
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.

Bright Cheery Condo, Ocean Views in Key Colony
Beautifully renovated condo in Key Colony Beach. with one king bed, well equipped kitchen with full-size appliances & everything you need to cook and serve meals. New A/C for great cooling. Renovated bathroom with walk-in shower, plenty of counter space and storage. Free & reliable WiFi with a private back balcony with chairs and table. Enjoy the heated pool & private sandy beach just steps away from your condo door. Sunset Park is next door, great for catching beautiful Florida Keys sunsets.

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.

The Snapper House 3/2.5 45' dock sleeps 8+ pets OK
The Snapper House is a spacious 3/2.5 bed/bath duplex with 45' of canal dock frontage, also Includes the Cabana Club with large pool (food/drinks for purchase) and ocean facing beach. Awning extends to dock from sliding doors. TV package includes 100+ channels Each bedroom and living room has a full size flat screen TV. For best WIFI reception, an extender is available and should be used when in the back bedrooms, it's name is the same as the main house with an "ext" at the end (same pw).

Cielo's Del Mar 1 - Pool / Dock / Beach Luxury in KCB
Cielo's Del Mar 1 is a luxurious new construction duplex home located within walking distance of Key Colony's best waterfront dining restaurants and beaches. This spacious home comes equipped with 40' of dockage, outdoor swimming pool, spacious balconies and plenty of games for enjoyment. The home was designed with vacation and relaxation in mind, it is the perfect place for family and friends to enjoy time together. Big families can rent both sides of the duplex home for larger gatherings!

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.

Private Pool! Luxury Paradise Pointe, Pet Friendly
Beautiful Key Colony Beach waterfront duplex with a private pool! Featuring a newly updated, 3/2, spacious 1440 sf home, deep water private boat slip & lift, Tiki Hut w/TV, kayaks, pet friendly, ice machine, bait freezer, large kitchen, Cabana Club, restaurant, and beach access. Family friendly location w/Golf, a playground, and dog park. Sit under the tiki hut, enjoy the outdoor TV after a day on the water, & grill your catch. Relax on the upper deck sunbathe and enjoy the vistas!

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!!

P62 - 3 Bedroom 2 bath, private pool and beach mem
Beautiful duplex in Key Colony Beach with private fenced yard and private heat optional pool. Three bedroom, two bath home located on Sixth Street (The Causeway). Guests have access to the homes 2 car garage to keep those vehicles out of the Florida sunshine. This homes comes with membership to Cabana Club. - Maximum Occupancy: 6 guests (includes adults and children of any age) (*children of any age, including infants, count toward occupancy)

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
Waterfront 2BR/2BA half duplex in Key Colony Beach with a 37.5’ private dock, fish cleaning station, and quick ocean and Gulf access. Relax by the private heated pool overlooking the canal after a day of boating or fishing. Bright open living area, fully equipped kitchen, Wi-Fi, smart TVs, washer/dryer, and comfortable accommodations make this the perfect Florida Keys getaway. Minutes from beaches, restaurants, golf, and sunset views.

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.

Villa Bella 3/3 with Private Pool & Dock!
Relax with the whole family at this newly remodeled waterfront property with private pool , 38 foot private dock, bait freezer, and plenty of parking for your boat trailer on-site. The home is pet friendly. Cabana Club access is included. The home is managed by Florida Keys Vacation Rentals. 2-person Malibu XL Ocean Kayak to use during your stay!
Popular amenities for Key Colony Beach rentals with a pool
House rentals with a pool

Kayaks, Cabana Club, Hot Tub, Deep Water Dock

Sea Dreams on 9, 3 bedroom 3 bath 1/2 duplex, Priv

Tropical Keys Retreat | Pool | Hot Tub | Cinema

Paradise Cove! 50ft Dock Pool BBQ

*Newly Renovated Single Family Home w/Private Pool

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

Marathon one-level home on the Marina - with slip!

Key Colony Beach Waterfront 321
Condo rentals with a pool

Resort Condo | Marina Views, Pool, Tiki, Breakfast

Private Beach in Marathons Key Colony Beach

King Suite | Heated Pool | Marathon Keys | Sleep 4

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

Updated Key Colony Tiki Hut-37.5 Dock-Cabana Club

Cabana Club Privileges! Paddleboards, Bikes, Kayak

Key Colony Retreat/37.5 Dock/Sandy Beach/Pool

2 Bedroom 2 Bath Retreat with Cabana in KCB

Castillo Del Mar- Ocean access from your backyard

Sea Glass Beach Bungalow in Key Colony Beach!

Canal/Dock - Cabana Club - Pickleball - Remodeled

Cabana Club Condo: Key Colony Beach, FL
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 | ﺩ.ﺇ 1,322 | ﺩ.ﺇ 1,528 | ﺩ.ﺇ 1,528 | ﺩ.ﺇ 1,146 | ﺩ.ﺇ 1,021 | ﺩ.ﺇ 1,065 | ﺩ.ﺇ 1,109 | ﺩ.ﺇ 1,028 | ﺩ.ﺇ 878 | ﺩ.ﺇ 896 | ﺩ.ﺇ 1,028 | ﺩ.ﺇ 1,285 |
| 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 ﺩ.ﺇ 514 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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- Everglades National Park
- Sombrero Beach
- Smathers Beach
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- Theater of the Sea
- Seven Mile Bridge
- The Turtle Hospital
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