Florida Keys Vacation Rentals

(286 rentals)
Searenity Canal Front

2 BR | 2 BA | Sleeps 8 | Quick View

1

Distance to beach: 5 miles to Coco Plum Beach

$290

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

Searenity was just recently renovated and is a brand new ground level vacation rental! A direct shot to the Gulf in about two minutes and nestled in a nice quiet neighborhood on Dolphin Drive in Marathon, this home is in a great central location, not far from Publix Supermarket, all the restaurants and ...

View all property information

Property Type

Marathon House

"Searenity !"
Reviewed February 15, 2020

One Month of pure bliss ! From the moment we walked in to the Dolphin Drive home we fell in love ! We felt immediately comfortable and at home ! Clean , spacious with every amenity needed for your home ...

See all reviews

Show less

4Bed/3bath, Tiki Hut, Canal,Cabana Club &INCH BEACH

4 BR | 3 BA | Sleeps 8 | Quick View

2

Distance to beach: 0.9 miles to Cabana Club

$250

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Rentals by Owner

About this property

ENJOY OUR HOME with 5 STAR REVIEWS & TIKI HUT, Open Water Access 5 minutes NEW WHITE kitchen with QUARTZ COUNTERTOPS, NEW STAINLESS STEEL APPLIANCES (photos coming soon),TOTALLY REDONE AFTER HURRICANE IRMAPerfect home for a Family Gathering, or Extended Family Get Together, or Families ...

View all property information

Property Type

Key Colony Beach House

"Great and comfortable stay!"
Reviewed December 30, 2019

The home was well equipped and comfortable! Homeowner very easy to work with and eager to help in any way possible to make stay perfect!

See all reviews

Show less

Keys only real beach front home in the Keys

$536

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Rentals by Owner

About this property

Sea Vista EstateStay in a beautifully appointed villa or cottage located directly on the Atlantic Ocean. Only a 15 minute drive to Key West's history, restaurants and nightlife, this tropical retreat known as Sea Vista, is as serene as a private island.Enjoy full use of direct TV channels, free ...

View all property information

Property Type

Sugarloaf Key House

Show less

Islamorada Beachfront Apartment - Great Sunsets! Private Beach!

$171

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Oceanfront
  • Rentals by Owner

About this property

The Jetson's House apartment (Located on the prestigious White Marlin Beach - which is considered one of the nicest natural sand beaches in the Florida Keys) features great swimming, snorkeling, and spectacular sunsets right off the beach! Have fun exploring an artificial reef! What makes the beach ...

View all property information

Property Type

Islamorada Apartment

"Beautiful beach"
Reviewed February 10, 2020

Jerry and Lisa are wonderful host. The small apartment was very neat and clean. Jerry can tell you many interesting things about Islamorada. Many wonderful places to eat in the area. Walking, biking, ...

See all reviews

Show less

Palm Villa Key West's only real beach house, private and gated.

$471

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Beachfront home located on privately owned Sugarloaf Beach. This gated estate offers 350 feet of private beach and 4 acres of tropical gardens. The gardens have tropical plants and bananas that have been collected from all around the world. This 2 bedroom home is beautifully and fully furnished with central ...

View all property information

Property Type

Key West House

"Paradise in the Keys!!"
Reviewed April 7, 2019

Our vacation to Sugarloaf Key was amazing!! The location is perfect with stunning views of the water. The fishing off the pier was good. You could catch all the Snapper you wanted. The beach area was ...

See all reviews

Show less

Cozy Castaway

2 BR | 2 BA | Sleeps 6 | Quick View

2

$225

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Private Pool

About this property

Luxurious townhouse condo with 2 bedrooms, 2 and a half baths with Gulf views. Open floor plan with a large living area, dining and kitchen all wide open for great socializing! There is a queen size sofa sleeper in the living area for extra guests. 50 " Flat screen TV in the main living area. There ...

View all property information

Property Type

Marathon Condo

"Marathon and Manatee's"
Reviewed January 7, 2020

Oh my goodness, what a lovely home. So tastefully decorated, warm and inviting. We absolutely loved our stay and the home. We were entertained by the amazing manatees in the intercoastal waterway behind ...

