Florida Keys Vacation Rentals, Florida Keys Home Rentals, Homes, & More

101-150 of 384 Florida Keys Rentals

Sort:
1  2  3  4  5 
View
1 / 11

Summerland Key Cottage
1 Bedroom / 2 Bathrooms / Sleeps 4

“ Excellent ”22 Reviews

from

$125

/ night

Email Owner
Bedrooms:1
Bathrooms:2
Sleeps:4
Type:Cottage
Per night:$125 - $140
Per week:$725 - $925
Pets allowed:Yes
Internet:No

"The Pisces House" is a cozy cottage perfectly located on a deep water canal with open water views. This adorable "keys style" cottage has everything you need for a relaxing getaway. This 1 bedroom/2bath cottage features a FULL kitchen, quaint living quarters with a sofa bed, and...

See more

Close x

Fisherman's paradise

“ Excellent ”
August 9, 2014
Pisces House is the perfect location. We have a 26 foot Shamrock Keel Drive - nice deep / safe channel and plenty of room for docking. There are only 5 houses on the channel, so it is a very quite and relaxing location. 4.3 miles from Looe Key Reef and easy access to both the Atlantic and Gulf. Driveway is big enough to park trailer and 2 vehicles. The Downstairs room, has new washer and dryer with a bathroom/shower and plenty of storage space for diving and fishing gear which was a big plus for us. Only 25 miles from key West. We have found a new vacation home. We have already booked it again for next summer.
James Calder, Largo, Florida

See all reviews

Close x

Pool
1 / 8

Key West Cottage
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”8 Reviews

from

$540

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Cottage
Per night:$540 - $900
Per month:$16,200 - $27,000
Pets allowed:No
Internet:Yes

Daily price varies by season, and length of stay. Range of prices shown above. Private compound right in the heart of old town. 1 minute or less from Schooner Wharf with all the water activities imaginable; Sloppy Joe's and Conch Republic (with some of the best music on the rock)...

See more

Close x

AWESOME PLACE!!!

“ Excellent ”
October 7, 2014
We rented the whole compound since there was 8 of us 4 couples. Everyone had their own space which was great. The patio area was amazing, we spent a lot of time there which was nice to save some extra cash. Every place was clean and well kept. Burt and Phillis where wonderful to work with on all levels. I would recommend to anyone. Especially a group!
Dawn Pullen, Clarinda, IA USA

See all reviews

Close x

Key West Florida Vacation Rentals - Townhouse
1 / 28

Key West Townhouse
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”3 Reviews

from

$225

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Townhouse
Per night:$225 - $360
Per month:$6,750 - $10,800
Pets allowed:No
Internet:Yes

DUVAL SEA TURTLE - This townhome has two bedrooms and two and one half baths and a balcony off the master bedroom and another off the living room. The entire property has been decorated using art from the local galleries and artists. The theme is "Key West" from scenes around...

See more

Close x

Key West Get Away

“ Excellent ”
October 20, 2014
We could not have picked a better place to stay. Within walking distance to the beach and all locations down on Duval. Very clan location great for two couples. Look forward to booking this location again for next years trip.
Mike Moore, Germantown Ohio

See all reviews

Close x

1 / 9

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$129

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$129 - $158
Per week:$900 - $1,100
Pets allowed:No
Internet:No

Enjoy the spacious ocean front beach condo . Two luxurious bedrooms and two baths . Luxurious master size bedroom offers a king size bed & trundle bed that comfortably sleeps 2 . Well appointed master size bath features double vanity and walk –in- closet & walk- in tile shower ....

See more

Close x

Wonderful!

“ Excellent ”
March 20, 2014
After searching for various hotels in the area in my price range (and determining that they were all pretty disgusting), I almost gave up my search until I stumbled upon this condo. The owner, Estelle, was incredibly easy to work with! The condo was absolutely awesome! Clean, well kept, lots of comforts of home. I loved the balcony where I started off each day basking in the sun. The pool area was very nice. I highly recommend this condo. I was tempted to keep this info to myself so that it's available for me next year, but it's too good to keep it a secret!
Nancy Ann Dalton, Sunnyvale, California, USA

See all reviews

Close x

Key West Florida Vacation Rentals - Home
1 / 21

Key West Home
3 Bedrooms / 4 Bathrooms / Sleeps 8

from

$572

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:8
Type:Home
Per night:$572 - $1,029
Per week:$4,000 - $7,200
Pets allowed:No
Internet:Yes

EASY LIVIN' - - The name says it all! This lovely private home with pool is located in a secluded cul- de- sac in Truman Annex. Truman Annex is a gated community located in the historic Old Town neighborhood, in walking distance of anything you'll want to do during your visit. ...

