
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.

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, watch the game on the outdoor TV after a day on the water, & grill your catch. Relax on the upper deck sunbathe and enjoy the vistas!

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).

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

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!!

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!

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

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.

P23 - New 3 bedroom 2 bath duplex with private po
This all ground level home boasts ease of access inside and out, with an open floor plan and a large, fully equipped kitchen, guests enjoy the comforts of home with refreshing Keys charm. This duplex home offers 3 spacious bedrooms and 2 well-appointed bathrooms. Located in Key Colony Beach. - Maximum Occupancy: 6 guest (includes adults and children of any age) (*children of any age, including infants, count toward occupancy)

Ocean's Edge Retreat
Ocean's Edge Retreat is a 3 bedroom / 3 bath home with open water views of the Atlantic Ocean. It includes Cabana Club access, a private new saltwater pool and spa, kayaks and a 40 ft dock for boats. Stunning views of the canal and ocean from the private upstairs master balcony. Kids playground across the street make this an ideal vacation for families. Come see what Ocean's Edge Retreat has to offer!

Amazing Ocean Front Views Key Colony Beach
Newly renovated studio condo in Key Colony Beach, Florida Keys. Unit #40 offers two queen beds, a full equipped kitchen with full-size appliances and essentials, reliable WiFi, and a SmartTV for a comfortable stay. Enjoy the heated pool and private sandy beach just steps away. Sunset Park is next door-perfect for catching a beautiful Florida Keys Sunset.
Popular amenities for Key Colony Beach rentals with a pool
House rentals with a pool

Keys Dream~ 37' Dock, Kayaks, Beach Club Included!

Lux Waterfront: Dock, Volleyball, Putt Putt, More

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

Sea Glass Beach Bungalow in Key Colony Beach!

Bohemian Beach Bungalow

Boat Dock+King Bed & Cabana Club

Coco Plum Paradise - Marathon 5 BR 4 BA Waterfront

Waterfront Luxury Home with Pool and Boat Dock
Condo rentals with a pool

Waterfront Luxury Condo | Pool + Tiki Bar

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.

Beachside Unit 01 - Property on Atlantic Ocean

Carney's Reef 1B/1B Pool, Large Patio &Living Room
Other vacation rentals with a pool

Amazing New Waterfront Home, Dock, Pool/Beach Club

DOCK-Beach Club-ICE MAKER-TIKI

Oceanfront mermaid house pool and dock

Beach House, Private Pool, Dock, Gulf View Sunsets

3BR/2BA Key Colony Beach - Dock

Canal/Dock - Cabana Club - Pickleball - Remodeled

2 Bdrm Oceanfront Complex Private Beach & Pool

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 | $430 CAD | $496 CAD | $522 CAD | $426 CAD | $380 CAD | $396 CAD | $412 CAD | $382 CAD | $326 CAD | $333 CAD | $382 CAD | $478 CAD |
| 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 $191 CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 120 rentals that welcome pets

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wifi availability
380 of Key Colony Beach vacation rentals include wifi 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!
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Havana Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Four Corners Vacation rentals
- Key West Vacation rentals
- Beach house rentals Key Colony Beach
- Beachfront rentals Key Colony Beach
- Rentals with outdoor seating Key Colony Beach
- Apartment rentals Key Colony Beach
- Rentals with a washer and dryer Key Colony Beach
- Rentals with a kayak Key Colony Beach
- Rentals with a firepit Key Colony Beach
- Beach condo rentals Key Colony Beach
- Rentals with breakfast Key Colony Beach
- Family-friendly rentals Key Colony Beach
- Rentals with a patio Key Colony Beach
- Rentals with beach access Key Colony Beach
- Fitness-friendly rentals Key Colony Beach
- Rentals with a hot tub Key Colony Beach
- Hotel rooms Key Colony Beach
- Waterfront rentals Key Colony Beach
- Pet-friendly rentals Key Colony Beach
- Townhouse rentals Key Colony Beach
- House rentals Key Colony Beach
- Condo rentals Key Colony Beach
- Rentals with pools Monroe County
- Rentals with pools Florida
- Rentals with pools United States
- Everglades National Park
- Sombrero Beach
- Smathers Beach
- Long Beach
- Sea Oats Beach
- Bahia Honda State Park
- Theater of the Sea
- Conch Key
- Calusa Campground
- Key Largo Kampground And Marina
- Sunset Park
- Seven Mile Bridge
- Dolphin Research Center
- Robbies Marina Of Islamorada
- Founder's Park
- Florida Keys Aquarium Encounters
- The Turtle Hospital
- Boyd's Key West Campground
- History Of Diving Museum
- Harry Harris Beach and Park
- Calusa Beach & Loggerhead Beach




