
Vacation rentals with a pool in Key Colony Beach
Find and book unique homes with a pool on Airbnb
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.

Waterfront House with 37 ft Dock & Cabana Club
Right in the middle of the action between Miami and Key West. This 2/2 house has been nicely renovated and furnished with new stainless kitchen appliances and a gorgeous granite countertop. Comfortable outside/inside living space perfect for a getaway in paradise. Walk out to the porch and backyard, and you will be engulfed by the beauty of the sunset views while lying on the cozy hammock. It features lots of outdoor entertaining: fishing, paddling, BBQ or just plain hanging out in the shade.

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 !

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!!

P27 - Private Beach Access! Pool home with everyth
This beautiful 3 bedroom, 2 bath home located in the very desirable Key Colony Beach, boasts a large open floor plan, private beach access, relaxing tropical vibe, and abundant sunshine! As an all ground level home, guests are always pleased by its ease of access and freedom to spread out and enjoy all this tropical home and grounds have to offer. This home also uniquely offers membership to Key Colony's private Inch Beach. - Maximum Occupancy: 8 guest (6 adults max + 2 children)

Nautical Condo Oceanfront Complex w/ Heated Pool
Beautiful condo in Key Colony Beach oceanfront complex. Condo has one king bed, well-equipped kitchen with full size appliances and everything you need to cook and serve meals. Free, fast, reliable WiFi, SmartTV and free parking. 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.

Beachside Unit 33-Private Tropical Beach Plus Pool
Unit 33 Details: Second Floor, Walk-in shower, Two Queen Beds, Maximum Occupancy 4 Guests, No elevator on site and Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”

Pet Friendly Half Duplex Pool Home with Boat Slip
Want a spacious home with private pool and dock? You have found it! On a deep water canal. Enough dock space for a 37' boat. Enjoy your private heated pool or lounge in the shade or sun. Water views from EVERY room (canal in back, pond with fountains in front). Easy walking to restaurants, shops, golf course, park, playground and entertainment. YOU MUST AGREE TO THE CITY'S RULES, IF YOU BOOK. Pool heater optional. $50/night or $250/week

“La casa azul” step 3’ to a private pool
Escape to this 2BR/2BA half duplex in Key Colony Beach on a deep-water canal with 37.5’ private dock and fish cleaning station. Enjoy instant access to both ocean and Gulf. Relax in your private heated pool overlooking the canal. Inside offers a bright open living space and fully equipped kitchen for fresh catch meals. Master has king bed and en suite; guest has queen bed. Perfect for boating, fishing, and relaxing in the Florida Keys.

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.

KeyColony,4 Bedroom, Pool, 40'Dock, Quick Vaca Cut
Canalfront 4BR home in Key Colony Beach with private pool, dock, outdoor kitchen, and quick access to both the ocean and bay via Vaca Cut. Sleeps 8 with 2 king and 2 queen bedrooms. Walk to restaurants, pickleball, golf, and the oceanfront park for sunsets. Ideal for families, boaters, fishermen, and laid-back Keys weeks.
Popular amenities for Key Colony Beach rentals with a pool
House rentals with a pool

3Bed 2Bath~Kayaks~Cabana Club~Swim Spa~Fish Equip

3/2 Waterfront/Private dock/Beach & Pool Access

Beach House in Marathon with Amazing Backyard!

Newely Renovated 3/2-private pool/dock/cabana club

Beach House, Private Pool, Dock, Gulf View Sunsets

Keys to the Sea + Cabana Club - Seahorse

Waterfront w/pool and hot tub

Key Colony Beach Waterfront 321
Condo rentals with a pool

Waterfront Luxury Condo | Pool + Tiki Bar

Luxury condo with boat slip overlooking the bay

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.

Ocean Isles Mackeral Row VACA-23-137
Other vacation rentals with a pool

4/2.5 Waterfront home on Key Colony, Pool, Dockage

Steps away from Cabana Club One house, two options

DOCK-Beach Club-ICE MAKER-TIKI

Sunshine Escape! 2/2 with pool & 10,000lb lift

Sunshine Getaway in Kcb Luxury Pool Home

KCB Angler Retreat w/ Cabana Club access

2 Bdrm Oceanfront Complex Private Beach & Pool

Key Colony Waterfront 4BR w/ Dock, Beach & Pool
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$75,217 GYD | G$86,917 GYD | G$86,917 GYD | G$65,188 GYD | G$58,084 GYD | G$60,591 GYD | G$63,098 GYD | G$58,502 GYD | G$49,935 GYD | G$50,980 GYD | G$58,502 GYD | G$73,127 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 |
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$29,251 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!
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