Vacation Rentals & House Rentals in Florida Keys

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52 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 13 minutes

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$236

Private Home, with Beach Access, Best Value in the Keys

Key Largo house

2 bedrooms / 2 bathrooms / sleeps 6

“Perfect house for casual getaway” We wanted a clean and comfy place to stay for a long weekend that would be close to everything. This house had everything we wanted and more. We brought our 2 year old with us and felt like it was exactly the cozy and safe place we needed. If we weren't relaxing on the front or back deck, there were a number of board games that entertained us while our child napped. The owner was pretty quick to respond to any questions we had. We hope to stay here again for future getaways!

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$75

Ocean-Front Caribbean Home.

Islamorada house

3 bedrooms / 3 bathrooms / sleeps 8

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$1,723

Casa Del Sol, a Key West Vacation (Truman Annex)

Key West house

2 bedrooms / 3 bathrooms / sleeps 6

“awesome” the condo was beautiful. very good location. 2 suggestions. the grill did not have gas . the bed that opens up to king. not so much, mattress is 2 different heights and slides if you try to sleep on it. very very uncomfortable.

Responds fast! avg. 1 hour 14 minutes

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$230

Tropical Escape

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Very comfortable and all around great place to stay.” It was very clean, comfortable and homey. The pool was great and it's very close to Key West and a beach. We really enjoyed our stay. Provided plenty of towels, pool accessories, kitchenware, etc.... No complaints.

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$247

Conch Key Villas Unit 1, Quiet, Clean with Awesome VIews in Paradise

Conch Key apartment

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 23 minutes

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$189

THE PERFECT GETAWAY

Islamorada house

4 bedrooms / 3 bathrooms / sleeps 10

“The owner was understanding and worked with us” I was scheduled to rent from Dec 29th to Jan 4th and expected 7 friends to join me. For multiple personal reasons four of the seven had to back out and it is not the place you want to be without the full group. I was very concerned and as soon as I knew there would only be three of us I contacted the owner and explained what had happened and asked if I could reschedule. He immediately responded that he would be willing to reschedule. Not only have I told my guests, but several friends who frequently rent in the Hilton Head/ Daufuskie area how accommodating this owner has been. We are looking forward to our visit there.

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$460

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. 28 minutes

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$608

Ocean Front Condo - Lovely View

Marathon apartment

3 bedrooms / 2 bathrooms / sleeps 8

“Fabulous Quiet getaway in Marathon!!” We had a wonderful stay at this vacation rental owned by angela McCann. The pool was very warm and clean and the whole property was well maintained and the view from the condo as fabulous of the ocean and pool. The unit was very well equipped for everything. we cooked some gourment meals for sure while also enjoying local restaurants she had informed us of. All and all a wonderful stay and great owners!! Will refer friends for sure!

Responds fast! avg. 2 hours 13 minutes

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$295

Oceanfront 2 Bedroom 2 Bath Condo Key West Florida

Key West apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Perfect location and great value!” From the moment we arrived, this condo was everything we wanted without breaking the bank. We spent days looking for a place in Key West for Christmas week. What was available was crazy expensive, so to be honest when we found this place for the price we were slightly apprehensive. It is close to everything, the check-in and check-out were easy, the people who live in the complex were very friendly and welcoming and always willing to offer advice on where to go and what to do. Everything worked and was clean and we could not have asked for a better vacation. Can't wait to go back!

Responds fast! avg. 1 hour 4 minutes

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$320

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. 2 hours 17 minutes

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$401

Manatee Haven

Marathon house

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 1 hour 39 minutes

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$288

Gulf View Three - 3 bedroom, 3 bathroom, Gulf Side

Marathon house

3 bedrooms / 3 bathrooms / sleeps 8

“Paradise Getaway...” My Husband and I were more than thrilled to take our vacation at the Fisherman's Haven with Dock. Right on the inlet he was able to fish and enjoy the beautiful scenery Fishing license was easy to obtain from the local Kmart just south. We were able to grill out and enjoy eating outside or dine in the beautiful and very accommodating Kitchen which was fully stocked with more than one could need. Everything was very clean.! Having a washing machine was perfect. Beds very comfortable also. We were able to drive to various Keys and enjoyed Key West so much we went twice. Thank You Rent my Island for an a+ and 5 star *** Experience!!! Ps Sharky"s just south on a! has .25 wings and shrimp from 4-6! We will definitely come back!

