Key Colony Beach Rentals
From $329 per night (USD)VRBO
Waterfront home with 24-foot dock, shared pool, & beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Couples and small families both deserve a great home base during their stay in the vibrant Florida Keys, and that's just ...
From $329 per night (USD)VRBO
From $511 per night (USD)Expedia
Breezy waterfront home with pool, 35-foot dock & cabana club access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Make your next tropical getaway one for the ages at this Key Colony Beach vacation rental, a breezy waterfront home with ...
From $511 per night (USD)Expedia
From $504 per night (USD)VRBO
Waterfront home with 35-ft dock & access to Cabana Club pool & beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to paradise in this lovely bayfront Key Colony Beach retreat! Right by the canal with its very own 35-foot dock s ...
From $504 per night (USD)VRBO
From $507 per night (USD)Expedia
Sea Dreams on 9, 3 bedroom 3 bath 1/2 duplex, Private Pool in Key Colony Beach waterfront with 37 ft dockage and cabana club private membership, pool table and putting green.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Summary: Sea Dreams on 9 3 bedroom 3 bathroom on the canal/ Waterfront with Private Pool 1/2 Duplex Home in Key Colo ...
From $507 per night (USD)Expedia
From $378 per night (USD)VRBO
Happy Manatee - 3 bed/2 bath 1/2 duplex home waterfront with 37 ft dockage in Key Colony Beach, with Cabana Club private membership
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Summary: Happy Manatee Florida Keys Waterfront Retreat | 30' Dockage | Tiki Hut | Cabana Club Access with Private Beac ...
From $378 per night (USD)VRBO
From $499 per night (USD)VRBO
Modern 3-bed/2bath house with Private Pool in KCB - Dock & Free Cabana Club
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Coastal Luxury Retreat in Key Colony Beach Brand-New Pool • Private Dock • Cabana Club Access Escape to your private s ...
From $499 per night (USD)VRBO
From $713 per night (USD)VRBO
Gorgeous 3 Bdrm Home w/ private pool, 60' dockage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: 🌴 4 Ever Big Sky – Coastal Luxury Retreat | Private Pool + 60’ Dockage | Key Colony Beach, FL | 3 Bedroom plu ...
From $713 per night (USD)VRBO
From $293 per night (USD)Expedia
The perfect tropical sanctuary with turquoise waters and steps from the beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape the winter chill and trade your snow shovel for a sand shovel! This charming first-floor condo in Key Colony Beac ...
From $293 per night (USD)Expedia
From $588 per night (USD)VRBO
Carefree Casa-3BD|2BTH pool 75' Dockage Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to The Carefree Casa — a relaxed waterfront retreat in the heart of Key Colony Beach where boating, su ...
From $588 per night (USD)VRBO
From $260 per night (USD)Expedia
2/1 The Dolphin Aqua Lodge with Cabana Club Benefits
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Key Colony Beach is waiting for you at this 2-bedroom boat. Step aboard and enjoy a beautiful, peaceful retreat on the w ...
From $260 per night (USD)Expedia
From $240 per night (USD)VRBO
Waterfront Home with Dockage & Steps to Cabana Club
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to "Shore Thing" you beachy home base in the heart of Key Colony Beach! This stylish 2-bedroom, 1.5 bath half du ...
From $240 per night (USD)VRBO
From $583 per night (USD)Expedia
Waterfront Paradise: Dock, Pool & Beach at Cabana Club
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Waterfront home in Key Colony Beach with private dock (37'), Gaming Lounge, and access to Cabana Club, Pool, Jacuzzi and ...
From $583 per night (USD)Expedia
From $313 per night (USD)VRBO
Coastal Living at Casa Clara - 2 Bedroom Condo with Stunning Ocean View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ocean View Escape at Casa Clara | First-Floor 2BR/2BA in Key Colony Beach | 14-Night Minimum Imagine waking up to the s ...
From $313 per night (USD)VRBO
From $1198 per night (USD)VRBO
SandCastle. Upscale, Whole house. Upper and Lower side. Private Pool, 75 Ft Dock
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
This beautiful, modern and spacious home is perfect for families and group vacations. It features an upper side and a l ...
From $1198 per night (USD)VRBO
From $212 per night (USD)VRBO
Beautiful 2-bedroom house with Dock in Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a peaceful stay at this 2-bedroom house in Key Colony Beach. Access to the Cabana club is included . The enchantin ...
From $212 per night (USD)VRBO
From $413 per night (USD)Expedia
Beach Front 2 Bed/ 2 1/2 Bath Updated condo with heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Welcome to your slice of paradise in Key Colony Beach 🌴☀️ This beautifully appointed condo at 601 West Oce ...
From $413 per night (USD)Expedia
From $453 per night (USD)VRBO
MANATEE BUNGALOW in pleasant Key Colony Beach, FL
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Manatee Bungalow Key Colony Beach, Florida Keys with Cabana Club access. Your Dream Florida Keys Escape Awaits! W ...
