhere! It's picture perfect - even to the gorgeous green iguana on the palm tree! (but you have to look quick - they move fast!). We had our son, daughter in law and two little grandkids with us...it was perfect! Sunrise with coffee by the pool, under the Chickee or on the patio...awesome! Lots to do for families or singles very close by...yup...you really can even have pizza delivered if you don't want delicious, fresh seafood!..and wow! are there some awesome spots for that!! Communication with the owners is impeccable...could NOT be better. These are the folks with whom you love to do business!! Thanks so much, Todd and Jamie!

Responds fast! avg. 3 hours 12 minutes

Match: Sea view

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Price per night from

$279

Spectacular Atlantic Ocean View Condo (MONTHLY)

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Amazing Views And A Great Condo” My wife and I stayed here on our honeymoon and were absolutely 100% pleased with the condo. I have to honestly say it was the nicest condo either of us have stayed in. The view was amazing and the patio was very tranquil. The patio faces south so you don't get blasted with the morning or evening sun making it very comfortable having your morning coffee or evening cocktail while enjoying the view. The owners have put a lot of thought into furnishing and accessorizing the unit. Tess and Mimi were wonderful to work with (Mimi met us at the condo and had great advice on where to eat, what to do...)I have stayed in several condos and this was by far my favorite, if your thinking of staying here you will not be disappointed. I will definitely be back the next time I visit the keys.

Match: Sea view

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Price per night from

$342

Oceanfront duplex with spectacular views, beach, and dock

Layton house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 minutes

Match: Sea view

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Price per night from

$502

Oceanfront condo w/beach access, shared tennis, pool, etc. - marina available!

Tavernier house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 minutes

Match: Sea view

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Price per night from

$256

ADVENTURE AWAITS I - MARINER'S CLUB 606 - KEY LARGO RESORT STYLE VACATION HOME

Key Largo townhouse

4 bedrooms / 4 bathrooms / sleeps 10

Match: Sea view

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Price per night from

$602

PARADISE OCEAN FRONT HOME

Marathon house

4 bedrooms / 3 bathrooms / sleeps 10

Match: Sea view

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Price per night from

$329

FL Keys Waterfront Pool Home 2 Bedrooms Sleeps 6 w/ 60 Feet of Dockage

Marathon Shores house

2 bedrooms / 2 bathrooms / sleeps 6

Match: Sea view

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Price per night from

$288

Match: Sea view

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Price per night from

$287

Magnificent Ocean view with 35' dock , Canal home in gated Venture Out Resort

Cudjoe Key cottage

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$184

Ocean-Front Caribbean Home.

Islamorada house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$1,718

Paradise on the water

Key Largo house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 36 minutes

Match: Sea view

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Price per night from

$573

OUTSTANDING Oceanfront House with Pool and Deep water dockage!!

Marathon house

4 bedrooms / 3 bathrooms / sleeps 10

“Marathon house” A great house with an awesome ocean view! The house was very clean and the kitchen was well stocked with all we needed. We especially looked the pool area and boat dock. It accommodated our 38 ft fishing boat we brought with no problems. I would highly recommend this rental

Responds fast! avg. 2 hours 3 minutes

Match: Sea view

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Price per night from

$654

Waterfront condo with rooftop patio, balcony, and dock!

Marathon Shores house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 2 minutes

Match: Sea view

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Price per night from

$257

Waterfront Key Largo Bayside Cottage Paradise

Key Largo cottage

2 bedrooms / 4 bathrooms / sleeps 4

“Hidden Treasure” This cottage is one of our favorite place to stay. Clean, well equipped, private, and so relaxing. A great place to spend a relaxing vacation. We love the outdoor kitchen and sitting area.

Responds fast! avg. 1 hour 35 minutes

Travelers’ Choice award

Match: Sea view

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Price per night from

$188

Dream Escape in Islamorada at Anglers Reef

Islamorada villa

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 45 minutes

Match: Sea view

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Price per night from

$354

Key Largo 2/2 Tropical Daze Oceanfront Condo

Key Largo apartment

2 bedrooms / 2 bathrooms / sleeps 4

“Couldn't be better!!!” If you are looking to rest and relax, look no further.

Responds fast! avg. 2 hours 0 minutes

Match: Sea view

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Price per night from

$228

NEW Interior Oceanfront 5th Floor End Unit, Pool, WiFi, Great Ocean Views!

Islamorada condo

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 51 minutes

Match: Sea view

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Price per night from

$173

Comfortable condo w/ shared pool, private balcony, and beach access

Stock Island house

2 bedrooms / 2 bathrooms / sleeps 6

“Relaxing and Fun” Very good location..steps away from Smathers beach. Parked car then rode bikes, scooters, and walked around the entire Key. Condo was very nice and comfortable with everything needed for a week or more stay. The only negative is that the in laid wood bedroom floors creek on every step--annoying at night. Maybe a few rugs could solve this issue. We really enjoyed the hot tub--relaxing.

Responds fast! avg. 2 minutes

Match: Sea view

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Price per night from

$479

Escape to Paradise --2 bedroom oceanfront condo on Coco Plum

Marathon apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Great condo with beautiful ocean views!!!!” We couldn't have picked a better condo and location!! Many great restaurants and bars only a few miles away. The pool was really nice overlooking the beach. The condo was nicely decorated and plenty of room for just the two us. Enjoyed sitting out on the screened in lanai having our morning coffee or in the evening having a cold drink listening to the waves and enjoying the light of the full moon reflect off the ocean. The Keys are truly a paradise and we will definitely be back and would highly recommend this condo and area to stay!!!