See all reviews

Show less

Islamorada Luxurious Private Sandy Beach Access Tiki Huts Hammocks & more

3 BR | 2 BA | Sleeps 6 | Quick View

6

Distance to beach: 0.5 miles to White Marlin Beach

$457

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Rentals by Owner

About this property

House, 3 Bedrooms, 2 Baths, Sleeps 6Villa Marlin , 122 Nautilus Drive, Islamorada, Florida Keys mile marker 74.5 bay side, White Marlin Beach located 75 miles south of Miami and 75 miles North of Key West. It has three bedrooms, two bath, private home totally renovated and remodeled, new furniture ...

View all property information

Property Type

Islamorada House

"Best vacation ever!"
Reviewed July 3, 2019

We stayed at Villa Marlin for 2 weeks this June and it was wonderful! The house is equipped with everything you could possibly need for the perfect vacation. The ice machine and bait freezer were a real ...

See all reviews

Show less

Pearl of Key West

3 BR | 2 BA | Sleeps 6 | Quick View

$1

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly

About this property

This home is meticulously cared for and will not disappoint! One story living with an open airy feel in all living and entertaining areas while bathrooms are easily accessible and bedrooms are tucked away for privacy and serenity. Indoor entertaining will not be an issue for the kitchen is newly and beautifully ...

View all property information

Property Type

Key West House

Show less

"Southard Comfort"

2 BR | 2 BA | Sleeps 6 | Quick View

4

Distance to beach: 1 miles to Fort Zachery Taylor State Park

$160

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

924 Southard Street... an Old Town cottage made famous by Country Home magazine! Featured in Country Home , in June 2001, this one-of-a-kind cottage was formerly owned and decorated by well known decorator Mary Emmerling. Southard Comfort is perfect for the guest who wants to feel like a local and enjoy ...

View all property information

Property Type

Key West House

"Loved It"
Reviewed February 20, 2019

We've been coming to Key West almost every year since 1986, staying for longer visits as we've left more and more of work behind. We spent a month here in 2018 and loved it. Due back this April. The front ...

See all reviews

Show less

Private beach estate.Dock and pool

$407

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Private Pool
  • Rentals by Owner

About this property

The Sand dollar is a 3 bedroom, 2 bath home built within feet of the Atlantic Ocean with 180 degree ocean views.The property is a 5 acre gated private estate located within the Florida Keys National Wildlife Refuge.Fishing and diving just steps outside your door. Then at night, Key West is just ...

View all property information

Property Type

Sugarloaf Key House

Show less

Anchors Away

2 BR | 2 BA | Sleeps 4 | Quick View

$107

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

Welcome to Anchors Away vacation home on Big Pine Key. A simply delightful and cozy home.The exterior is out of this world with a large heated swimming pool, large double outdoor shower and beautiful dock area .The interior is recently updated with hardwood floors and soothing colors. The kitchen ...

View all property information

Property Type

Big Pine Key House

Show less

Canal apartment overlooking beach with exclusive occupancy in private home

$143

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

The apartment is in a house on the canal and across from the beach with beach access. It is situated on the ground floor of a two storey Keys house where you would be the only residents. All the amenities would be yours and you would have space, tranquility and privacy in the tropically planted landscape. ...

View all property information

Property Type

Islamorada Apartment

Show less

Island Conch Cottage

2 BR | 1.5 BA | Sleeps 4 | Quick View

5

Distance to beach: 0.5 miles to Anne Beach

$125

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Rentals by Owner

About this property

Island Conch Cottage A quaint ground level conch style cottage located at the end of a private street in a very quiet setting. Cottage and grounds have privacy fence and gate. The grounds are displayed as a sand beach setting. This property has 60’ of canal frontage located on an extra wide canal ...

View all property information

Property Type

Islamorada House

"Great Location for multiple outdoor activities"
Reviewed November 20, 2019

This has all that you need for 4 people. Great boat dock for those that have one or will rent a boat. Super easy access to ocean and the same for gulf side. You can fish any wind because of the location. ...

See all reviews

Show less

Breezy Palms

4 BR | 3 BA | Sleeps 10 | Quick View

$414

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

This spectacular home has everything you will need to enjoy paradise! Situated in a very quiet and desirable neighborhood close to the beach and shopping. This home is a private oasis with mature landscaping on both sides, the golf course on the street side and only mangrove fringe across the canal. private ...