See more

Close x

Marathon Florida Vacation Rentals - Home
1 / 17

Marathon Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”5 Reviews

from

$400

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$400 - $458
Per week:$2,800 - $3,200
Pets allowed:No
Internet:Yes

Superb views of the Gulf from your screened patio, living room, dining room, master bedroom, junior master suite and pool deck! Deep water dockage, great for fishing and snorkeing also. Two Dolphin Pilings for secure dockage. Fsh cleaning table and bait freezer. Enjoy the ...

See more

Close x

A Great Week At The Keys!

“ Excellent ”
July 17, 2014
Very spacious house with the convenience of the canal and pool. Our friends rented the house next door so we were able to share their view with our awesome house and all of its room! Everything was well maintained,clean and perfect for our family.
Teresa Austin, Jacksonville , Fl

See all reviews

Close x

Tavernier Florida Vacation Rentals - Home
1 / 23

Tavernier Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$154

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$154
Per week:$1,074
Pets allowed:Yes
Internet:Yes

ISLAMORADA MM 91 - An outdoor lovers paradise! Enjoy beautiful sunsets, especially from our homeowners park directly on Tavernier Creek. Relax for hours in our oversized Tiki Hut as you enjoy warm breezes. You can even enjoy games and shows on our large screen TV in the tiki. Swim...

See more

Close x

Key West Florida Vacation Rentals - Apartment
1 / 8

Key West Apartment
Studio / 1 Bathroom / Sleeps 2

“ Excellent ”5 Reviews

from

$295

/ night

Email Owner
Bedrooms:Studio
Bathrooms:1
Sleeps:2
Type:Apartment
Per night:$295 - $385
Per week:$2,065 - $2,695
Pets allowed:No
Internet:No

Want to have a piece of Paradise to call your own? Even tho it for a short stay?….. Come have breakfast lunch or dinner in your hidden GEM of a suite overlooking the beach! This property is on a lay of land tolerant, in keeping with the old Key West [to date] thru time within...

See more

Close x

Rooms with a View

“ Excellent ”
April 15, 2012
When we first entered the 2nd floor apartment ( via a spiral staircase- heavy luggage is a little tricky.) we were blown away by the view out of every window! ( And so many windows!) It is everything that it claimed to be and more!! We never tired of looking at the ocean, the pier and the activity all around. Holly was so helpful, even offering to pick up a few things for us at the grocery store, as she was going herself. The location was great for us, on the quieter side of the island. But nothing is too far away. We did a lot of walking, as we chose not to rent a car. We took cabs when we didn't want to walk and that worked out just great. We visited Duval Street frequently. We ate out most of the time, but there is an oven, microwave and full size refrigerator. We ordered in pizza one night and our "around the back" location was no problem for our deliveryman. The only unusual thing is arrangement of the bathroom. The toilet area and shower are seperate and there is no bathroom sink, you need to use the kitchen sink. But we were fine with that, and Holly mentioned it ahead of time so it wasn't a surprise to us. Our last day (we spent a week.) we decided to just stay at "home" and enjoy the ocean and pool next door. It was wonderful and relaxing. Holly had a list of things to do and see and restaurants that she recommended. They were outstanding. "Louie's Backyard" restaurant (a stone's tthrow away) was pricey but awesome. We were very happy with our selection of a place to stay in Key West. So much nicer than a hotel, in our opinion. Thanks for sharing your paradise with us Holly and Javier!
Molly Barth, Fort Thomas, KY USA

See all reviews

Close x

Marathon Florida Vacation Rentals - Home
1 / 8

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$229

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$229 - $272
Per week:$1,600 - $1,900
Pets allowed:Yes
Internet:Yes

Welcome to Marathon, located halfway down the Keys, and welcome to our home. We recently bought and fell in love with Coco Plum. This single- family home was provided to us with all the finest amenities which we would love to pass on to you. For the avid fisherman we are located...

See more

Close x

Relax and Enjoy
1 / 8

Islamorada Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”13 Reviews

from

$358

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$358 - $500
Per week:$2,500 - $3,500
Pets allowed:Yes
Internet:Yes

Oceanfront splendor on the Atlantic ocean. Has a 350' pier that can accomodate most any size boat. Just relax by the pool on those hot days or take a dip in the ocean. The pool is heated for the winter months. The house is extremely private. There is a wooden fence around ...

See more

Close x

Peaceful

“ Excellent ”
February 12, 2015
There were 6 of us that stayed at this property and we had a great time! Everything was as they described. Nice pool and right on the ocean, couldn't have asked for anything better for the price. If we go back we rent again. My husband really enjoyed the dock where he spent many hours fishing and caught many different kinds of fish!!
Lori Lems, Canton, SD USA

See all reviews

Close x

community pool
1 / 17

Key West Townhouse
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”12 Reviews

from

$172

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Townhouse
Per night:$172 - $329
Per week:$1,200 - $2,300
Pets allowed:No
Internet:Yes

Three story townhouse with master bedroom, deck and full bath on second floor and guest bedroom and full bath on third floor. Kitchen, great room, and half bath on first floor as well as deck and garden. Outdoor grill on deck. Please note that I have a licensed real estate broker...