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$427

Licensed Manager W/10 Rentals Available - 3/3 Villa - OCEANFRONT BEACH RESORT!

Key Largo villa

3 bedrooms / 3 bathrooms / sleeps 8

“Key Largo vacation” I along with my group were very pleased with the accomodations and the location. Felt extremely safe with the gated community. Fernando was extremely friendly and helpful with prompt email replies to all questions. I have never stayed in such a rental property, but will cetainly do so in the future. It was wonderful to not have to eat out for all meals and all possible cooking utensils were available.

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$201

Seaside Place Key West FL 5 Bedroom House 4 Baths

Key West house

5 bedrooms / 4 bathrooms / sleeps 12

“Paradise in Paradise” Just returned from a marvelous vacation in Key West. While the tan is already starting to fade, the memories of our stay at Seaside Place remain vivid. We absolutely loved this house. It is very charming and offers all the amenities you'll ever need and then some, from a kitchen that Julia Child would not have found wanting, gorgeous, large rooms each with its very own character, spacious communal dining areas and a beautiful large pool with romantic lighting, a soothing waterfall feature and total privacy. The owners' love for providing the best experience is evident in every detail, from the painstaking labeling of all switches and outlets to the folders of carefully compiled information about where to go, and what to do and see. The house is just a block from the quiet end of Duval Street (there is such a thing), yet far enough removed from the Key West bar scene responsible for the prevailing serious shortage of liver donors. We thoroughly enjoyed every minute of our stay and can't wait to return soon. And we can't help but think that if Hemingway had stayed here he might still be alive today

Responds fast! avg. 3 hours 1 minutes

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$1,260

Our Kozy Key - Paradise FUN at your door.

Key Largo apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Cozy and Convenient” The townhouse was located right outside the pool and private lagoon which was perfect for traveling with small children. The place was clean and fresh smelling and the decor is bright and inviting as a beach house. There were more than expected amenities which made our stay as comfortable as being at home.

Responds fast! avg. 3 hours 10 minutes

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$144

Islamorada 2-bedroom Condo

Islamorada apartment

2 bedrooms / 2 bathrooms / sleeps 6

“Fantastic Views” This 6th floor unit has all you need for a relaxing vacation. Close proximity to local attractions and fantastic Seafood Restaurants. The Hospital is one mile from the condo and has an excellent rehab and emergency. The complex has a private heated poool, work out room and sauna. The grounds are cleaned every morning and the manager responds to needs promptly. We will again stay here in 2013. repeat customers. That will be our 6th year in a row at Sea Gulls.

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$185

Waterfront Home w/EZ Ocean Access*Boat Slip*Roof Top Deck*Hot Tub*28 nt min

Key Largo house

3 bedrooms / 4 bathrooms / sleeps 6

“Great Key Largo Rental” We rent homes on the water in the Keys frequently. By far this is the best home we have rented. House is immaculate, fully equipped,and only a short ride to the ocean. On water gas super close. Restaurants within walking distance. Management company is awesome, very responsive and prompt.

Responds fast! avg. 2 hours 52 minutes

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$183

The Banyan Resort at Key West

Key West apartment

2 bedrooms / 1 bathroom / sleeps 6

“Wonderful week at The Banyan Resort!!” My husband and I recently stayed in a 2 bedroom/1Bath unit at The Banyan Resort and we were extremely pleased with everything!! Everyone we encountered from the front desk, housekeeping, grounds personnel and other guests were warm and welcoming! The unit was very spacious and comfortable and you can"t beat the location. It's within walking distance of all attractions and Fort Zachary Taylor State Park. The owner was very responsive to all of my questions and a pleasure to work with and we look forward to being repeat guests at The Banyan Resort.

