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Vacation rentals in Rockland Key

Vacation rentals in Rockland Key

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Rockland Key

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • 1984, 34 foot O’day Sailboat, “Marquesa.”
    SUPERHOSTBoat · 5 guests · 4 beds · 1 bathroom
    1984, 34 foot O’day Sailboat, “Marquesa.”

    A peaceful island escape, 1984, 34 foot o’day sailboat with 2 queen sleeping berths and 2 single sleeping berths with air conditioning. FREE 2 PERSON KAYAK. Bed linen provided. Kitchen/coffee maker/stove/microwave etc..TV/cable/internet. Retro Nintendo/Shower/toilet/ hot water. All linen provided. Free parking in front of boat in 24 hour security resort/marina. 3 restaurants, 2 pools/retail shops/full hotel/marina amenities! Dog park/gardens on site. Free shuttle to downtown. Golf course 1 mile.

    What guests are saying:

    “We stayed in the Marquesa for our time visiting Key West and it was truly a unique experience! Not only does an older sailboat have extra charm but James left several caring touches that made our stay very special. The amenities at the marina were also top notch!”

  • Atlantic Ocean Studio
    SUPERHOSTEntire apartment · 2 guests · 1 bed · 1 bathroom
    Atlantic Ocean Studio

    This is a studio in a small ocean front time share resort. The resort is located right on the beach of the Atlantic Ocean and has a small sandy private beach. There is a king size bed, bathroom, a small fridge and a micro and utensils for two people. The room you are renting is facing the street. There is no direct view of the ocean from the room. There is a heated pool, hot tub and a private sandy beach. The room is conveniently located on the 1st floor in the center of the resort.

    What guests are saying:

    “Per was responsive and helpful. Excellent small studio in a time-share resort. Room was quiet and comfortable with refrigerator and coffee machine.. Resort has a lovely pool, hot tub, and friendly staff. Our room was cleaned twice during our 10 day stay. That was a nice and unexpected perk. Plenty of towels, including beach towels. Washer and dryer on premises. Excellent location. Parking is included, but we did not bring a car since great restaurants and sights are within walking distance. Would stay at Coconut Beach Resort again.”

  • The Island Suite
    SUPERHOSTEntire apartment · 4 guests · 2 beds · 1 bathroom
    The Island Suite

    The Island Suite is part of a historic Key West property built around 1889. Suite #16 is located on the first floor at the rear of the 411 William Street building. The Island Suite has one of the premiere locations in Old Town, Key West with lively Duval Street just 3 blocks away and the neighborhood boasting some of the finest older homes in Key West.

    What guests are saying:

    “We loved staying at Ruth’s studio style room. Everything was perfect- check in was very easy (get a door code, then go inside), the bed was very comfortable (my boyfriend sells mattresses for a living and he even said he loved it). Plenty of dishes, coffee machine, a warm pool, awesome porch and other sitting areas. Close enough to Duval and downtown area, easily walk-able, but nice and quiet location for sleeping. Other guests at the pool area were so nice and have been staying here for years. We will definitely be back. I could not have asked for a better place.”

Holiday rentals for every style

Get the amount of space that is right for you.

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Popular amenities for Rockland Key holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Rockland Key

Steps off Duval-Malaga Room w/ private deck
SUPERHOSTPrivate room
Steps off Duval-Malaga Room w/ private deck
Price:£156 / night
Key West Houseboat Paradise
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Key West Houseboat Paradise
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Duval Balcony Spanky's Retreat
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Duval Balcony Spanky's Retreat
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Comfortable Bayliner at Beautiful Resort/Marina
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Comfortable Bayliner at Beautiful Resort/Marina
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The Sanchez House Room #3
SUPERHOSTHotel room
The Sanchez House Room #3
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Roxie!  A compact yacht in Paradise.
Boat
Roxie! A compact yacht in Paradise.
Price:£128 / night
Spotlessly clean 3 bedroom/3 bathroom family home
SUPERHOSTEntire townhouse
Spotlessly clean 3 bedroom/3 bathroom family home
Price:£240 / night
Classic Yacht docked in beautiful private resort!
SUPERHOSTBoat
Classic Yacht docked in beautiful private resort!
Price:£204 / night
STUDIO / APARTMENT
SUPERHOSTEntire guest suite
STUDIO / APARTMENT
Price:£169 / night
Bella Vita - 1B/1B Condo Just Steps from Duval
SUPERHOSTEntire flat
Bella Vita - 1B/1B Condo Just Steps from Duval
Price:£159 / night
Modern studio HALF BLOCK from DUVAL +Free PARKING
SUPERHOSTTiny house
Modern studio HALF BLOCK from DUVAL +Free PARKING
Price:£154 / night
EcoLodging at 5-Star Resort: No resort fees!
SUPERHOSTBoat
EcoLodging at 5-Star Resort: No resort fees!
Price:£120 / night
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