See more

Close x

Anns street

“ Excellent ”
October 9, 2014
We loved staying in this small but very cute place. The location is perfect, close to all the fun, but quiet. We loved how the place was decorated. Very cozy, and very comfortable. We will recommend it to our friends, and we hope to return our selves someday.
Rhandy Scrivner, Denver, Colorado

See all reviews

Close x

Marathon Florida Vacation Rentals - Home
1 / 19

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$136

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$136 - $200
Per week:$950 - $1,400
Pets allowed:No
Internet:No

Seven Night Minimum Maximum Occupancy 6 Rare, ground level, waterfront single family home on ocean side canal with dockage. Easy access to the Atlantic. Two bedrooms, two full baths, enclosed porch area can be used as third bedroom (has trundle bed). Small screened porch facing...

See more

Close x

Relax
1 / 34

Key Colony Beach Home
7 Bedrooms / 7 Bathrooms / Sleeps 16

from

$629

/ night

Email Owner
Bedrooms:7
Bathrooms:7
Sleeps:16
Type:Home
Per night:$629
Per week:$4,400
Pets allowed:No
Internet:Yes

This home offers 4, 200 square feet of remodeled, re- decorated space under air with an amazing 7 bedrooms/7 baths! There are three lovely master suites upstairs, each with a king size bed, and an en- suite bath. Also upstairs is a fourth bedroom with a king size bed, and a ...

See more

Close x

Islamorada Florida Vacation Rentals - Home
1 / 17

Islamorada Home
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$134

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$134 - $160
Per week:$934 - $1,120
Pets allowed:No
Internet:Yes

MINIMUM STAY 1 MONTH: Extraordinary ocean front condo with panoramic views of the Atlantic Ocean. Relax on your own balcony or use the spiral stairs to access the sandy beach below. This condo is located in one of the most prestigious condo complexes in Islamorada. It offers 2 spacious...

See more

Close x

Summerland Key Florida Vacation Rentals - Home
1 / 12

Summerland Key Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”2 Reviews

from

$170

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$170
Per week:$1,190
Pets allowed:Yes
Internet:Yes

Seasonal Rates Start at 1190. 00 per week based on 7 night miniimum stay. Extremely private two bedroom two full bathrooms on beautiful Little Torch Key , Oceanside . Deep Water swimming canal . Plenty of room for docking and parking of trailers etc... house was completely renovated...

See more

Close x

Wonderful Secluded Cottage in the Keys!

“ Excellent ”
February 21, 2014
We had such a wonderful time at this little place. There were other areas of the keys that felt pretty sketchy, but Little Torch key was quiet, and clean. If you are wanting somewhere with no loud neighbors and just a nice family friendly environment this is perfect. We loved going out on the back deck and watching the fish in the canal. We also saw several Iguanas in the yard one day. The house was very clean and well kept. There was plenty of towels, bedding and such available. There was also a very nicely stocked kitchen. We had a bit of spotty service with the internet, but it seemed to be the providers issue. I would highly recommend this wonderful home as a place to call home while you visit. It was also ideally situated if you want to spend time in both Marathon and Key West. We spent most of our time in Marathon, but were still glad that we were staying on Little Torch where it was quieter.
Tara Jewkes Mansius, Oregon, USA

See all reviews

Close x

Key West Florida Vacation Rentals - Townhouse
1 / 26

Key West Townhouse
2 Bedrooms / 2.5 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$236

/ night

Email Owner
Bedrooms:2
Bathrooms:2.5
Sleeps:6
Type:Townhouse
Per night:$236 - $420
Per week:$1,650 - $2,940
Pets allowed:No
Internet:Yes

KEY WEST FOUND – A striking 2 bedroom, 2. 5 bath townhome located in the historic brick Foundry building within the Truman Annex. This 3 story townhome is decorated in a whimsical Key West style with new living room furniture including the sleeper sofa. The first floor features...

See more

Close x

Wonderful

“ Excellent ”
October 16, 2014
Perfect location...reasonable rent
Judy Kolbe, Okauchee,Wi usa

See all reviews

Close x

Tavernier Florida Vacation Rentals - Home
1 / 25

Tavernier Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$217

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$217 - $250
Per week:$1,517 - $1,750
Pets allowed:No
Internet:Yes

MINIMUM RENTAL 1 MONTH: Sensational remodeled single family home on Plantation Key awaits your arrival. The gorgeous POOL, HOT TUB, and TIKI BAR are ready and waiting. Imagine fun filled days and evenings relaxing in the patio and yard area! The patio is spacious and surrounded...

See more

Close x

1 / 10

Marathon Townhouse
3 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”12 Reviews

from

$203

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Townhouse
Per night:$203 - $357
Per week:$1,420 - $2,495
Pets allowed:Yes
Internet:Yes

Spacious and like new 3 BR 2. 5 BA homes in Marathon, Florida Keys most prestigious resorts, "INDIGO REEF Marina Resort Florida Keys" ~ Magnificent views from this home and 30 feet of docking plus accommodations to 6- 8 in total. Guests to Indigo Reef enjoy this private gated...