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$263

Bay Front Beauty/ Summer Sea Must See!!!!

Islamorada condo

1 bedroom / 1 bathroom / sleeps 4

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$87

Licensed Manager W/10 Rentals Available - 2/2 Suite - #1 KL OCEANFRONT RESORT!

Key Largo villa

2 bedrooms / 2 bathrooms / sleeps 6

“Beautiful condo in a great location” The Mariners Club has great potential. Jose made our stay as comfortable as possible with some great entertainment recommendations! Unfortunately not all the amenities listed were functional due to hurricane damage but we still had a great time. I would definitely come back to this location, but not until it was fixed up.

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$201

OCEANFRONT pool30'Dock,7niteMin, 6ppl max,sorry no pets STANDADrate$465/nite

Islamorada house

3 bedrooms / 4 bathrooms / sleeps 6

“Great Family Vacation Spot” House and property were exactly as represented. Excellent communication by owner and everything went perfectly. Multiple balconies and plenty of areas to soak up the sun or conveniently get out of it for a book or a siesta. Very clean and refreshing pool, kids caught fish and petted a manatee right off the dock, and central location was great for day trips in the Keys. Grill worked perfectly for grilling tuna and burgers, kitchen was well stocked. Even had a very friendly iguana return daily to beg fruit and sunbathe. Had a great family vacation and hope to return again!!!

Responds fast! avg. 3 hours 31 minutes

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$535

CHARMING KCB POOL COTTAGE, PVT POOL,46 FT DCK,WIFI

Key Colony Beach cottage

2 bedrooms / 2 bathrooms / sleeps 4

“Paradise” We can't say enough about your home. It was clean, comfortable and the pool was amazing. The only thing I found wrong with our vacation is that we didn't stay longer. This house has all the amenities you could want and more. See you next year!

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$201

A Touch of Bermuda in Key West

Key West house

2 bedrooms / 2 bathrooms / sleeps 6

“Lovely Home and Great Location for our Key West Vacation” We had a great time at The Touch of Bermuda Cottage on Truman annex. We knew this was a good location from previous trips, and we also knew we wanted to find an individual home with all the amenities we needed for our stay in Key West. The Cottage certainly fitted the bill. It was very spacious, well equipped, with lots of homely touches, and had a nice private back yard where we could breakfast in the morning or come back after a long day to relax in the evening. On two floors so plenty of privacy for our party, and 2 bathrooms which isn't the case with every 2 bed property in the annex. The owner, Jack, was very responsive and helpful before we arrived and real pleasure to deal with. The Cottage is close to the Truman entrance, so easy to walk to all the main attractions, but far enough away to be nice and quiet after dark. The communal pool is a very short walk away down the back path. Overall it's a good rental property in a well kept development. We would go back there.

Responds fast! avg. 2 hours 21 minutes

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$402

The Enchanting Seahorse

Key Largo house

3 bedrooms / 3 bathrooms / sleeps 6

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$373

“We thoroughly enjoyed our stay.” My wife and I would highly recommend The Sunrise Getaway House in Marathon. The accomodations were everything we wanted in our trip and more. The location was excellant and the view fantastic! We also found the cooperation of the owners to be exemplary. We thoroughly enjoyed our stay, and hope to return again in the near future.

Responds fast! avg. 1 hour 12 minutes

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$493

Twin Dolphins on Shelter Bay

Key Colony Beach house

6 bedrooms / 5 bathrooms / sleeps 14

“Better than the pictures!” Vrbo from Homeaway You Have a Review! A new review has been submitted for your property and will be automatically posted within 2 days. The review is displayed at the bottom of this message. We encourage you to submit an owner response to all reviews which will be displayed with the review on the website. Responding to a review gives you an opportunity to make additional comments about your property. Respond Now Review #5651360 Great vacation! I wanted to send an email thanking you and you staff for the help in making this rental possible. We had a wonderful time and the place was amazing. The pictures and description of the place on the website are great but the house is so much more than was described. It was a really big part in making the trip we had amazing. Thank you again for all of your help. We will definitely be going back and hope to be able to use your company in making it happen again. I can't thank you enough. We are still talking about the great time we had and how great he place was. Erik

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$371

Paradise Can Be Cheap!!!

