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Blue vacation home, water front, boat dock, heated private Pool.
Summerland Key house
- 4 bedrooms
- 2 bathrooms
- sleeps 8
Price per night from
$556
Price per night from
$516
Key West--20 min, Stunning Views, Private, Ocean Access, Spacious, Resort-like
Summerland Key house
- 5 bedrooms
- 5 bathrooms
- sleeps 10
Price per night from
$764
Acreage Multi-Million Dollar Beachfront Mansion w/ Pool & Billiards
Summerland Key house
- 4 bedrooms
- 3 bathrooms
- sleeps 10
Price per night from
$1,718
30% off now till March!!! Direct Atlantic Ocean front private boat ramp dock.
Summerland Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$161
Key Blessing - Experience The Keys Life, Charming 3 Bedroom Canal Front Home, Do
Summerland Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$172
Lake It Easy - Beautifully Updated 3BR Canal Front Home On Summerland Key, Docka
Summerland Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 10
Price per night from
$180
Way To The Ocean - Updated Cudjoe Key Home, Close To Great Restaurants/Bars, Doc
Summerland Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$179
Anchors Aweigh: Your Ideal Oceanfront Getaway, Dog-Friendly, Pool, Tiki, Space f
Summerland Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 12
Price per night from
$179
Kiki’s Casa - Beautifully Updated Canal Front Home, Pool & Dockage, Quick Access
Summerland Key house
- 4 bedrooms
- 3 bathrooms
- sleeps 9
Price per night from
$179
Casa Rosada: Cudjoe Gardens Canal Front Retreat, Pool, Tiki, Deep Dockage & Rapi
Summerland Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$296
The Salty Sailfish - Live the Keys Life, Beautiful Canal Front Home, Pool, Docka
Summerland Key house
- 3 bedrooms
- 2 bathrooms
- sleeps 8
Price per night from
$180
Price per night from
$395
Blue Fish Point: Tranquil, Luxurious Waterfront Oasis, Amazing Sunsets, Pool, Ti
Summerland Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 12
Price per night from
$174
The Blue Pearl - Huge Open Water Home, Amazing Sunsets, Boat Bar & Room For The
Summerland Key house
- 4 bedrooms
- 3 bathrooms
- sleeps 12
Price per night from
$174
The Hideaway: Discover and Lose Yourself! Newly Decorated Canal Front Home, Dock
Summerland Key house
- 2 bedrooms
- 2 bathrooms
- sleeps 6
Price per night from
$144
Great rentals within 20 miles that match your search
“The Perfect Little Get away” We (my husband and I and our 1 year-old) stayed at the Tropical Paradise Home for a week with another couple; and it was the perfect amount of space to enjoy each other's company but still have our own private areas. The house was very, very clean when we checked in and we immediately felt at home. The pictures we had seen on-line did accurately reflect the rental's and amenities. The kitchen was great and we ate most of our meals on the screened in porch. We felt very secluded at the end of the street in our own tropical paradise. The vegetation and landscaping around the house is so beautiful. We all enjoyed time reading in the hammock, kayaking from our own backyard, and cooling off in the pool. We also enjoyed the beautiful sunrise every morning thanks to the baby. :) The owner is very friendly and left a packet of activities and restaurants near-by that she recommended. We enjoyed the restaurant Square Grouper for lunch or dinner (less than 5 mins away) and also enjoyed stand-up paddle boarding with sup Key West. We rented a full size crib from Baby Chick Rentals and they had the crib set up before we arrived. We also enjoyed driving into Key West for shopping/bars/and more restaurants. The drive to Key West is about 25 mins. We would definitely recommend the Tropical Paradise Home and we would stay there again!
Price per night from
$575
Tee by the Sea - Luxury 2/2 1/2 with huge pool, parking and 7 Bikes FREE
Key West apartment
- 2 bedrooms
- 3 bathrooms
- sleeps 6
“Absolutely Perfect!!!” I chose this place to rent because it looked nice and it was affordable. I knew going in that it was not located on the Key West island, which was fine considering the condo came with bikes you could ride onto the island...What I experienced during my stay here is nothing short of Perfect!!! The entire condo was clean and spacious, everything inside the condo worked, the beds and all furniture were clean and comfortable, plenty of towels and linens, the showers, water presure and plumbing were excellent, the pool was clean, relaxing and private, the nights were quiet for sleeping and the gated community within the condo were friendly and fun. The bikes were the best part...10-15 minutes and you were on Duval Street, or the Southernmost Point, or Fort Zachery beach with no hassles what so ever, and I got some good exercise!!! I will definately stay here again!!!
Price per night from
$316
Price per night from
$793
Ocean View Estate with Private Pool 15 minutes from Key West
Cudjoe Key house
- 4 bedrooms
- 2 bathrooms
- sleeps 10
“This vacation home has everything you need.” This home has all the amenities you could possibly need inside and out. Very quiet and secure with a great covered porch where we spent much of our time (we had 7 in our group). Plenty of towels and miscellaneous supplies. It was very easy to book and communicate with the owners. They responded promptly to any questions.
Responds fast! avg. 2 hours 23 minutes
Price per night from
$603
Price per night from
$130