
Vacation rentals with a pool in Key Colony Beach
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Top-rated rentals with a pool in Key Colony Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Key Colony Beach rentals with a pool
House rentals with a pool

#7 Waterfront 4Bed 3Bath Pool Home
Location, location, location! Great views, nice pool area, dock space if needed. Walkable to several resorts and turtle sanctuary.

Waterfront House - 30' Dock & Pool & Cabana Club
We will be back! We loved it! Clean, comfortable with lots of room. We loved being able to keep our boat behind the house and the trailer in the driveway. We loved walking around Keys Colony. The Cabana Club and Sparkys Restaurant were both within walking distance. The kitchen had every gadget you could imagine. The dining table was perfect for dinners and card playing. The beds were comfy. No allergies whatsoever! Thank you so much!!

Waterfront home w/pool, dock & close to beach
We did a couplesâ trip with our three toddlers and had a wonderful stay at Ruthâs place! We had everything we needed and the location was awesome - close to beautiful Sombrero beach, restaurants, nightlife and had a dock where we could dock our rental boat. Would come back in a heartbeat!

Grouper House, Lux 4BR, 6BA home w/ pool, dock and
The Grouper house was fabulous. I stayed there with my wife and kids for a week. Everything about this place was top notch. From booking to check in and check out. Her staff is nothing short of superb. Sean makes sure every need or question is answered promptly. The best place I have ever stayed. Highly recommend.

P23 - New 3 bedroom 2 bath duplex with private po
Our stay was wonderful! Key Colony is a quiet and peaceful community. Our condo was beautifully decorated and had everything we needed for the first couple days. The sheets and towels were soft The beds were very comfortable. We really enjoyed our stay and hope to go back soon again!

Get Hooked private pool and dock
We recently had the pleasure of staying at a fantastic vacation rental, and it exceeded all our expectations! The house was comfortable, spacious, and perfectly equipped for a peaceful and relaxing stay. One of the highlights was the locationâjust a short and scenic walk to the beach, making it easy to enjoy the sound of the waves and the coastal vibe. We were also treated to the most beautiful sunrises each morning, a sight that truly made the experience unforgettable. The home was spotlessly clean, with thoughtful details that made us feel at ease. And Sheri, the host, was incredibly friendly and welcoming, ensuring every part of our stay was smooth and enjoyable. Her kindness added an individualized touch to the experience. If youâre looking for a perfect getaway with stunning views, a cozy atmosphere, and a host who genuinely cares, this place is absolutely worth considering!

Marathon 3BR Canal Pool Spa Special WK May 4-11
We had an amazing week at this beautiful home in Marathon! The property was impeccably clean, spacious, and thoughtfully designed with everything we needed for a comfortable stay. The location was perfectâclose to local attractions, great restaurants, and great location on the canal. The host was incredibly welcoming and responsive, making sure every detail of our stay was seamless. Whether relaxing at the house or exploring the area, this was the ideal getaway spot. We would absolutely stay here again and highly recommend it to anyone visiting the Keys!

Sunset keys villa w/Den, pool, Firepit &Boat space
Everything about Lazaroâs stay was 5 Star!! He was easy and friendly to communicate with and went above and beyond to make our stay a delight. The property itself was perfect. Everything is brand new and it was one of the best stocked places I have stayed, from the decor to the spacious layout to the stocked cabinets. The fully fenced yard was perfect for our dogs who enjoyed it very much. The location is on a quiet street in the heart of Marathon with so much close by. Ideal!! Truly a 5 star stay and highly recommended.
Condo rentals with a pool

2 Bedroom Oceanfront Complex Heated Pool KCB
We had a great time! Awesome community with walkable restaurants and bars. We loved the local beaches. The people at the complex were super nice. Our four boys loved running from the pool to the beach. Everyone we met was very nice. Great instructions and recommendations. Loved it!

REEL HIP-NEW & Fun-40' Slip-Private Ramp-Kayaks-He
We loved our time staying here in Marathon, FL. The condo was spotless, quiet neighbors, and the entire family slept great! We will be coming back to stay here again, thank you Angela!!!

Beach/Docks Avail/3 Pools/Hot tub/Gym/Restaurants
Great experience, great host and accommodations. Hot tub wasn't working while we were there, but repair was delayed over the holiday week which was out of the hosts' control. Very communicative and responsive.

*NEW* Kokomo Views-Pool/Beach
PERFECTION!!! I have so many great things to say about our stay. First, the condo was beautiful and fully stocked. It even had plenty of soap, toiletries, paper products etc to get you started. Yuni was the perfect host and answered all questions and gave clear instructions. The balcony was huge. It was enough for the family to eat and lounge all while enjoying the beach and pool views! Key Colony Beach is a charming community we walked to the sunset multiple nights. My kids aged 10,8,7 did not want to leave. The complex had very friendly retirees and a handful of families with kids. Everyone was super respectful and friendly. The pool was super clean and warm. The beach was groomed each night and the kid had plenty of room to play on the sand and hunt for shells and hermit crabs. Marathon is a great Key to stay on - close to lots of fun activities. We are already planning our next trip and we will definitely rent this condo again! Itâs perfect for families!

Den Suite Two Balconies- Islamorada
Great spot to spend days for vacation. Great service by office staff. They took care of all requests we had in the most friendly manner. The hotel is located right on the water, so views were great. Nice pool and great vibe. Would highly recommend.

2-story condo w/ panoramic bay views and balconies
What a great find I almost want to say nothing and keep this wonderful place to myself but like all great things the word gets out I hope to come back and do it all over again next year a true wonderful find

Just a Few Friends - Ocean View and Bring your Boa
Great location!We had a fantastic stay,we didnât want to leave! Beautiful home,clean and comfortable,we had everything we need.We enjoyed the pool daily,the complex nice and friendly community. Jonelle was responded quickly with any questions I had and provided great recommendations on restaurant and activities! Islamorada has always been a special place to us!Would definitely stay again!Thank you!

Sombrero Beach Tropical Getaway
Phil always responded quickly to any questions we had and the place was perfect as a home base to explore the Keys! We had a great time!
Quick stats about vacation rentals with a pool in Key Colony Beach
Total rentals
410 properties
Total number of reviews
14K reviews
Family-friendly rentals
370 properties are a good fit for families
Pet-friendly rentals
120 properties allow pets
Rentals with dedicated workspaces
190 properties have a dedicated workspace
Wifi availability
410 properties include access to wifi
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- Everglades National Park
- Sombrero Beach
- Smathers Beach
- Bahia Honda State Park
- Cannon Beach
- Long Beach
- EAA Air Museum
- Cocoa Plum Beach
- Windley Key Fossil Reef Geological State Park
- Sandspur Beach
- Calusa Beach & Loggerhead Beach
- Sugarloaf Beach
- Keys' Meads
- Sea Oats Beach
- Far Beach
- Theater of the Sea
- Horseshoe Beach
- Long Key State Park
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