
Vacation rentals with a pool in Key Colony Beach
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Key Colony Beach

Total vacation rentals
Explore 390 vacation rentals in Key Colony Beach

Nightly prices starting at
Key Colony Beach vacation rentals start at G$29,295 GYD per night before taxes and fees

Verified guest reviews
Over 15,660 verified reviews to help you choose

Family-friendly vacation rentals
330 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wi-Fi availability
380 of Key Colony Beach vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Key Colony Beach rentals

4.9 Average rating
Key Colony Beach stays are highly rated by guests—averaging 4.9 out of 5!
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.

Water Views | Private Pool Oasis + Gazebo + Kayaks
Modern 4BR/4.5BA waterfront getaway in Marathon’s Coco Plum, set on a wide open canal with gorgeous water views—perfect for boaters, families, and friend groups. Spend your days in the huge private pool, relax under the gazebo, and come home to a newer, beautifully kept 2012 house designed for easy Keys living. 🏊 Huge private pool + gazebo (with poolside bathroom) 🛶 Kayaks included + big open-canal view ⚓ Pier-style dockage for your boat or rental boat 🌅 Wraparound covered porch for sunrise/

TropiCarribean - Pool Club, Canal, XL Tiki Hut!
Beautiful private & upscale Key Colony ground level half-duplex on canal near open water FEATURES 3 Bedrooms and 2 bathrooms in a spacious 1590 sq ft Cabana Club pool & beach club included free! Home is furnished with the best quality solid wood dining table. Seating for 6+, 60 In TV (Sign into your own TV service) Super-sized Tiki Hut with TV and ceiling fan! Outdoor patio furniture 37 foot step-down dock 2 minute Boating access to Atlantic & Gulf sides In-Water Dock light for viewing Fish

Castillo Del Mar- Ocean access from your backyard
Welcome to PARADISE! — perfect for salty families, fishing lovers and beach goers • Prime Location – In Key Colony Beach with access to Cabana Club pool & private beach • Walk to Dining – Steps from Sparky’s Landing & Island Company • Boater’s Paradise – Backyard dockage for boats up to 30 ft • Spacious Kitchen – Family-style layout with 4-person bar top • Boho Dining Room – Perfect for cozy dinners and entertaining • Amenities include washer + dryer, fully stocked kitchen, Cozy Tv Room

The Palm House in Key Colony Beach, Florida Keys
3/2 Duplex 37.5' dockage on canal in Key Colony Beach. The property's private (fenced in) back patio has a BBQ, couches and dining table/umbrella facing Eastward with morning sunshine and afternoon shade. Property includes usage of the Cabana Club, a large heated/cooled pool, hot tub, Atlantic Ocean beach and drinks/hot food just a 5 minute walk away. The concrete/wood dock has a fish cleaning station, bait freezer, water hose and gated access for the your boat. Welcome back to paradise !

Cabana Club Privileges! Paddleboards, Bikes, Kayak
Located in Key Colony Beach, The Blue Manatee (formerly Sunshade Villa) on KCB is a gorgeous, canal front duplex with a modern coastal feel! Each side is rented separately and has 4 bedrooms, 4 bathrooms, a private pool and all the amenities you would want for an amazing vacation in the fabulous Florida Keys! The Blue Manatee has CABANA CLUB PRIVILEGES! The Cabana Club in located in Key Colony Beach on the ocean. It has a large pool, beach area, tiki bar and restaurant with a full menu!

Waterfront Home 37.5-ft dock, Cabana Club Included
Bright, Open Floor Plan with new floors & kitchen. East facing for sunny mornings and shady afternoons on the great screened porch. Two roomy bedrooms and 2 full baths. Plenty of parking on the paved driveway. Perfectly located with the boater and angler in mind on a 37. 5 ft concrete dock, on deep & wide canal. Here on Key Colony Beach you can walk or bike the entire city to the marina, Sunset Park, 3 restaurants, play golf, tennis, pickle ball, bocce ball, horseshoes & basketball.

Heated&Cooled PrivatePool/CabanaClub/Bikes/PaddleB
Fresh and Clean!! 2 Paddle Boards and 6 Bikes!! Our home is located on the south end of 9th Street, making it an easy walk to Sunset Beach, Key Colony Inn and access to "Members Only" Cabana Club w/ Pool, Beach and Restaurant. We have everything you'll need for a wonderful vacation! Need something special, just ask! The 37.5' dock with plug in, fish cleaning station, water and green underwater fish light will be sure to please any angler and crew! KCB is the GEM of the FL Keys!!