View all property information

Property Type

Marathon House

Show less

Waterfront Hideaway. Cute waterfront home with a Bohemian Island feel!

2 BR | 1 BA | Sleeps 4 | Quick View

Distance to beach: 3 miles to Sombrero Beach

$97

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly

About this property

This house is a 2 bedroom, 1 bathroom newly renovated waterfront half duplex. There's a screened in porch, so you can relax in comfort on the water and is 24' of dock space. There's a BBQ grill, 2 kayaks, Cable TV, WIFI, dishwasher, washer/dryer, and all the amenities of home. The house was undamaged ...

View all property information

Property Type

Marathon House

Show less

ANOTHER DAY IN PARADISE

3 BR | 2 BA | Sleeps 6 | Quick View

$233

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

It’s more than just another Day in Paradise, it’s an incredibly wonderful and memorable vacation stay in the fabulous Florida Keys!Please come stay with us in this large 3 bed 3 bath heated and chilled pool home on deep water canal in Summerland Key. Entering the home by way of the 2 story ...

View all property information

Property Type

Summerland Key House

Show less

Bougainvillea Villa Key West-monthly rental on water with private pool & dock

3 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to beach: 4 miles to Smathers

$233

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly
  • Private Pool
  • Rentals by Owner

About this property

MONTHLY RENTALS ONLY We purchased Bougainvillea Villa in late 2014 as our future retirement home. The villa was built in the early 1960’s and our neighbors tell us that at one time Jimmy Buffett’s manager owned and lived in the home. It has always been a private home, and was renovated and ...

View all property information

Property Type

Key West House

"Beautiful Bougainvillea Villa"
Reviewed February 27, 2018

Nothing is missing from this very clean and very well organized beautiful home situated on a wide lagoon. For us, the highlight is the superb view of the wide lagoon from the window wall across the entire ...

See all reviews

Show less

Sombrero Heaven

4 BR | 3 BA | Sleeps 10 | Quick View

$321

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool

About this property

"SOMBRERO HEAVEN" ~ Rent one side or both! Brand New, Designer Decorated and Perfectly Appointed 4-Bedroom (1 King, 3 Queens), 3-Bath Private Heated Pool Villa with Neighborhood Ocean Front beach and Second Story Screened Balcony that Over Looks Private Pool and Canal! Everything you need for ...

View all property information

Property Type

Marathon Villa

Show less

Hidden gem 2/2 villa, stunning waterfront views, boat ramp & free dockage!

2 BR | 2 BA | Sleeps 4 | Quick View

10

Distance to beach: 5 miles to Anne's Beach

$214

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pet Friendly
  • Rentals by Owner

About this property

2 Queen Beds, sleeps 4 + (1 Bedroom / 1 Murphy Bed)/ 2 BathroomsDock your boat up to 26 ft.The "Nest" is located bay-side at Mile Marker 82.3 in beautiful Islamorada. The Villa is a privately owned condo residence (one of only 7 units) which is wonderfully maintained and a true hidden ...

View all property information

Property Type

Islamorada Condo

"More than a gem"
Reviewed January 2, 2020

The home was exactly as described but better. Every detail was attended to including instructions on how to use everything right down to the remote controls. Exceptional use of space with comfortable ...

See all reviews

Show less

Panoramic Ocean View, Pool, Hot Tub, Tennis & Fishing

2 BR | 2.5 BA | Sleeps 6 | Quick View

Distance to beach: 5 miles to Sombrero Beach

$328

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Oceanfront
  • Pool

About this property

Entering our luxurious condo, you will be impressed with expansive ocean views, literally from every room. Corner-sited and on the 1st floor (above parking), the wrap around private balcony, with all-new wicker lounge furniture, is but a stone toss to the ocean. Travertine tile floors and granite counters ...

View all property information

Property Type

Key Colony Beach Condo

Show less

sea oats beach

5 BR | 5 BA | Sleeps 14 | Quick View

$180

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Oceanfront
  • Private Pool
  • Rentals by Owner

About this property

One of the only white sandy beaches in the Fl Keys and 1 mile whole of it!Newly built,state of the art,beautifully done 5 bedroom home, 4 master suites w/ king beds and facing open water! Magnificent indoors and out! Each bathroom is exquisite,very large stone,glass and hand picked tiles. The ...