See more

Close x

We had a great time!

“ Excellent ”
January 18, 2015
We stayed in this great retro Bay-side home this January and had a fabulous time. It had great amenities like it's own private marina and all the comforts you left back home. The snorkeling was great even in January and there was tons to see just on the outside of the seawall. Lots of lobster, octopus, and aquarium fish and coral! The house is not new, but clean, comfortable and well-stocked with everything you might need. The layout is amazing. You can easily see the ocean from every room but the bathroom. We used the screened-in porch every night to drink our Mai Tai's and margaritas and Mojitos and there were even coconuts a neighbor gave us we used to make mixed drinks right inside the nut! If you're looking for a fancy new home to rent, go to Orlando. If you want an awesome Bay-side home that has everything you might want with direct access to the water then this is the place. And it is priced better than anything else with this type of location and it's just awesome. We aren't going to wait till next year to come again. We're coming back this summer!
Dale Cannon, Chapel Hill, NC

See all reviews

Close x

1 / 9

Key Colony Beach Villa
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$243

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Villa
Per night:$243 - $643
Per week:$1,695 - $4,495
Pets allowed:Yes
Internet:Yes

KEY COLONY BEACH LUXURY VACATION RENTAL HOME Magnificent Keys style contemporary home offering many individual features. The large private yard is beautifully landscaped and you will find unmatched seclusion among the multiple varieties of native Palms, Banana Trees and other ...

See more

Close x

It WAS paradise for us!!!

“ Excellent ”
May 28, 2014
We had one of the best vacations we ever had in the house located in Marathon Florida. We had never been to the keys before so did not know what to expect but what we found was a very laid back community that is simply surrounded by the natural beauty of the ocean. The house was amazing and roomy enough for four adults and four teenagers. The teenagers were never bored as we had our own pool which we used several times a day and we also rented a boat for 8 days to do some fishing on the ocean...amazing! The bedrooms were roomy enough with king sized beds in three bedrooms and a queen bed in the fourth bedroom. The rental company left basics to start with...always nice to have toiletries and coffee pack to start before you have a chance to go shopping at the Winn-Dixie or my favourite Publix. You could literally spend all of your time at the house as the pool was the main focus and the iguanas in the yard were so entertaining and we fed them strawberries which they loved. It was fun to watch the critters hop up to the hot tub to get a drink once in awhile!!! The property was so peaceful as it is bordered by two yards on both sides which are for sale but that means that your neighbour was not that close. The canal was gorgeous and so peaceful just to sit there and watch the boats go in and out all day to do some cruising or some fishing! The area you are in in exclusive and there are 4+ million dollar homes there and it was fun to go around and see how beautiful these places were and to dream! But for two whole weeks we did have our slice of paradise and we will never forget it. A wonderful memory was made down there in the keys and it will always be in my heart!!! Thank you Coco Plum realty....you all are top notch and would love to have another vacation with you again!!!!
Karen Goheen Purdy, Sexsmith, Alberta, Canada

See all reviews

Close x

Tavernier Florida Vacation Rentals - Home
1 / 10

Tavernier Home
5 Bedrooms / 4 Bathrooms / Sleeps 10

from

$84

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$84 - $117
Per week:$584 - $817
Pets allowed:No
Internet:Yes

This Gorgeous Home In The Sought Out Development Of Hammerpoint. Sits Ocean Front With Gorgeous Bay View. Large Dock Size Of 65 Feet. Experience The Sunrise And Sunset Of The Gorgeuos Florida Keys In This Fabulous Home. A Must See Treasure In The Florida Keys! ! ! !...

See more

Close x

Islamorada Florida Vacation Rentals - Home
1 / 21

Islamorada Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$315

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$315 - $372
Per week:$2,200 - $2,600
Pets allowed:Yes
Internet:Yes

Located on the peaceful, northern end of Islamorada, in the quite residential neighborhood of Venetian Shores. Just 75 miles from Miami Airport and 86 miles from Key West. Venetian Tropics boasts large rooms furnished in rattan and decorated with a tropical flair. Coconut palms,...

See more

Close x

Paradise in Islmorada

“ Excellent ”
July 6, 2010
Excellent location with a great view of the Canal. The Pool was the right size for our family and the Outside bar was Outstanding. The deck and dock were perfect for my 25' boat with ample room for my Grandson to fish for snapper. The Upstairs kitchen and living area with the high ceilings was fantastic. The downstairs bedroom was also great. The whole experience was truly enjoyable for my family.
BILL WHITE, STUART FLORIDA USA

See all reviews

Close x

Big Pine Key Florida Vacation Rentals - Home
1 / 5

Big Pine Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 10

“ Excellent ”7 Reviews

from

$313

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:10
Type:Home
Per night:$313
Per week:$2,188
Pets allowed:Yes
Internet:Yes

This house is located in Long Beach Estates, one of the most private neighborhoods in the Keys. It is a private peninsula that is cushioned by a large beautiful wildlife preserve with deep water access within minutes to Looe Key. This is a spacious, waterfront home on open water,...

