
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.

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.

Amazing Ocean Front Views Key Colony Beach
Everything is brand new in this gorgeous condo with amazing oceanfront views. #40 has two queen beds, well equipped kitchen with full-size appliances and everything you need to cook & serve meals. Fast, reliable WiFi, large SmartTV. Super cold new A/C unit Enjoy stunning views of sunrise from your private balcony & sunsets next door at Sunset Park. Heated pool, beach BBQs & tiki huts for guest use We are centrally located to awesome Keys adventures just a few miles drive from the condo.

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 !

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!

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!

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.”

P67 - Spacious 3 bedroom 4 bath with private pool,
This lovely two story duplex offers 3 bedroom, 4 bathrooms and abundant living space on both levels. The lower level offers a second master bedroom with king size bed and private bathroom. This home also comes with access to the Cabana Club; its private beach, large pool, bar and grill. Key Colony Beach offers a par 3, nine-hole golf course, public tennis courts, Sunset Park, several restaurants, coffee shop, clothing boutiques and charter fishing center.

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.

Kayaks, Cabana Club, Hot Tub, Deep Water Dock
Reel Catch UPDATED CANAL FRONT, CABANA CLUB 2/2, with DOCK ** CABANA CLUB ACCESS - Includes private beach, swimming pool, whirlpool & tiki bar with food & drinks! Cast a line and kick back while you enjoy a beautiful Key Colony Beach sunrise from this freshly remodeled 2/2 canal front half-duplex. Boasting 37.5’ of deep water dockage and a 100' wide canal, this home is every fisherman’s dream.
Popular amenities for Key Colony Beach rentals with a pool
House rentals with a pool

Waterview from three sides, Cabana Club, 30' Docks

Paradise in Key Colony Beach + Cabana Club

*New Modern*3/2Duplex/37' Dock/Cabana/Kayaks/Bikes

4BR 3B, Heated Pool & Spa, 60' Dock

KeyColony,4 Bedroom, Pool, 40'Dock, Quick Vaca Cut

TropiCarribean - Pool Club, Canal, XL Tiki Hut!

DOCK-Beach Club-Tiki Hut-Screened Porch-East Yard

Keys Retreat, Dock, King bed, Cabana Club, Pool.
Condo rentals with a pool

Slip, Private Ramp, Pool, Trailer Parking, Freezer

Dapper Dolphin | Canal View + Breakfast + Pool

Private Beach in Marathons Key Colony Beach

*NEW* Private Beach, pool & fully loaded kitchen

Paradise found! Sea-Esta Condo beach and pool.

Beach House w/ Pool + Private Boat Dock

Anglers Paradise ~ Waterfront Condo with Boat Slip

2-story condo w/ panoramic bay views and balconies
Other vacation rentals with a pool

Castillo Del Mar- Ocean access from your backyard

Marathon Oceanfront 4BR Private Pool 60’ Boat Dock

Gorgeous 3 Bdrm Home w/ private pool, 60' dockage

Heated&Cooled PrivatePool/CabanaClub/Bikes/PaddleB

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

Cabana Club Privileges! Paddleboards, Bikes, Kayak

Private Pool, Paddleboards, Bikes & Lots of Games!

3Bed 2Bath~Kayaks~Cabana Club~Swim Spa~Fish Equip
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 | €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
- Harry Harris Beach and Park
- Dolphin Research Center
- Founder's Park
- History Of Diving Museum
- Calusa Campground
- Conch Key
- Curry Hammock State Park
- The Rain Barrel Village