View all property information

Property Type

Islamorada House

Show less

Waterfront/Open Gulf Access/Dock/Pool/Spa/Wraparound Deck View of Sunset,Sunrise

3 BR | 2 BA | Sleeps 8 | Quick View

1
Owner special: Reduced May 9-16, 2020

$229

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

With quick, easy access to the Gulf and Atlantic Ocean, this home is perfect for fishing, snorkeling and boating. This three-bedroom, two-bath home, which sleeps eight, has a 60-foot dock with ample room for your boat. It is only one house away from the mouth of a deep-water canal that leads directly ...

View all property information

Property Type

Marathon House

"Great location"
Reviewed October 14, 2019

Our visit was a two week stay in a really great location. Now first the bad, ok now that that's out of the way let's get on to the great! First off the location to the open water and dock are perfect, ...

See all reviews

Show less

Conch Cottage Key West's only real beach house

$414

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

Stay in a beautifully appointed villa or cottage located directly on the Atlantic Ocean. Only a 15 minute drive to Key West's history, restaurants and nightlife, this tropical retreat known as Sea Vista, is as serene as a private island.Enjoy full use of direct TV channels, free current video library ...

View all property information

Property Type

Key West House

Show less

Southard Street - Queen Conch

4 BR | 4 BA | Sleeps 8 | Quick View

$750

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet, historic compound offers three separate vacation suites sharing a lush, large, sunny pool, or combines for a wonderful four bedroom retreat.Downstairs there is a large, open floor plan with living ...

View all property information

Property Type

Key West House

Show less

Immerse yourself in "The Keys Life" Ask About Our Winter Getaways

$167

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly

About this property

Minimum 28 or more days rentalLocated at Mile Marker 90 Ocean Side just minutes to the ocean or bay! Immerse yourself in "The Keys Life" from this Three Bedroom 2.5 Bath waterfront home on a wide canal just off Tavernier Creek enjoy the best boating in the Florida Keys. This desirable location ...

View all property information

Property Type

Tavernier Apartment

Show less

Lovely, oceanfront 4 bedroom, 3 bath home

4 BR | 3 BA | Sleeps 10 | Quick View

3

Distance to beach: 4 miles to Sombrero

$536

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Private Pool

About this property

Lovely, oceanfront 4 bedroom, 3 bath home. The main house is three bedroom, two bath with the kitchen, living and dining area. The master bedroom has a king size bed, the first guest bedroom has a queen and the 3rd bedroom has two sets of bunk beds with full size on the bottom and twins on the top. Then ...

View all property information

Property Type

Marathon House

"Little bit of paradise"
Reviewed March 25, 2019

We thoroughly enjoyed our stay at this vacation home. There are a few things that could be addressed. However our overall consensus was a very positive experience! We would stay here again.

See all reviews

Show less

South Creek Crab Shack

4 BR | 3 BA | Sleeps 8 | Quick View

$321

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Named for the owners who live in North Creek and love to crab, this beautiful Villa with it's welcoming coastal decor makes for a peaceful vacation home in the perfect location! Enjoy views from the upstairs porch with your coffee in the morning and cooking out on the patio by your private pool with your ...

View all property information

Property Type

Marathon House

Show less

Upscale Home in Truman Annex!

1 BR | 1 BA | Sleeps 3 | Quick View

1

Distance to beach: 0.3 miles to Ft. Zachary Taylor

$1

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Pool

About this property

This upscale home has been meticulously renovated with our guests' complete comfort in mind. Located in the gated community of Truman Annex: a popular and beautifully landscaped community in Old Town Key West. Enjoy the peaceful tropical landscape and pool while only 2 blocks from the excitement of Duval ...

View all property information

Property Type

Key West Condo

"Destination Wedding/Honeymoon"
Reviewed January 11, 2020

This was our first experience staying in a condo instead of hotel and we could not have made a better choice! We got married on Smathers Beach December 5th and stayed 6th-12th. This condo is lovely and ...

