
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 450 vacation rentals in Key Colony Beach

Nightly prices starting at
Key Colony Beach vacation rentals start at €138 per night before taxes and fees

Verified guest reviews
Over 16,720 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 160 rentals that welcome pets

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wi-Fi availability
450 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

4.8 Average rating
Key Colony Beach stays are highly rated by guests—averaging 4.8 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.

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.
4.98 out of 5 average rating, 129 reviews
KCB Tiki Hut Oasis: 37.5' Dock + Cabana Club!
Waterfront Paradise with New Tiki Hut, Private Dock & Free Cabana Club ! Escape to the ultimate Florida Keys getaway in Key Colony Beach. This immaculate, fully updated canal-front half-duplex blends modern comfort with classic Keys charm. Located on 9th St, you are minutes from world-class fishing, snorkeling, and pristine beaches. Relax under your new backyard Tiki Hut, launch a boat from your private 37.5' dock, or lounge poolside at the Cabana Club. Enjoy your perfect island headquarters.
4.97 out of 5 average rating, 86 reviews
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).
4.92 out of 5 average rating, 159 reviews
Coastal Key Colony Beach Condo, Oceanfront Complex
Lovely coastal condo in Key Colony Beach. Unit #17 has 2 queen beds, a fully equipped kitchen with full-size appliances and everything you need to cook and serve meals. Free, fast and reliable WiFi, along with SmartTV for entertainment. Enjoy stunning views of sunrise from our private beach and sunsets next door at Sunset Park. Heated pool, beach BBQs, tiki huts, longers and umbrellas for guest use. We are centrally located to awesome Keys adventures just a few miles drive from the condo.
4.92 out of 5 average rating, 356 reviews
Entire private two family water front home.
Forget your worries in this spacious and serene space. This is a great option for large multi-generational families that want to be in two separate areas of a full home. This is a full two family home with separate entrances. Enjoy 75 feet of waterfront with a concrete seawall, davits, a fish cleaning station, and direct ocean and bay access via nearby Vaca Cut. The home offers full privacy, a private heated and chilled pool in the heart of Key Colony Beach; the entire home is yours!
5.0 out of 5 average rating, 5 reviews
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.
4.94 out of 5 average rating, 144 reviews
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!
4.91 out of 5 average rating, 33 reviews
Beachside Unit 22 - Private Beach on Atlantic
Unit 22 Details: Main Floor, Walk-in Shower, 2 Queen Beds and Queen Sofa Pull-out, Maximum Occupancy 4 Guests (0-2 years old count as a guest), 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.”
4.86 out of 5 average rating, 153 reviews
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
4.89 out of 5 average rating, 131 reviews
“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.
5.0 out of 5 average rating, 98 reviews
Villa Bella 3/3 with Private Pool & NEW 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!
4.96 out of 5 average rating, 47 reviews
Marathon one-level home on the Marina - with slip!
***New Listing! Recently renovated with all new furnishings and appliances*** Beautiful oasis in the heart of the Florida Keys, Marathon is a fisherman's paradise. Coral Lagoon is the perfect destination for a relaxing family getaway and this home is all new with stylish interior and unbeatable location.
4.95 out of 5 average rating, 174 reviewsPopular amenities for Key Colony Beach rentals with a pool
House rentals with a pool

*New Modern*3/2Duplex/37' Dock/Cabana/Kayaks/Bikes
4.91 out of 5 average rating, 112 reviews
P67 - Spacious 3 bedroom 4 bath with private pool,
4.93 out of 5 average rating, 27 reviews
DOCK-Beach Club-Tiki Hut-Screened Porch-East Yard
4.86 out of 5 average rating, 7 reviews
Tradewinds in Key Colony Beach. XL Porch, Dock
4.9 out of 5 average rating, 58 reviews
Waterfront Villa Bring Your Boat Cabana Club Beach
4.94 out of 5 average rating, 78 reviews
Sea Glass Beach Bungalow in Key Colony Beach!
4.95 out of 5 average rating, 80 reviews
KeyColony,4 Bedroom, Pool, 40'Dock, Quick Vaca Cut
4.91 out of 5 average rating, 33 reviews
Paradise Cove! 50ft Dock Pool BBQ
4.97 out of 5 average rating, 33 reviewsCondo rentals with a pool

Slip, Private Ramp, Pool, Trailer Parking, Freezer
4.97 out of 5 average rating, 120 reviews
Dapper Dolphin | Canal View + Breakfast + Pool
4.93 out of 5 average rating, 119 reviews
Private Beach in Marathons Key Colony Beach
5.0 out of 5 average rating, 29 reviews
*NEW* Private Beach, pool & fully loaded kitchen
4.95 out of 5 average rating, 39 reviews
Paradise found! Sea-Esta Condo beach and pool.
4.96 out of 5 average rating, 52 reviews
King Suite | Heated Pool | Marathon Keys | Sleep 4
4.96 out of 5 average rating, 24 reviews
Anglers Paradise ~ Waterfront Condo with Boat Slip
4.81 out of 5 average rating, 16 reviews
2-story condo w/ panoramic bay views and balconies
4.95 out of 5 average rating, 56 reviewsOther vacation rentals with a pool

3Bed 2Bath~Kayaks~Cabana Club~Swim Spa~Fish Equip
5.0 out of 5 average rating, 19 reviews
Castillo Del Mar- Ocean access from your backyard
5.0 out of 5 average rating, 15 reviews
Newely Renovated 3/2-private pool/dock/cabana club
4.85 out of 5 average rating, 13 reviews
2 Bdrm Oceanfront Complex Private Beach & Pool
4.93 out of 5 average rating, 40 reviews
Heated&Cooled PrivatePool/CabanaClub/Bikes/PaddleB
5.0 out of 5 average rating, 56 reviews
Cabana Club Privileges! Paddleboards, Bikes, Kayak
5.0 out of 5 average rating, 6 reviews
Gorgeous 3 Bdrm Home w/ private pool, 60' dockage
5.0 out of 5 average rating, 4 reviews
Canal/Dock - Cabana Club - Pickleball - Remodeled
4.98 out of 5 average rating, 46 reviewsWhen is the best time to visit Key Colony Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €311 | €359 | €359 | €288 | €260 | €280 | €261 | €242 | €206 | €211 | €242 | €302 |
| 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
- Bahia Honda State Park
- Seven Mile Bridge
- Robbies Marina Of Islamorada
- Theater of the Sea
- Key Largo Kampground And Marina
- Florida Keys Aquarium Encounters
- Dolphin Research Center
- Harry Harris Beach and Park
- Founder's Park
- History Of Diving Museum
- Calusa Campground
- Conch Key
- Curry Hammock State Park
- The Rain Barrel Village





