Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Boats
Bungalows
Condos
Cottages
Estates
Homes
Studios
Townhomes
Villas
Yachts
Barns
Cabins
Castles
Chalets
Farmhouses
Hotels
Lodges

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Florida Keys Ocean Vacation Rentals Vacation Rentals(1,179)

1,179 Results
Book it Now!
7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
    (40)
    Book it Now!
    3 - 7 night minimum stay
    • 2 BR,
    • 2 BA,
    • Sleeps 6
      (80)
      Book it Now!
      7 night minimum stay
      • 2 BR,
      • 2 BA,
      • Sleeps 6
        (36)
        Book it Now!
        4 - 7 night minimum stay
        • 2 BR,
        • 2 BA,
        • Sleeps 6
          (34)
          Book it Now!
          7 - 29 night minimum stay
          • 2 BR,
          • 2 BA,
          • 1 HF BA,
          • Sleeps 6
            (56)
            Book it Now!
            7 night minimum stay
            • 2 BR,
            • 1 BA,
            • Sleeps 4
              (28)
              Book it Now!
              7 night minimum stay
              • 2 BR,
              • 1 BA,
              • Sleeps 4
                (65)
                Book it Now!
                3 night minimum stay
                • 1 BR,
                • 1 BA,
                • Sleeps 4
                  (38)
                  Book it Now!
                  3 - 7 night minimum stay
                  • 2 BR,
                  • 2 BA,
                  • Sleeps 5
                    (22)
                    Book it Now!
                    7 night minimum stay
                    • 1 BR,
                    • 1 BA,
                    • Sleeps 2
                      (45)
                      Book it Now!
                      3 - 13 night minimum stay
                      • 3 BR,
                      • 3 BA,
                      • Sleeps 8
                        (17)
                        Book it Now!
                        4 - 5 night minimum stay
                        • 2 BR,
                        • 2 BA,
                        • Sleeps 6
                          (13)
                          Book it Now!
                          7 night minimum stay
                          • 3 BR,
                          • 3 BA,
                          • Sleeps 8
                            (21)
                            Book it Now!
                            3 night minimum stay
                            • 2 BR,
                            • 2 BA,
                            • Sleeps 8
                              (34)
                              Book it Now!
                              7 night minimum stay
                              • 2 BR,
                              • 2 BA,
                              • 1 HF BA,
                              • Sleeps 5
                                (23)
                                Book it Now!
                                3 - 5 night minimum stay
                                • 1 BR,
                                • 1 BA,
                                • Sleeps 4
                                  (23)
                                  7 night minimum stay
                                  • 2 BR,
                                  • 2 BA,
                                  • Sleeps 6
                                    (47)
                                    Book it Now!
                                    7 night minimum stay
                                    • 3 BR,
                                    • 3 BA,
                                    • Sleeps 8
                                      (12)
                                      Book it Now!
                                      3 - 7 night minimum stay
                                      • 3 BR,
                                      • 2 BA,
                                      • Sleeps 7
                                        (28)
                                        Book it Now!
                                        3 night minimum stay
                                        • 3 BR,
                                        • 3 BA,
                                        • Sleeps 8
                                          (16)
                                          Book it Now!
                                          7 night minimum stay
                                          • 2 BR,
                                          • 2 BA,
                                          • Sleeps 6
                                            (14)
                                            $800 - $1,050
                                            per week
                                            7 night minimum stay
                                            • 2 BR,
                                            • 2 BA,
                                            • Sleeps 5
                                              (16)
                                              Book it Now!
                                              7 night minimum stay
                                              • 2 BR,
                                              • 2 BA,
                                              • Sleeps 4
                                                (18)
                                                Book it Now!
                                                30 night minimum stay
                                                • 3 BR,
                                                • 2 BA,
                                                • Sleeps 6
                                                  (23)
                                                  Book it Now!
                                                  7 night minimum stay
                                                  • 2 BR,
                                                  • 2 BA,
                                                  • Sleeps 6
                                                    (12)
                                                    $1,900 - $2,600
                                                    per week
                                                    Book it Now!
                                                    7 night minimum stay
                                                    • 3 BR,
                                                    • 2 BA,
                                                    • 1 HF BA,
                                                    • Sleeps 6
                                                      (12)
                                                      Book it Now!
                                                      7 night minimum stay
                                                      • 2 BR,
                                                      • 2 BA,
                                                      • 1 HF BA,
                                                      • Sleeps 6
                                                        (12)
                                                        Book it Now!
                                                        7 night minimum stay
                                                        • 2 BR,
                                                        • 2 BA,
                                                        • 1 HF BA,
                                                        • Sleeps 6
                                                          (12)
                                                           

                                                          Recent Florida Keys Reviews

                                                          Wow! Best place and location in Key West!

                                                          5 of 5
                                                          We stayed in Truman Annex for the first time and found the former Navy site to be the best location in Key West. As a frequent visitor to Key West, we no longer will consider hotels, B&Bs and remote condos. Flip Flop Retreat is walking distance to everything we wanted in KW: Beaches, Duvall Street restaurants and entertainment, Mallory Square, historic sites, and water activities. If that wasn't enough- the parking spot was steps away, the pool was at the back gate, and the first floor powder room was convenient for guests. Flip Flop was clean as can be, thoughtfully decorated, and had all the entertainment we could need. We will return!
                                                          • Submitted: Aug 24, 2014
                                                          • Stayed: Aug 2014

                                                          Great experience!

                                                          5 of 5
                                                          Whether you're here in the Keys to visit popular tourist attractions or looking for a relaxing home away from home, Jeff and Mary Jo's Lemon Key Cottage is the place to be!! The cottage is settled on a canal leading into the beautiful Atlantic Ocean on a low traffic, minimal noise street right off of highway 1 in the heart of the family friendly city-Marathon; providing easy access to grocery stores, restaurants, and shops. Fishing, kayaking, and swimming are among the many activities you can enjoy right at your doorstep, as Jeff and Mary Jo have supplied fishing poles, kayaks, and a pool for your enjoyment. My family spent majority of our time relaxing by the pool, fishing off the canal, and visiting the local restaurants/pubs. The cottage is located about an hour's drive to the popular tourist attraction, Key West and only minutes from Sombero Beach and Bahia Honda State Park to watch an unforgettable sunset. We highly recommend this cottage to anyone wanting to vacation in the Florida Keys because of the cottage's amenities, cleanliness, as well as it's location. May future renters find as much fun and relaxation my family and I experienced on our memorable trip.
                                                          • Submitted: Aug 24, 2014
                                                          • Stayed: Jul 2014

                                                          A great time for all

                                                          5 of 5
                                                          Kate Just to say we have had an amazing stay at your. Beautiful home - the view onto the sea was like no other :) We did the aquarium encounter which I would recommend, we also we'd lucky enough to watch the turtle hospital release a turtle back into the sea We also took a chill day out and went to the art studio and painted some pottery - such lovely people and a lovely service would definately recommend them. Finally the kids swam with the dolphins - via the research centre so 3 very happy children!!! Thank you for sharing your home hopefully we'll be back again Kindest of regards Kym
                                                          • Submitted: Aug 16, 2014
                                                          • Stayed: Aug 2014