See more

Close x

Excellent week at a wonderful house!

“ Excellent ”
June 9, 2014
My husband and I took my daughter her husband and our 3 grandchildren for a week. The house was perfect for our size group. Huge kitchen and great room, 3 big bedrooms and the best part 3 bathrooms! We used our boat everyday, getting out of the canal is really easy and there is a boat ramp right around the corner from the house.The tiki hut out back is awesome. And of course the Key deer are one of our favorite things about Big Pine and they just wander around the neighborhood. My grandchildren thought that was the coolest thing.We had a blast and would definitely rent this house again.
Carlene Rozalsky, Grant, FL

See all reviews

Close x

Enjoy Endless Sunshine & Breezes
1 / 12

Marathon Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$715

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$715
Per week:$5,000
Pets allowed:No
Internet:Yes

This luxurious executive home is located in the Heart of the Florida Keys on Yacht Harbor Island in Marathon. Come and enjoy the new private pool surrounded by paver decking and two tiki huts for plenty of shade. The 120' of deep water dockage is perfect for your boat, jet skis, ...

See more

Close x

Key Largo Florida Vacation Rentals - Home
1 / 20

Key Largo Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$250 - $289
Per week:$1,750 - $2,023
Pets allowed:Yes
Internet:Yes

MINIMUM RENTAL 1 MONTH: Villa Bella is a fabulous 3 BR/3 BA two- story townhouse. This end unit townhome "lives" on the 2nd floor. The kitchen, dining and living areas are all open to each other in a great room with a gorgeous vaulted ceiling. There are 2 bedrooms and 2 baths on ...

See more

Close x

Big Pine Key Florida Vacation Rentals - Home
1 / 12

Big Pine Key Home
2 Bedrooms / 1 Bathroom / Sleeps 6

“ Excellent ”1 Review

from

$117

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$117
Per week:$817
Pets allowed:Yes
Internet:No

This Island style waterfront cottage is lushly landscaped with unobstructed water views it offers wonderful cham inside and out. 2 bedroom, 1 1/2 bath, outdoor shower, home features vaulted wood ceiling; laundry room/pantry. Kitchen recently updated with new cabinets & Silestone...

See more

Close x

House far better than the pictures!!!

“ Excellent ”
July 8, 2013
We loved our stay here!!! The pictures in the ad were nice, but the house was even better than we had expected. Very clean and had everything you could want. We rented the place for ourselves (mom and dad and 10 and 13 year old boys) with the idea that family in South Florida would come visit, also. For several days there were 8 of us in the house and we were all very comfortable (we brought an air mattress). The bar downstairs was amazing, and we definitely put it to good use. It even had a commercial ice machine which really came in handy for all of the blender drinks we made. The backyard was beautiful and the canal was great for swimming. We loved using the kayaks. It's a quick paddle to the ocean or we would just go along the quiet canals and look for the school of about 30 parrot fish that were always swimming by. The property manager was fantastic. Very easy-going and eager to please. We couldn't have been happier with our experience and can't wait to go back. We will probably stay here again next year. If we make it back to the Keys, this will be the house for us!
Vicki Kennedy, Murrieta, CA

See all reviews

Close x

Marathon Florida Vacation Rentals - Home
1 / 24

Marathon Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”2 Reviews

from

$900

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$900 - $1,143
Per week:$6,295 - $7,995
Pets allowed:No
Internet:Yes

Seabird Key is a private 10 acre tropical island hideaway located one- half mile offshore Marathon in the heart of the Florida Keys. As our guest, you have the entire Island to yourself, including an exquisite hardwood beach house (the only house on the Island) and a 19' Boston ...

See more

Close x

This place is like no other in the U.S.

“ Excellent ”
February 25, 2010
This was our second time to Seabird Key and the place is a true Paradise and just when you think it can't get better, the Davidson's added an outdoor kitchen...the pathways and the grounds are maintined so well and the private beach with all the hammocks is just wonderful....it doesn't get better than this!
Susan and Don Wolter, Roanoke, VA USA

See all reviews

Close x

Islamorada Florida Vacation Rentals - Home
1 / 23

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$217

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$217 - $284
Per week:$1,517 - $1,984
Pets allowed:No
Internet:Yes

MINIMUM STAY 1 MONTH: Oceanfront - Beach - Protected Dock and located in the Fishing Capital of the World - Islamorada. Realize your dreams - a beach home located on a swimmable beach and a place to dock your boat. This home is indeed a rare find in The Florida Keys. From the ...

