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

Total holiday rentals
Explore 450 holiday rentals in Key Colony Beach

Nightly prices starting at
Key Colony Beach holiday rentals start at $273 NZD per night before taxes and fees

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

Family-friendly holiday rentals
370 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 160 rentals that welcome pets

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wi-Fi availability
450 of Key Colony Beach holiday 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.

*Newly Renovated Single Family Home w/Private Pool
Perfectly situated in KCB w/ up to 50' dockage on a wide and pristine canal that leads easy access to both the Ocean & the Gulf, our newly listed single family is spacious & private, newly renovated w/ new AC, appliances, fixtures, furniture, mattresses, & decors. Featuring 4Bd 3Ba accommodating up to 10 ppl in a comfy space w/ screened patio, backyard, private pool, Tiki Hut, bikes, kayaks, 6-burners grill, & 5 minutes walk to Sunset Park. It is the perfect Florida Keys getaway for your family!
LocationFamilyCondition

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.
ValueLocationDecor

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).
FamilyValueCondition

Salt & Seaglass. Screen Porch, Dock, Pool Club!
This Key Colony Beach home is a welcoming, modern canal-front duplex home provides a relaxing and comfortable atmosphere for your vacation in the Florida Keys! The home features 2 large bedrooms and 2 bathrooms, a modern kitchen with large island and granite counter tops, a master bedroom with private bathroom and modern, plank flooring tile throughout the home. Enjoy the relaxing 9 X 20 ft porch & comfortable furniture. Outside: Lounge chairs & other seating, a kayak, a 37 foot dock
LocationFamilyLaundry

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!
FamilyLocationOutdoor spaces

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.
FamilyLocationQuiet

Paradise Cove! 50ft Dock Pool BBQ
Our stunning new property located in the heart of the Florida Keys in Key Colony Beach! This exquisite retreat offers everything you could ever dream of for a perfect getaway – from a heated pool and breathtaking water views to a private dock for your boat! Step into luxury as you enter our meticulously designed home, where every detail has been crafted to create the perfect haven for relaxation and adventure. **Small Pets Only** **No Boat Trailers allowed on the property**
LocationFamilyHospitality

New Aqua Lodge 2Beds 1 Bath with Full Kitchens
This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!
LocationValueGetting around

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.
LocationFamilyQuiet

Key Colony Beach Luxury Condo, New Modern Interior
Modern condo in oceanfront complex with king bed, well-equipped kitchen with full-size appliances and everything you need to cook and serve meals. 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, tiki huts, loungers & umbrellas for guest use. We are centrally located to awesome Keys adventures just a few miles drive from the condo.
ValueLocationParks

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
LocationValuePool

“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.
LocationFamilyParks
Popular amenities for Key Colony Beach rentals with a pool
House rentals with a pool

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

The Islander 3BR Pool Oasis in Key Colony- KCB#1
LocationFamilyIndoor spaces

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

Heated&Cooled PrivatePool/CabanaClub/Bikes/PaddleB
LocationFamilyGetting around

Keys Marathon Oceanfront, 4BR, 3.5 Bath Pool Home.
LocationFamilyHospitality

Keys Retreat, Dock, King bed, Cabana Club, Pool.
LocationValueComfort

Private Pool! Luxury Paradise Pointe, Pet Friendly
ValueFamilyCheckout

Canal front Home | Private Pool, Kayak & Dock
LocationFamilyIndoor spaces
Condo rentals with a pool

Beachside Unit 33-Private Tropical Beach Plus Pool
ValueFamilyAir conditioning

Slip, Private Ramp, Pool, Trailer Parking, Freezer
LocationFamilyBathroom

Dapper Dolphin | Canal View + Breakfast + Pool
ValueLocationAccuracy

Private Beach in Marathons Key Colony Beach
LocationFamilyBeach

*NEW* Private Beach, pool & fully loaded kitchen
ValueFamilyPool

Paradise found! Sea-Esta Condo beach and pool.
FamilyLocationNearby

Anglers Paradise ~ Waterfront Condo with Boat Slip
LocationValueGetting around

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

Castillo Del Mar- Ocean access from your backyard
FamilyLocationAccuracy

Cabana Club Privileges! Paddleboards, Bikes, Kayak
LocationFamilyOutdoor spaces

Private Pool, Paddleboards, Bikes & Lots of Games!
FamilyLocationIndoor spaces

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

KCB Tiki Hut Oasis: 37.5' Dock + Cabana Club!
FamilyValueAccess

Casita Blanca~ Waterfront, Dock, Cabana Club!
FamilyLocationSleep quality

2 Bdrm Oceanfront Complex Private Beach & Pool
LocationValueAccess

Welcome to Paradise, Private Pool, SUPs, Kayak!
LocationFamilyAccess
When is the best time to visit Key Colony Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $615 NZD | $711 NZD | $711 NZD | $571 NZD | $514 NZD | $554 NZD | $516 NZD | $478 NZD | $408 NZD | $417 NZD | $478 NZD | $598 NZD |
| 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
- Seven Mile Bridge
- 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
- Conch Key
- Curry Hammock State Park
- The Rain Barrel Village