See all reviews

Show less

SUNSET BAY

2 BR | 2 BA | Sleeps 4 | Quick View

2

$271

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Oceanfront
  • Pet Friendly

About this property

Welcome to Sunset Bay, where you’ll experience the most glorious sunsets! Located on tranquil Big Torch Key, Sunset Bay is situated on the open water of Niles Channel, Gulf side. This home is an outdoor lover’s delight! Situated on a large parcel with a long grassy tree-dotted front yard, ...

View all property information

Property Type

Big Torch Key House

"Wonderful relaxing vacation home"
Reviewed July 14, 2019

We recently stayed at the Sunset Bay home and couldn’t have been happier with the rental. Never having rented a home in the Keys I wasn’t sure what to expect but the Action Keys realty team was efficient ...

See all reviews

Show less

Tree House

3 BR | 2 BA | Sleeps 6 | Quick View

$429

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

Welcome to the Tree House on Ramrod Key. This home is a delightful Florida Keys get-a-way. This home is roomy and spacious to please the whole family. The combination kitchen, dining and living room is just perfect for everyone to gather around and make super cocktails and snacks while planning the adventures ...

View all property information

Property Type

Ramrod Key House

Show less

The 6 bedroom Duval Street Compound

6 BR | 6.5 BA | Sleeps 16 | Quick View

Distance to beach: 0.3 miles to Ft Zachary Taylor

$1250

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

Perfect location and great for entertaining! In the heart of Old Town Key West just steps from restaurants, bars, theaters and shops, this sprawling six bedroom, seven bath compound has two private heated swimming pools, endless porches, terraces and a huge, fabulous decks that overlooks the action on ...

View all property information

Property Type

Key West Villa

Show less

Key Colony Beach House with Cabana Club membership

2 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 0.6 miles to Cabana Club

$195

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool
  • Rentals by Owner

About this property

This is a spacious, canal waterfront, open layout, 2 bedrooms, 2 baths, ground level home that can accommodate up to 6 guests with plenty of room to spare. It is a short walk from multiple restaurants, bars, waterfront parks, and the Cabana Club. We are located on the ocean side, however you will have ...

View all property information

Property Type

Key Colony Beach House

Show less

Privacy On Sombrero Beach With Heated Pool, Deep Water Dock, Ocean View

$571

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Private Pool
  • Rentals by Owner

About this property

Located on the Highly sought after Sombrero Beach area of Marathon, which is the beginning of the lower keys just 50 min from Key West is our Florida Keys Tropical Paradise . Less than a third of a mile to the Sombrero Beach and the Sombrero Beach Park, With a deep water concrete dock with ocean access ...

View all property information

Property Type

Marathon House

"Best bang for your buck!"
Reviewed October 23, 2018

Very nice, quite place! With lots of extras, We enjoyed the pool, water dock and the view! We recommend this location!

See all reviews

Show less

Private beach estate. Gated, tropical peace and quiet. Dock

$336

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Rentals by Owner

About this property

The Sea View Cottage is a 2 bedroom, 1 bath home built within feet of the Atlantic Ocean with 180 degree ocean views.The property is a 5 acre gated private estate located within the Florida Keys National Wildlife Refuge.Fishing and diving just steps outside your door. Then at night, Key West is ...

View all property information

Property Type

Sugarloaf Key House

Show less

Oceanfront condo with wi fi ,screened deck

$157

per night

View Details

Key Amenities

  • Air Conditioning
  • Beachfront
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Pool
  • Rentals by Owner

About this property

Oceanfront condo with large screened in deck . We have wi fi and great views. We have a pool . They are working on the grounds . 55” tv in living room and flat screen TVs in bedroom. It has a king bed and guest room is queen. There is a sofa sleeper in living room . We are away from the road ...

View all property information

Property Type

Tavernier Apartment

Show less

GONE FISHING

3 BR | 2 BA | Sleeps 6 | Quick View

$180

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

”Gone Fishing” is exactly where you will be during your vacation time at this pristine home on Summerland Key, just 23 miles to Key west and 25 miles to Marathon.Relax and enjoy cocktails and snacks by the heated and chilled swimming pool after a great day exploring all the treasures the ...