See more

Close x

View from Balcony
1 / 12

Key West Condo
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$100

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Condo
Per night:$100
Per week:$700
Pets allowed:No
Internet:Yes

Discover paradise of Key West in a distinctive setting. Luxury, two- bedroom, two- bath, (sleeps 4- 6) condominium set in a tropical garden with sweeping balconies with views of the Gulf. Your vacation hideaway is decorated in authentic island tradition with fully- equipped modern...

See more

Close x

Islamorada Florida Vacation Rentals - Condo
1 / 12

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$77

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$77 - $124
Per week:$537 - $864
Pets allowed:No
Internet:Yes

MINIMUM RENTAL 1 MONTH: Pure pleasure will be yours in this beautifully remodeled and immaculate condo. You'll love the uncluttered and modern décor along with the recent renovations. Enjoy the picturesque views of Alligator Reef and the Atlantic Ocean from this 4th floor balcony....

See more

Close x

Key Largo Florida Vacation Rentals - Condo
1 / 20

Key Largo Condo
3 Bedrooms / 2.5 Bathrooms / Sleeps 6

from

$300

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:6
Type:Condo
Per night:$300 - $650
Per week:$2,000 - $4,200
Pets allowed:No
Internet:Yes

Every one will love this luxurious and spacious 3 bedroom and 2. 5 bathroom condo in the exclusive Mariner's Club gated community. This unit is located in the Sailfish Building which is directly on the ocean with a fantastic South exposure... Sunny deck in the winter and shaded deck...

See more

Close x

Tavernier Florida Vacation Rentals - Condo
1 / 16

Tavernier Condo
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$161

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Condo
Per night:$161 - $218
Per week:$1,125 - $1,525
Pets allowed:No
Internet:Yes

Your own tropical paradise overlooking the fabulous Florida Bay in idyllic Islamorada. Futura Yacht Club is a 70 unit community with a 53 slip marina and accommodations available for that tranquil tropical getaway you've always imagined. Futura Yacht Club is a gated community ...

See more

Close x

Islamorada Florida Vacation Rentals - Condo
1 / 22

Islamorada Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$167

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
Per night:$167 - $200
Per week:$1,167 - $1,400
Pets allowed:No
Internet:Yes

MINIMUM STAY 1 MONTH: New on the rental market. This is your opportunity to secure your winter getaway at a luxurious oceanfront condo in one of Islamorada's most prestigious condominium communities. Ocean front dockage is available for boats up to 28' in length (separate rental);...

See more

Close x

Marathon Florida Vacation Rentals - Home
1 / 23

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$172

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$172 - $229
Per week:$1,200 - $1,600
Pets allowed:No
Internet:Yes

Seven night minimum. Canal front home on the Atlantic Ocean side of Marathon. This stilted home has two bedrooms, 2 baths, and comfortably furnished for your stay. Enjoy the breezes and gaze at the stars. There is 30 feet of dockage for your boat, Located in a quiet neighborhood....

See more

Close x

View of house from street.  over 5500 sq ft of living space
1 / 14

Tavernier Home
5 Bedrooms / 5 Bathrooms / Sleeps 15

“ Excellent ”5 Reviews

from

$429

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:15
Type:Home
Per night:$429 - $715
Per week:$3,000 - $5,000
Pets allowed:Yes
Internet:Yes

This impressive home is located in Islamorada on a private lagoon with quick direct access to the Florida Bay. Featuring 5 bedrooms and 5 bathrooms, this private residence offers plenty of balconies for water viewing, expansive cathedral ceilings, top of the line appliances and...

See more

Close x

Seaside sanctuary 12/27 thru 1/3/15

“ Excellent ”
January 6, 2015
The house was outstanding. It exceeded all expectations. The pictures don't do it justice. We had 8 adults and 8 Kids, ages 1 3/4 to 14. It worked great.
Denny Webb, Atlanta

See all reviews

Close x

Key Largo Florida Vacation Rentals - Home
1 / 24

Key Largo Home
4 Bedrooms / 2 Bathrooms / Sleeps 14

from

$284

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:14
Type:Home
Per night:$284 - $317
Per week:$1,984 - $2,217
Pets allowed:Yes
Internet:Yes

Our Key Largo Dream home is located on approx. 1/2 acre of ocean front property. A Ground Level Home! ! ! No Walking up and down stairs 10x a day! ! ! Some of the additional features include 2 walk in beach entrances, & your own boat basin to accommodate your boats or PWC. You ...

See more

Close x

Marathon Florida Vacation Rentals - Home
1 / 14

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”4 Reviews

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$150 - $257
Per week:$1,049 - $1,799
Pets allowed:No
Internet:Yes

Lush Tropical Lagoon Home with view of th e Gulf of Mexico and incredible sunsets. Recently revnovated octagonal shaped home with wide open water views from every window. Newly furnished comfortable interior with all the ammenities you'd expect. Brick pavers surround lush landscaping...

