Florida Keys, FL Luxury Vacation Rentals, Homes, & More - 46 Rentals Available

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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)
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 / 3

Key West Guesthouse
2 BR / 2 BA / Sleeps 4 2 4 7 night min stay
Guesthouse / 2 Bedrooms / Sleeps 4
2 bedrooms 2 bathrooms Sleeps 4
High Speed Internet • Dishwasher • Microwave
"We rented the Conch House for our honeymoon and it was perfect! We loved the secluded feeling and the private beach. Carol was wonderful to work with and had fresh eggs and champagne waiting for us in our fridge. She picked fresh veggies for us to..."
- Kristi Koenig Martin-Smith, Fort Worth
(3) Excellent (3 reviews)
1 / 21

Key West Home
3 BR / 4 BA / Sleeps 8 3 8 7 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 4 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"Howard was great to work with. The house was very nicely furnished. The pool area is small but this is key west. The location was great. Overall very good experience."
- Pat Schaeff, Ohio
(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 / 12

Marathon Home
4 BR / 3 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"Paulette, the Bldg. mgr. made everything so easy. We absolutely loved the house. So spacious. Great layout for entertaining. Great ocean & Gulf access with our rental boat. Loved playing with the manatees at the dock. Loved the little Key Colony..."
- Ina Hughes, St. Louis, Mo.
(1) Excellent (1 review)
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 / 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 / 11

Marathon Home
2 BR / 2 BA / Sleeps 6 2 6 7 night min stay
Home / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"My husband and I just finished our second stay at Gerry's Place and I'm sure it won't be our last. It has everything you need to have a great Florida Keys experience! Hope to be back again next Fall!"
- Vicky Rorrer, Ohio
(2) Excellent (2 reviews)
1 / 10

Big Pine Key Home
3 BR / 2 BA / Sleeps 10 3 10 Min stay varies
Home / 3 Bedrooms / Sleeps 10
3 bedrooms 2 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
"My husband and I took my daughter her husband and our 3 grandchildren for a week. The house was perfect for our size group. Huge kitchen and great room, 3 big bedrooms and the best part 3 bathrooms! We used our boat everyday, getting out of the..."
- Carlene Rozalsky, Grant, FL
(8) Excellent (8 reviews)
1 / 30

Marathon 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
"This house had everything we needed. There are 2 King bedrooms and a twin bedroom on 2nd floor. We would have liked a tv in the twin room but there was no cable in ther. Down stairs ther was a king suite with jacuzzi tub and across from that room was ..."
- Debra Lovett, Boynton Beach Fl.
(10) Excellent (10 reviews)
1 / 10

Marathon Townhouse
3 BR / 2.5 BA / Sleeps 8 3 8 7 night min stay
Townhouse / 3 Bedrooms / Sleeps 8
3 bedrooms 2.5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"Beautiful location, and terrific property. Everything was super clean and nicely organized when we arrived. Perfect location with boat slip outside the back deck. The layout was perfect for us, easy to access, quiet, cool, very friendly and helpful..."
- Jon Cammack, Washington, D.C.
(19) Excellent (19 reviews)
1 / 29

Islamorada Home
3 BR / 2 BA / Sleeps 6 3 6 7 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"Not more I can say except we all had a great time and thanks to the hosts and location this was an amazing celebration! Definately recommend!"
- Andrew Dick, Tacoma, WA
(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 / 17

Cudjoe Key Home
6 BR / 3 BA / Sleeps 14 6 14 Min stay varies
Home / 6 Bedrooms / Sleeps 14
6 bedrooms 3 bathrooms Sleeps 14
High Speed Internet • Dishwasher • Microwave
"Where do I start?! This place was great for our party of 10. Everything was provided, extra towels, handmade soap, shampoo and conditioner. The kitchen had everything you needed, even extra trash bags! ! The laundry area had plenty of beach towels..."
- Crystal K. Morgan, St. Augustine, Fl
(1) Excellent (1 review)
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
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 / 42

Marathon Home
2 BR / 2 BA / Sleeps 6 2 6 7 night min stay
Home / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Microwave • Air Conditioning
"My family and extended family enjoyed room to relax, plenty of things to do (fishing, kayaking, snorkeling, and scuba diving), room enough to enjoy the serenity of peace and quiet, the luxury of easy access to shore, and exploring all the native..."
- Cindy Ciener Knowlton, Orange City, FL
(1) Excellent (1 review)
1 / 42

Key West Condo
2 BR / 2.5 BA / Sleeps 6 2 6 Min stay varies
Condo / 2 Bedrooms / Sleeps 6
2 bedrooms 2.5 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"Our condo was AMAZING! So clean and had all the comforts of home! Their was a detailed binder of places to eat and what to do in the area! Our vacation was perfect because of all the extra touches and information we were provided!"
- Winnie Lucht, Wisconsin
(5) Excellent (5 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 / 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 • TV (Antenna)
"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

Key Largo Home
3 BR / 3 BA / Sleeps 9 3 9 3 night min stay
Home / 3 Bedrooms / Sleeps 9
3 bedrooms 3 bathrooms Sleeps 9
High Speed Internet • Dishwasher • Microwave
"By far the best spot in the Keys. Amazing views, breathtaking sunsets, and most importantly a place that feels like home. We love it so much 2016 will be our forth year. The home is imaculate from the wonderful bedding to the very well stocked kitchen!..."
- Jill Woods-Dale, Hewitt,NJ
(6) Excellent (6 reviews)
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
"Thank you David for allowing us to stay at the Peninsular House for Christmas. The house was perfect. Everything was clean and ready and the house was well stocked with anything that a vacationer would need. There were many iguanas that kept us company..."
- Liza Emery, Chalfont, PA
(10) Excellent (10 reviews)
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