View all property information

Property Type

Summerland Key House

Show less

Canal Front 3/2 with Private Pool and Dock, Beach, Kayaks, Paddle Boards & Bikes

$299

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

"Coastal Key" ~ Georgous brand new home-just down the street from the street from Sombrero Beach. Beautifully decorated brand new home, has a private pool, private dock, fish cleaning station, bait freezer, outdoor TV in covered patio, gas grill, 4 bikes, 2 kayaks, 2 paddle boards! With 3 bedrooms, ...

View all property information

Property Type

Marathon House

Show less

Casa de Cuba

3 BR | 2 BA | Sleeps 6 | Quick View

$501

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool

About this property

Location! Style! Elegance! This beautiful home is the fabulous combination of everything a great vacation property should be. One half block to Duval Street in the historic district, the location can't be beat. The home's history is rich; neighboring the historic Gato Cigar factory which is now restored ...

View all property information

Property Type

Key West House

Show less

Villa Serena Duval Square

2 BR | 2 BA | Sleeps 4 | Quick View

$275

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pool

About this property

Open the door to Villa Serena and find yourself transported to a peaceful sanctuary. Recently renovated in February 2018, Villa Serena is the perfect space for your relaxing vacation.The downstairs living area is decorated in soothing cobalt and beachy sand tones and provides plenty of space for ...

View all property information

Property Type

Key West Condo

Show less

Direct Oceanfront Views at Sea Gulls

2 BR | 2 BA | Sleeps 4 | Quick View

1

Distance to beach: 4 miles to Harry Harris Park

$157

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Oceanfront
  • Private Pool
  • Rentals by Owner

About this property

Sea Gulls 511 is one of the nicest condos in the Islamorada area. It has been completely rebuilt following Hurricane Irma so everything about it is new, upscale, and extremely clean.The living area is open plan with a large island, full kitchen, and most importantly, a fabulous direct ocean view ...

View all property information

Property Type

Tavernier Condo

"Beautiful oceanfront view!"
Reviewed July 2, 2019

The location of the condo was very nice, there are plenty of restaurants and attractions to go to. If you are looking for a relaxing vacation this is the place to stay. We will be back in the future! Love ...

See all reviews

Show less

Chillax

4 BR | 3 BA | Sleeps 10 | Quick View

$321

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Private Pool

About this property

"Chillax" Vacation Rental ~ rent one side or both! It is a gorgeous brand new beautifully decorated 4 bedroom 3 bath canal front Villa (pull out couch)! With a private dock that can accommodate a boat up to 40', private pool, plenty of parking for cars and boat trailer and a two minute drive ...

View all property information

Property Type

Marathon Villa

Show less

Kawama Tower #306 - Year Round **Short Term Vacation Rental**

$136

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Oceanfront
  • Pool
  • Rentals by Owner

About this property

Enjoy Key Largo - A Year Round Vacation Paradise *** Short Term Rentals Available***The Tower at Kawama Yacht Club: This Ocean Front Property, set back from US1 affords a truly tropical, relaxed atmosphere…Perfect for your KEYS GetAway. Located just 60 mi South of Miami; the first ...

View all property information

Property Type

Key Largo Condo

"Great place for families to stay in Key Largo"
Reviewed January 7, 2020

This rental is well-equipped with a fully stocked kitchen, (including a water filtration system for refilling water bottles before heading out to the beach) and is well-maintained, with four separate beds. ...

See all reviews

Show less

Luxury Home - Light & Airy, Landscaped for Privacy, Gourmet Kitchen, Huge Master

$225

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen

About this property

(We have had 24 reviews on vrbo, all *5 stars.* Because those were solicited by vrbo, vrbo will not allow them to be used by a competing firm like Florida Rentals. (I left vrbo after 8 years in Dec 2019.) I have copied the reviews verbatim and placed a few of them that fit as an "owner guestbook" ...

View all property information

Property Type

Ramrod Key House

"Awesome"
Reviewed December 4, 2019

Absolutely love this home, everything you need it is there. So convenient to have your boat parked right behind the house in the water you can take off and go fish anytime of the day. Everything is close ...

See all reviews

Show less

Historic Studio on the Waterfront at the Red Doors

$100

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

Overlooking the Historic Key West Bight, this bright and clean studio features a fully equipped kitchen, renovated bathroom, front loading washer/dryer, 4K smart TV, and one of the best people watching front porches in Key West. Steps from the water, just 3 blocks from Duval street, and surrounded by ...