See more

Close x

Great Location

“ Excellent ”
July 4, 2014
The house is wonderful, clean and airy with everything for a comfortable vacation. The area was nice and quiet and everyone we met friendly. Joe was great to deal with, he was helpful and and answered any queries we had promptly. We have already booked for next year.
Hazel Softley, Surrey England

See all reviews

Close x

Key Largo Florida Vacation Rentals - Home
1 / 18

Key Largo Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$112

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$112 - $133
Per week:$784 - $931
Pets allowed:No
Internet:Yes

Exceptional 3 story townhouse located in a quiet oceanfront complex with heated pool and marina. Inspiring ocean views from two balconies and a ground level patio to BBQ. Protected marina and deeded boat slip easily accommodates a boat up to 30' (33' from bow to engine. ) Boat lift...

See more

Close x

Islamorada Florida Vacation Rentals - Home
1 / 8

Islamorada Home
8 Bedrooms / 5.5 Bathrooms / Sleeps 16

from

$536

/ night

Email Owner
Bedrooms:8
Bathrooms:5.5
Sleeps:16
Type:Home
Per night:$536 - $858
Per week:$3,750 - $6,000
Pets allowed:No
Internet:Yes

The Florida Keys Largest, Most Prestigious Vacation Rental Home Available! ! Come stay in your own luxurious Oceanfront Mansion... for less than the price of a hotel room! (see rate breakdown below) Enter this vacation paradise through the private gated drive, lined with...

See more

Close x

Key Largo Florida Vacation Rentals - Home
1 / 15

Key Largo Home
2 Bedrooms / 1.5 Bathrooms / Sleeps 5

from

$135

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:5
Type:Home
Per night:$135 - $158
Per week:$940 - $1,100
Pets allowed:No
Internet:Yes

MINIMUM STAY 1 MONTH: Calling all fishermen and divers... Whether you plan to fish or dive on your next visit to the Keys, you will find these exceptional accommodations first class and affordable. World famous dive sites are minutes away and phenomenal fishing is at your door step....

See more

Close x

Big Torch Key Florida Vacation Rentals - Home
1 / 18

Big Torch Key Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”6 Reviews

from

$285

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$285
Per week:$2,000
Pets allowed:Yes
Internet:Yes

Big Torch Key is reminiscent of the Florida Keys 40 years ago, seclusion and peace invade your senses immediately, sunset views that will take your breath away. Torchview has an open floor plan (kitchen/living room/dining room) with a huge master suite(king bed)and two other bedrooms...

See more

Close x

Awesome Birthday vacation!

“ Excellent ”
July 14, 2014
Our family decided to rent Torchview after falling in love with the home from a distance. We had stayed at a neighboring cottage the year before and were looking for a larger rental. Knowing we would need more room for more family members who would be joiing us, we made or reservations. Upon our return to Summerland we settled in comfortably with our two teenage children, our 3 dogs, and our inlaws. (no pun intended with the order). The home is located on over an acre of land, close to the Deer Key preserve. The property sits on a beautifully landscaped gated oasis, comfortably appointed, and nicely kept. We thoroughly enjoyed seeing Key Deer in our garden, the enormous amount of tropical fish right under the dock, with easy access to our boat for intercoastal and big water fishing. The Florida Sunkist Sunsets were breathtaking and spectacularly sweet. We celebrated my birthday in Key West which is only 30+ minutes from the house. We will definitely return next year! Keep in mind that if you have a hard time climbing stairs this location may present some difficulties. We also loved the fact that we could bring our furry children to enjoy the vacation with the family! Thank you for the privilege of enjoying your beatiful home!
Elizabeth Bigles-Christensen, Stuart, Florida

See all reviews

Close x

Marathon Florida Vacation Rentals - Home
1 / 10

Marathon Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”22 Reviews

from

$150

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$150 - $225
Per week:$1,000 - $1,100
Pets allowed:Yes
Internet:Yes

Castaway is a 2 bedroom 2 bath ocean view waterfront home in Marathon, Florida keys. The home has been extensively remodeled. It is fully furnished and includes a living room, dining room and fully equipped kitchen. It contains such deluxe features as skylights, picture window,...

See more

Close x

Marathon, keys

“ Excellent ”
November 26, 2014
Very nice and very clean! Newly decorated with great care! Kitchen has most utensils that you need. Grills were not ready for use. Bathrooms were small but clean, new and nicely decorated. Bedrooms also nice but small bedroom guests stated mattress to soft rolled to middle. We had rainy cold weather and spent time at home. TV outdated and DVD player did not work. The owners put great care into this property and is well worth the fee. I would recommend. Safe area with a beautiful view. Just need weather to cooperate! We left 2'days early because of weather!
Carlene Kincaid, Port Orange, Fl 32128

See all reviews

Close x

Marathon Florida Vacation Rentals - Home
1 / 13

Marathon Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$858

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$858 - $1,143
Per week:$6,000 - $8,000
Pets allowed:No
Internet:No

You own private island on the ocean side off the City of Marathon in the Florida Keys. The island is built on a coral reef. Beautiful snorkeling, diving, fishing, and all types of water sports. The island is a short 3 minute boat ride from the City of Marathon in the Heart of the...