Boat Dock+King Bed & Cabana Club
2 Bedroom 2 Bath Master with King Bed and Private Bathroom Central Air Conditioning Waterfront Dock with Private Boat Slip on the 7th Street Canal Cabana Club Tiki Bar with Beach Hot Tub and Junior Olympic Pool Patio with Propane Grill Patio Furniture and Sun Lounges Fully Equipped Kitchen and Coffee Bar World Class Sport Fishing Coral Reef Diving and Snorkeling Water Sports Kayaking and Sandbars Crane Point Hammock and Nature Center

Paradise in Key Colony Beach + Cabana Club
Beautiful two bedroom, two bathroom property in the prestigious Key Colony Beach neighborhood. This property is a ten minute walk from Sunset Beach, two minute walk from restaurants and bars in KCB and across the street from a golf course, tennis court and playground. Dockage for boats up to 50ft and beautiful water views. Key Colony Beach Cabana Club is included with your stay. You'll feel completely relaxed in this tropical oasis.

Keys Waterfront: Dock, Hot Tub, Cabana Club Pool
Experience a stunning 2-bedroom waterfront retreat in Key Colony Beach, Florida Keys. Features a private 37.5 ft boat dock, tiki hut, hot tub, and exclusive Cabana Club access with climate controlled pool and private beach. Enjoy coastal decor, a modern kitchen, and breathtaking water views. Perfect for families or groups, comfortably sleeping 4-6 guests, offering direct ocean/bay access and walking distance to local attractions.

Oceanfront Sunrise Condo Private Beach Heated Pool
Impeccable condo with some of the best direct ocean views in the Keys. Well equipped kitchen with full size appliances is stocked with everything you need to cook and serve meals. Enjoy stunning views of sunrise from our private beach and sunsets next door at Sunset Park. Heated pool, beach BBQs and tiki huts for guest use. We are centrally located to awesome Keys adventures just a few miles drive from the condo.

Ocean's Edge Retreat
Ocean's Edge Retreat is a 3 bedroom / 3 bath home with open water views of the Atlantic Ocean. It includes Cabana Club access, a private new saltwater pool and spa, kayaks and a 40 ft dock for boats. Stunning views of the canal and ocean from the private upstairs master balcony. Kids playground across the street make this an ideal vacation for families. Come see what Ocean's Edge Retreat has to offer!
Popular amenities for Key Colony Beach rentals with a pool
House rentals with a pool

Updated Key Colony Tiki Hut-37.5 Dock-Cabana Club

Villa Blue-Water Front-Cabana Club-37ft Dock Space

P27 - Private Beach Access! Pool home with everyth

Sea Glass Beach Bungalow in Key Colony Beach!

“La casa azul” step 3’ to a private pool

Waterfront House with 37 ft Dock & Cabana Club

Cielo's Del Mar 1 - Pool / Dock / Beach Luxury in KCB

Beautiful open plan remodeled home in Key Colony
Condo rentals with a pool

Waterfront Condo, daily housekeeping & breakfast!

Luxury condo with boat slip overlooking the bay

Ocean Views Heated Pool King Suite Ocean Isle

Private Beach in Marathons Key Colony Beach

Boat Ramp & Slip On-Site @ No Additional COST!

2-story condo w/ panoramic bay views and balconies

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

Paradise found! Sea-Esta Condo beach and pool.
Other vacation rentals with a pool

Beach House in Marathon with Amazing Backyard!

Tropical Keys Retreat | Pool | Hot Tub | Cinema

2 Bedroom 2 Bath Retreat with Cabana in KCB

*Newly Renovated Single Family Home w/Private Pool

Modern Island Luxury | 4 En-Suite Masters, 6 BA, P

Canal/Dock - Cabana Club - Pickleball - Remodeled

Key Colony Beach Waterfront 321

Private Pool! Luxury Paradise Pointe, Pet Friendly
When is the best time to visit Key Colony Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$75,331 GYD | G$87,049 GYD | G$87,049 GYD | G$65,287 GYD | G$58,172 GYD | G$60,683 GYD | G$63,194 GYD | G$58,591 GYD | G$50,012 GYD | G$51,058 GYD | G$58,591 GYD | G$73,239 GYD |
| Avg. temp | 21°C | 22°C | 24°C | 25°C | 27°C | 29°C | 30°C | 30°C | 29°C | 27°C | 25°C | 23°C |
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- Everglades National Park
- Sombrero Beach
- Smathers Beach
- Calusa Campground
- Bahia Honda State Park
- Robbies Marina Of Islamorada
- Theater of the Sea
- Seven Mile Bridge
- Florida Keys Aquarium Encounters
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