Islamorada Vacation Rentals, Homes With Swimming Pool - 57 Rentals Available

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1 / 22

Islamorada Condo
2 BR / 2 BA / Sleeps 5 2 5 7 night min stay
Condo / 2 Bedrooms / Sleeps 5
2 bedrooms 2 bathrooms Sleeps 5
High Speed Internet • Dishwasher • Microwave
"My husband and I had the pleasure of staying at this beautiful condo. The views were amazing. We used the pool daily and was a great place to relax. The owners made sure every last detail was taken care of. Love this condo!"
- Anne Sullivan, Chicago
(1) Excellent (1 review)
1 / 15

Islamorada Home
3 BR / 3 BA / Sleeps 8 3 8 30 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"Had a great time. Beautiful house. Very convenient to everything. We highly recommend this property."
- Key Rosser, Bradenton,Fl
(9) Excellent (9 reviews)
1 / 9

Islamorada Townhouse
2 BR / 2.5 BA / Sleeps 4 2 4 7 night min stay
Townhouse / 2 Bedrooms / Sleeps 4
2 bedrooms 2.5 bathrooms Sleeps 4
High Speed Internet • Microwave • Air Conditioning
"What a great place to stay Perfect for boating, fishing or just relaxing - cant wait to go back!"
- Rob Apostolakis, Chicago, IL
(6) Excellent (6 reviews)
1 / 29

Islamorada Home
3 BR / 3 BA / Sleeps 6 3 6 7 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 3 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"This house is the best! ! ! ! ! We had two familys staying and was perfect. The separate living quarters made our trip very enjoyable and very roomy. The house upstairs is remarkable and very up to date as well as downstairs. The back yard is your own..."
- Shannon Smiles, Wilmington, NC
(21) Excellent (21 reviews)
1 / 17

Islamorada Home
4 BR / 3 BA / Sleeps 12 4 12 30 night min stay
Home / 4 Bedrooms / Sleeps 12
4 bedrooms 3 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"We have stayed at this home 2 years in a row and have enjoyed ourselves tremendously! It has a great location at the end of the street, corner lot, pool privacy, and water front. The house is large enough to accomodate our large family and give privacy..."
- julie forbush, Michigan
(18) Excellent (18 reviews)
1 / 12

Islamorada Condo
2 BR / 2 BA / Sleeps 5 2 5 Min stay varies
Condo / 2 Bedrooms / Sleeps 5
2 bedrooms 2 bathrooms Sleeps 5
Dishwasher • Microwave • Air Conditioning
"Condo is quiet and private, large balcony and view was spectacular. Clean and well stocked. Plenty of room for 5. Owner easily available by text or email, Would highly recc for others"
- bev nelson, gainesville, florida
(21) Excellent (21 reviews)
1 / 9

Islamorada Home
3 BR / 2 BA / Sleeps 6 3 6 30 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"What a lovely place. Immaculately clean and beautifully appointed. Everything as advertised and the pool and hot tub are beautiful. Nicely situated in Lower Metacumbe. The private beach was a gorgeous addition.We had a wonderful time and Capt. Mark..."
- Bryan Loveless, Columbus, Ohio
(7) Excellent (7 reviews)
1 / 6

Islamorada Townhouse
3 BR / 2 BA / Sleeps 6 3 6 30 night min stay
Townhouse / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"The location is perfect! It is very orivate with an amazing view. The condo is in pristine condition! We will definitely come again!"
- Caroline McCurry, South Carolina
(7) Excellent (7 reviews)
1 / 28

Islamorada Home
3 BR / 3 BA / Sleeps 8 3 8 7 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"We enjoy coming back, weather just great. Just so relaxing. Chiki bar, pool, private dock all a plus. Est place to vacation."
- Joan Geissler, Lake Worth, Florida USA
(3) Excellent (3 reviews)
1 / 9

Islamorada Home
4 BR / 4 BA / Sleeps 8 4 8 full period
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 4 bathrooms Sleeps 8
High Speed Internet • Microwave • Air Conditioning
"We had four couples on our summer fishing vacation that we do every year in Islamorada.Couldnt have been better, we had couple days at first to go feed tarpon at Robbies and relax till seas calmed down and we got out in flat waters to fish, we caught ..."
- Lynne Kersey Coffey, Deland Florida
(7) Excellent (7 reviews)
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