See more

Close x

Islamorada Florida Vacation Rentals - Cottage
1 / 19

Islamorada Cottage
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$358

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Cottage
Per night:$358
Per week:$2,500
Pets allowed:No
Internet:Yes

It offers a unique floor plan with the main living area in the center of the house with kitchen, dining area, sitting area and a full bath. To the right is a large bedroom with a king bed and full bath. The laundry area with a full size washer and dryer is also located in this room....

See more

Close x

Tavernier Florida Vacation Rentals - Home
1 / 10

Tavernier Home
3 Bedrooms / 2 Bathrooms / Sleeps 10

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:10
Type:Home
Per night:$250 - $325
Per week:$1,650
Pets allowed:Yes
Internet:Yes

This keys getaway is nestled perfectly between Islamorada and Key Largo on the ocean side. Cable and wifi Internet is available also. Really laid back atmosphere super comfortable and meant for enjoying yourself with love ones.. Swimming and boating friendly 3. 5 miles away from John...

See more

Close x

1 / 23

Summerland Key Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$250

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$250 - $365
Per week:$1,750 - $2,550
Pets allowed:No
Internet:Yes

Welcome Tropical Villa which is a large home on a clear, flow through swimming canal. With 65 feet of seawall, and 4. 5 feet of control depth, even large sailboats can be accommodated here! We only three minutes to the ocean, only fifteen minutes to Looe Key reef (one of the...

See more

Close x

Marathon Florida Vacation Rentals - Home
1 / 20

Marathon Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”5 Reviews

from

$243

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$243 - $429
Per week:$1,699 - $2,999
Pets allowed:Yes
Internet:Yes

Relax and enjoy your vacation with a specatacular waterfront view - look out over a crystal clear lagoon out onto the Gulf of Mexico. This full duplex Waterfront Home with 75' of deepwater dockage, 4 Bedrooms and 4 Baths is great for large groups looking for a quiet place to relax,...

See more

Close x

I Want to Come back Next Year, If not sooner!

“ Excellent ”
June 24, 2014
Rented this duplex from the Curleys. it was perfect. kids in one unit, adults in the other. the East unit was very nice w granite countertops and nice leather furniture. the west unit (where the kids stayed was nice as well, though not as updated. great views of the cove and a minute boat ride into the gulf where we spent time waterskiing and watching the sunsets. We rented a boat for the week from All Aboard Boat rentals and we basically spent our week on the water snorkeling, diving, fishing, skiing, exploring. It is perfect for the family on the go who like water activities. I would recommend this rental to anyone. it was clean, well equipped, stayed nice and cool and allowed everyone their space. my only negative was that the beds were a bit soft for my tastes.
James Weinstein, Boca Raton, FL

See all reviews

Close x

Islamorada Florida Vacation Rentals - Villa
1 / 22

Islamorada Villa
2 Bedrooms / 2 Bathrooms / Sleeps 4

from

$100

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Villa
Per night:$100 - $134
Per week:$700 - $933
Pets allowed:Yes
Internet:Yes

MINIMUM RENTAL 1 MONTH: Villa Riolo is an updated single family stilt home and perfect for your next holiday in Islamorada! It comfortably sleeps 6 in two bedrooms. This home has been meticulously cared for over the years and for the first time the owners are offering you an opportunity...

See more

Close x

Islamorada Florida Vacation Rentals - Home
1 / 15

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$133

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$133 - $158
Per week:$931 - $1,103
Pets allowed:No
Internet:Yes

MINIMUM RENTAL 1 MONTH: Charming vacation home located in the beautiful neighborhood of Port Antigua. You will love this home! There is a wonderful open concept floor plan with 3 nicely proportioned bedrooms. Sliding doors open from the dining area into the sunroom overlooking the...

See more

Close x

Pool and Jacuzzi on premises
1 / 7

Islamorada Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”5 Reviews

from

$329

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$329 - $429
Per week:$2,300 - $3,000
Pets allowed:No
Internet:No

Enjoy a beautiful solar heated pool with Jacuzzi on the premises. You also will have access to a private homeowner's sandy beach to swim and enjoy sunsets on the next street over. Come to paradise and enjoy this fabulous Islamorada bayside canal front 3/2. Located in a quiet neighborhood...

See more

Close x

Beautiful and Friendly

“ Excellent ”
January 22, 2014
This house was perfect. Great location, private beach, very clean, had everything you needed. Mark is very friendly and helpful. Can't wait to visit again:)
Kelly Seitzer Gee, Ocean city, md

See all reviews

Close x

1  2  3  4  5 
Loading...
Click for larger map
Loading...
Show Big Map
  • Price

  • Bedrooms

    Guests

  • Amenities

    • More