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Florida Keys, United States of America

Florida Keys resort rentals

We found 153 resorts — enter your dates for availability

Explore Florida Keys rentals within resorts

Private Island, Offshore Florida Keys with sandy beach, gardens, boat & dock.

Sleeps 8 · 3 Bedrooms · 3 Bathrooms
$1,450 avg/night
(57)

Great 2B/1.5B Unit Close to Pool

Sleeps 6 · 2 Bedrooms
$175 avg/night
(7)

Windward Pointe - 2BR/2BA - Near Smathers Beach - Poolside Bar and Grill

Sleeps 6 · 2 Bedrooms · 2 Bathrooms
$459 avg/night
(2)

Caribbean-Style Family Home w/ Kitchen, WiFi, Outdoor Veranda, & Washer-Dryer

Sleeps 6 · 2 Bedrooms · 1 Bathroom
$550 avg/night
(2)

Keys Escape! Lovely Hammock View, Pools, Beach Access, Free Parking!

Sleeps 2 · 1 Bedroom · 1 Bathroom
$583 avg/night
(2)

Cozy Caribbean-Style Home w/ Outdoor Veranda - Steps to Beach-Entry Pool

Sleeps 4 · 1 Bedroom · 1 Bathroom
$367 avg/night
(3)

Search 153 resorts

Recent reviews of Florida Keys rentals within resorts
Stayed Nov 2021

Very Noisy

The unit is clean and as described. The bathroom is small. I know it is total out of control of the owner but this place is positively the noisiest place I have ever stayed. The doors to the unit slam all day and night from the guest leaving and ente...

Bruce S.
Bruce S.

Where do yo live? Ohio

Stayed Aug 2021

Wonderful place to stay

I was nervous renting this house as there were no reviews at the time. I reached out to ask why no reviews and it was a new property/rental. I am so pleased to have booked and stayed there. The office staff were super friendly and helpful. The house ...

tracy h.
tracy h.
Stayed Jun 2021

Great location. Loved having the boat at our back door.

Great location. Loved having the boat at our back door. Very clean. And everything we needed to make the stay enjoyable and comfortable. The only issue we had was the front and rear doors would not lock. This was reported to the property manager. Wou...

Travis M.
Travis M.
Stayed May 2021

Site, room and facilities were great

Pros: Great little location, clean, well kept, super nice staff. pretty with lots of landscaping. DOG friendly. Room was nicely decorated. Marina on site Cons: Room furnishing cheap. Bed crazy, super soft very uncomfortable for us. No balcony in som...

Christine P.
Christine P.
Stayed Apr 2021

Stunning

This resort was amazing! We didn’t want to leave! It was a perfect getaway. Beautiful views, quiet, clean, amazing landscaping. Friendly management. My only small compliant was we didn’t realize it wasn’t private until after we booked bc it wasn’t ve...

Angela L.
Angela L.
Stayed Apr 2021

Wonderful Stay

When we arrived and checked in, I was a little disappointed regarding the view. The listing stated “Water view” and I was expecting a full water view. However, we really preferred the room location. The resort is beautiful!! Some of the amenities inc...

Rachel W.
Rachel W.
Stayed Apr 2021

Perfection

Two families spent a week on Seabird Key (4 teens, 13 to 16 and their parents). Some of the highlights of our trip: Massages on the island (Carly helped with the booking) Cooking and hanging out in the outdoor kitchen Wildlife-birds, hermit crabs an...

Angel S.
Angel S.
Stayed Jan 2021

Amazing Stay

Pictures don’t do it justice. Place is amazing. Grounds are well cared for and everyone is so friendly. Complimentary bikes, kayaks, and fishing rods were great. Only negative was a little hassle in dealing with the booking agency but other than that...

ryan j.
ryan j.
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