Florida Keys, FL Vacation Rentals, Homes With Swimming Pool - 354 Rentals Available

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1 / 23

Key West Apartment
2 BR / 2 BA / Sleeps 6 2 6 Min stay varies
Apartment / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
1 / 15

Key West Home
3 BR / 2.5 BA / Sleeps 6 3 6 30 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2.5 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"I have stayed at the Brass Palm Villa several times and I would never stay anywhere else on the island. It is decorated beautifully and exceptionally well maintained. There are many places to relax inside and outside the home. I especially enjoy the outside..."
- Lynne Martino, New Jersey
(2) Excellent (2 reviews)
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 / 26

Key Largo Condo
2 BR / 1.5 BA / Sleeps 4 2 4 7 night min stay
Condo / 2 Bedrooms / Sleeps 4
2 bedrooms 1.5 bathrooms Sleeps 4
High Speed Internet • Dishwasher • Microwave
"There were 3 of us traveling together so this set up was the perfect home. We spent many hours on the lovely screened porch with a beautiful view of the water and lovely sunsets. The cleanliness of the home along with the fact that everything was so..."
- Dru K. Robinson Mang, CHarleston, SC USA
(10) Excellent (10 reviews)
1 / 37

Marathon Home
4 BR / 4 BA / Sleeps 10 4 10 7 night min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 4 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"The house was great, plenty of parking, great location, plenty of space, beds were much nicer than expected. Access to the Vaca Cut for fishing either Gulf or Atlantic was great. Main complaint was no water or electric to the dock to clean your ..."
- Shaun Lulofs, Sarasota, FL
(3) Excellent (3 reviews)
1 / 31

Marathon Home
4 BR / 2 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"The house was beautiful furnished it consisted of all the amenities you could want! The house itself had a nice view and was set back deep into the woods. It had a pool but due to the colder weather we experienced we opted to use the Hot Tub and ..."
- Donna Kurinsky, Walton Hills Oh
(1) Excellent (1 review)
1 / 21

Key West Home
4 BR / 4 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 4 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"Rooms were clean, block off duval, few block to boardwalk and front street. Fabulous location. Reasonable rates. Ask for additional keys prior to arriving if needed, only received 2 keys for 4 rooms. Minor issues with plumbing. we were able to fix..."
- Jody Vincent, LeClaire, Iowa
(8) Excellent (8 reviews)
1 / 15

Marathon Cottage
3 BR / 2 BA / Sleeps 6 3 6 7 night min stay
Cottage / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"This was our first visit to the Florida Keys. My husband, myself, our 18 year old son and 16 year old daughter had a wonderful stay here. We were all really happy with our choice of this property. The house looked exactly as shown online. We really..."
- Karla Haire Sommers, Rogers, MN USA
(3) Excellent (3 reviews)
1 / 28

Key West Villa
6 BR / 7 BA / Sleeps 16 6 16 Min stay varies
Villa / 6 Bedrooms / Sleeps 16
6 bedrooms 7 bathrooms Sleeps 16
High Speed Internet • Dishwasher • Microwave
"This house is great for large groups. We had such a fun time having a reunion here. Close to everything, and staff was attentive and friendly."
- Sean Johnson, Chicago
(3) Excellent (3 reviews)
1 / 16

Marathon Home
3 BR / 2.5 BA / Sleeps 6 3 6 7 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2.5 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"The house and lush landscaping are beautiful! We enjoyed the pool so much. The private dock is a great touch even though we don't have a boat. We would recommend this property highly! Quaint restaurants in Marathon have some great food, too! ..."
- Rhonda Wilburn, Olive Hill, KY USA
(12) Excellent (12 reviews)
1 / 16

Marathon Home
4 BR / 3.5 BA / Sleeps 10 4 10 7 night min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 3.5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"My family and I went and stayed at this house for a week and had the most amazing time. The house was buitiful and very clean. The place had everything for the kids as well and for me to. I can't thank them enough for letting us stay in their paradise...."
- Michael Cramer, Loveland,co
(1) Excellent (1 review)
1 / 17