Responds fast! avg. 3 hours 32 minutes

Travelers’ Choice award

Match: Sea view

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Price per night from

$230

Oceanfront Condo at Ocean Pointe Resort

Tavernier condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Sea view

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Price per night from

$264

Coconut Beach

Key West apartment

1 bedroom / 2 bathrooms / sleeps 4

Match: Sea view

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Price per night from

$294

Peaceful ocean view retreat in the Florida Keys

Tavernier condo

1 bedroom / 1 bathroom / sleeps 4

Match: Sea view

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Price per night from

$212

Paridise Found

Tavernier house

3 bedrooms / 3 bathrooms / sleeps 13

Match: Sea view

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Price per night from

$771

Paradise In Marathon, FL Keys Large Oceanside Home

Marathon house

3 bedrooms / 3 bathrooms / sleeps 8

“Wonderful property. We had a great stay!” Super close to publix and boat ramp ($30 fee in and out) so convenient. Very nice accommodations. Wonderful to have the boat right out back

Responds fast! avg. 43 minutes

Match: Sea view

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Price per night from

$404

Islamorada Waterfront Paradise Getaway!

Islamorada house

1 bedroom / 1 bathroom / sleeps 2

“AMAZING!!!!!!!” Ewa and Peter were incredible hosts at this beautiful property. We felt right at home immediately and had so many activities to do plus Ewa and Peter had loads of great tips when we asked. The studio was so well stocked with all the essentials and then even the ones you forgot! It was wonderful to see a manatee swim up past the dock our first morning there. A very magical spot with generous hosts. It had everything we wanted and then some. After a week there and driving around the whole Keys it was 100% the most perfect choice for us. I miss those hammocks!

Responds fast! avg. 1 hour 44 minutes

Match: Sea view

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Price per night from

$280

Fandango

Cudjoe Key house

5 bedrooms / 3 bathrooms / sleeps 14

Responds fast! avg. 2 hours 52 minutes

Match: Sea view

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Price per night from

$658

Shipyard-1/2 Block Duval Street

Key West townhouse

2 bedrooms / 1 bathroom / sleeps 6

Match: Sea view

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Price per night from

$247

Venetian Tropics 3 bedroom pool home on sailboat canal weekly vacation rental

Islamorada house

3 bedrooms / 3 bathrooms / sleeps 8

“Comfortable home for family get-together” Positive experience overall: Our family of six adults had a tropical-feeling destination Christmas here. The house easily accommodated all of us, and we enjoyed the wrap-around porch and pool. We appreciated the commodious kitchen with a two-tier dishwasher and side-by-side refrigerator with ice/water dispenser. Having a washer and dryer on the premises was very helpful, since guests are requested to wash linens and towels before departing. Some drawbacks: the house did not come equipped with adequate staples, such as paper products, laundry detergent, and garbage bags, so be prepared to purchase these. There are no beaches or stores within walking distance. On a couple of nights, noisy neighbors talking on the street woke us up. (In general, though, the area is quiet.)

Responds fast! avg. 34 minutes

Match: Sea view

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Price per night from

$637

LICENSED MGR. - 2 KING BEDS! - OCEANFRONT LUXURY/BEACH! - TOTALLY REMODELD UNIT!

Key Largo apartment

2 bedrooms / 2 bathrooms / sleeps 7

“great place with a view .” Wow! What a great relaxing time we had! The 2/2 condo was great, very clean and comfortable. Has everything needed to a week long or longer stay.The view from the balcony was great overlooking the marina to the south and sunsets to the west. . The location was very private and had a very laid back atmosphere. Everyone we met there was very friendly. Dining in the area is also great place. We can't wait to come down here and and do this again. We might even bring our kids.

Match: Sea view

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Price per night from

$212

East Sister Rock Island

Marathon Shores house

3 bedrooms / 2 bathrooms / sleeps 8

Match: Sea view

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Price per night from

$1,558

Good Times and Tan Lines - (New Listing) Deluxe Renovated Ocean View 2B/2B Condo

Tavernier condo

2 bedrooms / 2 bathrooms / sleeps 6

Match: Sea view

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Price per night from

$254

Key Largo Breezy Palms Turquoise Ocean,Fishing Fun,Beach,Pools,Free WiFi

Key Largo apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Great place to stay” We stayed at Sally and andrew´s place for a week. When we looked for a place to stay, we wanted a place not to far of Key West and Miami, and this place was just great! There were lots of places to eat out, things to see, and Key West and Miami was not to far away. The apartment was great, Andrew was too! Everthing regarding the stay were done in a professionel way. Both before the stay and after. The way of paying could have been easier though, but that is not a big problem We had a great time, all four of us visiting from Norway. If anyone should ask me where to stay in that erea, I have absolutely no problem telling them about Sally and andrew´s place! Ps: Make shure to have the time to eat at Mrs Mac´s Kitchen...

Responds fast! avg. 3 hours 36 minutes

Match: Sea view

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Price per night from

$218

Sunset Catch- Gulf Front Home Incredible Views Pool Dock private and spacious

Grassy Key house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 38 minutes

Match: Sea view

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Price per night from

$556

***NEW 3D Tour Indigo Reef Luxury Villa Exquisite "Latitude Adjustment"! #33

Marathon villa

3 bedrooms / 3 bathrooms / sleeps 6

Match: Sea view

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Price per night from

$225

Enjoy the Florida Keys!

Tavernier condo

1 bedroom / 1 bathroom / sleeps 2

Match: Sea view

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Price per night from

$184

Beautiful Captain's Cove

Islamorada villa

3 bedrooms / 2 bathrooms / sleeps 6

Match: Sea view

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Price per night from

$418

Tiki Too Townhouse, 2 blocks from Duval,Pool, Bikes

Key West townhouse

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 33 minutes

Match: Sea view

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Price per night from

$360

Inviting family home on deepwater canal, close to beaches!

Marathon Shores house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 minutes

Match: Sea view

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Price per night from

$280

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