View all property information

Property Type

Key West Studio

"Key West Gem"
Reviewed April 10, 2019

We stayed at this property for 6 weeks. The location is awesome! It is steps away from the marina, a short walk to a small beach, and just several blocks from Duval Street. The location is also set in close ...

See all reviews

Show less

Waterfront Property - Key Colony Beach

2 BR | 2 BA | Sleeps 4 | Quick View

2

Distance to beach: 0.2 miles to Cabana Beach Club

$196

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pool
  • Rentals by Owner

About this property

This is a large stilted duplex located in a tropical paradise. The water view property is located on the island City of Key Colony Beach in the Middle Keys (near Marathon). This is a canal-front unit with a 37.5 step down concrete dock with quick easy access to ocean. Dock comes with ladder access and ...

View all property information

Property Type

Key Colony Beach House

"What a way to start off the New Year!"
Reviewed January 29, 2019

Key Colony Beach is indeed "the gem of the Florida Keys." It offers shops, restaurants, beach and pool access, golf, tennis, and really friendly people. I enjoyed a phenomenal jazz concert and a hilarious ...

See all reviews

Show less

Manatee Manor - Opportunity to experience The Florida Keys at its best.

$198

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Pet Friendly
  • Private Pool

About this property

Minimum Rental: 28 Days"Manatee Manor" is a 3 Bedrooms and 2 ½ Baths home with POOL, Dock, and all new furnishings make this your opportunity to experience The Florida Keys at its best. Conveniently located on a deep and wide canal with easy access to the Bay or a short ride to Tavernier ...

View all property information

Property Type

Tavernier House

Show less

Waterfront Paradise on Canal W/New Pool

$355

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Rentals by Owner

About this property

Newly renovated 3/2 Canal front home with brand new pool, deck and front gates for privacy!The house is perfect for those traveling with different age groups, in-laws, teenagers or 2 families. The house is extra clean and has modern furnishings. It has 3 bedrooms, 2 baths. Upstairs there are 2 bedrooms, ...

View all property information

Property Type

Islamorada House

"Great House!"
Reviewed January 6, 2020

The house was better than the pictures! The location was amazing! We loved being able to sit on the dock or by the pool enjoying our days. Would definitely recommend!

See all reviews

Show less

Aqua Gem - Stunning Waterfront Home With Dock and Access to Community Beach

$250

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Pet Friendly

About this property

Minimum Rental: Owner Prefers 3 MonthsNEW TO THE RENTAL MARKET This is a happy house designed for enjoying the warm tropical air, gentle breezes and relaxation. Spend your fall and winter here and invite your family and friends for visits! You will love this completely remodeled home with ...

View all property information

Property Type

Islamorada House

Show less

Fisherman's Paradise--Surrounded By Water

$167

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Kid Friendly
  • Oceanfront
  • Rentals by Owner

About this property

Location! Location! Location!!! Beautiful 2 Bedroom/2 Bathroom ground level home on the open water. We have water on three sides! There is a protected canal with seawall to accommodate large boat on one side. The open water (Newfound Harbor) is steps from the front patio which is directly in front ...

View all property information

Property Type

Little Torch Key House

"Spectacular View! Wonderful Host!"
Reviewed January 28, 2020

Private, private, private. If you want relaxation, spectacular view, this home is located in a quite neighborhood. Best host I’ve ever had. Excellent communication. We’ve been to the keys many times ...

See all reviews

Show less

Tropical Seclusion On Old Town Lane With Pool And Detached Bungalow.

$193

per night

View Details

Key Amenities

  • Air Conditioning
  • Full Kitchen
  • Private Pool
  • Rentals by Owner

About this property

2/2 Main House, 1/1 Bunglow, Large Pool And Hot Tub On Beautiful Old Town LaneHidden at the end of one of the most beautiful lanes in Old Town, Casa Escondida awaits you with its tropical seclusion and quiet serenity. Nestled amongst mature tropical landscaping, the main 2/2 house features an indoor/outdoor ...

View all property information

Property Type

Key West House

Show less

Expand map | Close map
Florida Keys Vacation Rentals