Marathon Home
2 BR / 2 BA / Sleeps 6 2 6 Min stay varies
Home / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"We were looking for a place to get away from the fast pace world. This place was a perfect fit. While the villas could use some updates, we spent most of time at the pool or the private beach. We visit the Keys every year for a quick weekend getaway..."
- Mandy Harmon, St. Petersburg, FL
(15) Excellent (15 reviews)
1 / 86

Key Colony Beach Home
2 BR / 2 BA / Sleeps 6 2 6 Min stay varies
Home / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"We arranged to rent this beautiful and convenient 2 BR and 2BA condo for the week of Thanksgiving 2016. The owners were so easy to deal with and communication was easy. The condo was spotless and had everything we could have wanted. Plenty of linens and..."
- Beth Samuelson Bice, Ankeny, IA
(1) Excellent (1 review)
1 / 15

Marathon 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 had an awesome trip! The location is very private. The views are amazing! Kayaking and fishing on site was super fun! Plenty of wildlife. We were able to see dolphin swim by a couple mornings and there are tons of iguanas around. The house is clean..."
- Jennifer Benn, Lake worth, FL
(8) Excellent (8 reviews)
1 / 73

Marathon Home
5 BR / 3 BA / Sleeps 12 5 12 7 night min stay
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 3 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"They went the extra mile with this home. Everything was great, everything you need is there for cooking. Caught fish from the dock during high tide . Top notch will stay again."
- Chris Westermann, Detroit, Mi
(2) Excellent (2 reviews)
1 / 16

Marathon Home
5 BR / 3 BA / Sleeps 10 5 10 7 night min stay
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"Was able to vacation at a great spot! ! Close to everything. We were able to rent a boat and dock at the house- great way to see the sunset and go swimming in the ocean/bay. Pool was wonderful. Tons of space for 3 families. We loved the 1 king bedroom..."
- Valerie Kelly, Upstate NY
(5) Excellent (5 reviews)
1 / 16

Key Largo Villa
2 BR / 2 BA / Sleeps 6 2 6 Min stay varies
Villa / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"Everything was very easy from the reservation to checkout. Norman was very helpful and informative he showed us around the Villa and all the little hot spots to take part in. We were able to swim in the coral lagoon with the all the fish and even Tony..."
- Mike Meinders, RIVERSIDE, IOWA
(12) Excellent (12 reviews)
1 / 9

Key Colony Beach Villa
4 BR / 3 BA / Sleeps 10 4 10 7 night min stay
Villa / 4 Bedrooms / Sleeps 10
4 bedrooms 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"Back in the 70s and 80s, our parents brought us down to a time share condo in Key Lime resort in Marathon just over Vaca Cut every 2nd week in August for 7 days of fishing and lobstering. For the last 20 years we have been vacationing in NC. This year,..."
- Leslie Wassmer, Seminole, Gainesville Orlando. North Port Sarasota Crystal Bch
(3) Excellent (3 reviews)
1 / 55

Key West Villa
5 BR / 5.5 BA / Sleeps 12 5 12 Min stay varies
Villa / 5 Bedrooms / Sleeps 12
5 bedrooms 5.5 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"I rented this house for my sister- in- law's bachelorette weekend. The house was spacious, clean, and overall one of the best houses we've stayed in."
- Raevin Poli, Lake Worth, FL
(4) Excellent (4 reviews)
1 / 21

Marathon Home
4 BR / 5 BA / Sleeps 10 4 10 7 night min stay
Home / 4 Bedrooms / Sleeps 10
4 bedrooms 5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"This place is absolutely AMAZING! We stayed here with 3 families and we had plenty of room. Everything from the beautifully maintained grounds to the spacious house made this stay amazing! The views of the sunsets from the balcony were outstanding. ..."
- Jimmy Reyes, Orlando, FL USA
(1) Excellent (1 review)
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