Key Largo house

4 bedrooms / 3 bathrooms / sleeps 12

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$153

Florida Keys Oceanfront Paradise

Long Key apartment

3 bedrooms / 3 bathrooms / sleeps 8

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$192

The Mermaids House, Historic Old Town Key West

Key West house

2 bedrooms / 1 bathroom / sleeps 4

“Beautiful Home in Old Town Key West” Mermaid House is conveniently located in the heart of Old Town yet when you are there you are in your own private paradise. The house is beautifully appointed with anything you could need during your stay and has ample space for four people. It was the perfect spot for our stay in Key West and we plan to stay again when we return to the area. Thanks to Barbara for making us feel welcome and for sharing her beautiful home with us.

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$288

3 Bedroom Oceanfront Condo Key West

Key West apartment

3 bedrooms / 2 bathrooms / sleeps 6

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$345

Escape to Paradise

Key Largo house

4 bedrooms / 4 bathrooms / sleeps 8

“Fabulous!!” We booked this beautiful house for our first week in the Keys. We had a group of adults and kids who went down for the week and we took our boat. This beautiful house had plenty of space for all of us and a ton of outside space to enjoy. The access to the water was easy on both the Gulf and Atlantic side. The amenities provided with the house or perfect. There was actually more than we usually find in a rental house. We had a few minor issues with the house that were taken care of very promptly by the owner. We will definitely be back next year.

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$241

AZALEA WARTERFRONT

Islamorada house

3 bedrooms / 2 bathrooms / sleeps 6

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$172

Beautiful Private Home with Beach Access

Key Largo house

2 bedrooms / 1 bathroom / sleeps 6

“Great place for a family” Wonderful place to stay! My family of 5 enjoyed the clean rooms and full kitchen. Easy access to private beach, restaurants, grocery store. Very safe neighborhood. The house was fully provided for our stay, Great access to John Pennycamp and the Everglades. We would definitely stay here again. Daniel A. was very easy to work with. We enjoyed coming home after a busy day of snorkeling to make supper and lounge on our own deck or wander down to the private beach to enjoy the evening. Having this home made our vacation very relaxing and enjoyable.

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$69

Relaxing Getaway (REDUCED) in Key Largo

Key Largo house

4 bedrooms / 2 bathrooms / sleeps 8

“Awesome! Will stay there again and again.” What a great place in Key Largo. Plenty of room and a great location. Right across from Publix and near all of the fun. We rented a boat from Pennicamp which was a short ride away. This place is perfect for a family. Each kid had their own bedroom and my daughter loved the trundle! There is a boat ramp and beach area that is perfect for relaxing or having a picnic. The owner was so nice and always responded to my questions. Can't wait to go back. We will be adding this to our annual vacation. Way better than a hotel!

Responds fast! avg. 2 hours 23 minutes

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$134

'SANDY BEACH' Key Largo,Fl. Luxury Vacation Rental

Key Largo house

3 bedrooms / 3 bathrooms / sleeps 10

“Amazing Place! Must See.” We had an amazing week at this Home. Very comfy, with outstanding beach and views. Close to Miami and close to paradise. I would recommend this house to any family, couple or friends who wish to get away and relax at their own private sandy beach. I would come back any time!!! Excellent deal!!

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$1,149

Paradise Palms

Summerland Key house

3 bedrooms / 2 bathrooms / sleeps 6

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$152

Tropical Retreat With Sandy Beach

Key Largo villa

2 bedrooms / 2 bathrooms / sleeps 6

“Lobster season trip” Beautiful villa had everything we needed and the location was perfect. We came to experience the lobster season. Brought our own boat once we found a public ramp at the Caribbean Club we were able dock our boat behind the villa and that made our boat trips so much easier. Absolutely loved Key Largo.

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$287

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