From $453 per night (USD)VRBO
From $415 per night (USD)VRBO
Sea la Vie - Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in the highly sought-after neighborhood of Key Colony Beach, this home offers comfort and luxury. Three spacious ...
From $415 per night (USD)VRBO
From $384 per night (USD)VRBO
Delightful 3-bedroom house in Key Colony Beach with Cabana Club
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Cozy 3-Bedroom Canal Home with Dock & Cabana Club Access Welcome to this comfortable and airy home located on desirable ...
From $384 per night (USD)VRBO
From $346 per night (USD)Expedia
Canalfront 3BR w/ Cabana Club - Dockage & Prime Key Colony Beach Location
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Experience the perfect Florida Keys getaway in this spacious 3BR/3BA waterfront home nestled in exclusive Key Colony Bea ...
From $346 per night (USD)Expedia
From $346 per night (USD)VRBO
4-bedroom house in wonderful Key Colony Beach with Cabana Club
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious 4-Bedroom Retreat with Dock & Cabana Club Access Welcome to your comfortable getaway on the shady side of 9th ...
From $346 per night (USD)VRBO
From $324 per night (USD)Expedia
Bluefin Bungalow - Cabana Club Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy this delightful, stilted, single-family, 3 bedroom, 2 bathrooms Key Colony Beach vacation rental home. This newly ...
From $324 per night (USD)Expedia
From $367 per night (USD)VRBO
Keys Breeze – 2 Bedroom / 2 Bath Half Duplex with Dockage & Cabana Club Membership
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Keys Breeze – 2 Bedroom / 2 Bath Half Duplex with Dockage & Cabana Club Membership Welcome to Keys Breeze, a charming 2 ...
From $367 per night (USD)VRBO
From $384 per night (USD)Expedia
Unit 196 - 500 4th Street: 2 BR, 2 BA Duplex in Key Colony Beach, Sleeps 4
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to your own private retreat in this beautifully remodeled two‑bedroom, two‑bath half‑duplex, complete with a cust ...
From $384 per night (USD)Expedia
From $220 per night (USD)VRBO
Canal-Front Stay + Cabana Club + Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Waterfront 2-Bedroom Home with Deep-Water Dock, Ocean Access & Cabana Club Privileges Welcome to Searenity Cove, a beau ...
From $220 per night (USD)VRBO
From $259 per night (USD)Expedia
Pet-Friendly Waterfront Home + Dock & Cabana Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Fins to the Left – Key Colony Beach 2 Bedrooms • 2 Bathrooms • Sleeps 5 • Pet Friendly • Access to the Cabana Club Wel ...
From $259 per night (USD)Expedia
From $731 per night (USD)VRBO
Deep Blue ~ Waterfront Gem ~ Pool ~ Kayaks ~ Dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Escape to Deep Blue, a 4BR 3BA waterfront retreat in the exclusive Key Colony Beach, Florida Keys. This expans ...
From $731 per night (USD)VRBO
From $544 per night (USD)Expedia
Large home with a private pool!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
🌴 Beautiful 4BR | 4BA Half‑Duplex with Private Pool & 37’ Dockage — Key Colony Beach Your perfect Florida Keys getaway ...
From $544 per night (USD)Expedia
From $356 per night (USD)VRBO
Canalfront 3BR w/ 25 ft Private Dock, Cabana Club — Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Canalfront 3BR Home — 25 ft Private Dock, Boaters & Anglers Welcome, Cabana Club Access Welcome to your canalfront retr ...
From $356 per night (USD)VRBO
From $430 per night (USD)VRBO
Chasing Sunsets - 3Bedrooms with Dock and Cabana Club access in Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your perfect Florida Keys escape in Key Colony Beach! This beautifully maintained 3-bedroom, 2-bathroom water ...
From $430 per night (USD)VRBO
From $296 per night (USD)VRBO
Stay where the Water is your Backyard. Cabana Club, Key Colony Beach, Priv Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Make yourself at home in this 2-bedroom Key Colony Beach retreat. Guests can unwind in the tranquil living room with wat ...
From $296 per night (USD)VRBO
From $406 per night (USD)Expedia
*NEW*May the Surf Be With You-Florida Keys Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Beautiful 2 bedroom, 2 bath condo in Key Colony Beach, Marathon FL. This spacious retreat features a king bed, a queen b ...
From $406 per night (USD)Expedia
From $204 per night (USD)VRBO
Keys to the Sea + Cabana Club
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Keys to the Sea! This private gem offers an escape with stunning open water views on both sides. Immerse in K ...
From $204 per night (USD)VRBO
From $219 per night (USD)Expedia
Keys to the Sea + Cabana Club!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Keys to the Sea! This private gem offers an escape with stunning open water views on both sides. Immerse in K ...
From $219 per night (USD)Expedia
From $259 per night (USD)VRBO
2-bedroom house in gorgeous Key Colony Beach with dock and direct ocean access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This marvelous house is the perfect home for your trip to Key Colony Beach. Guests will find two comfortable bedrooms, f ...
From $259 per night (USD)VRBO
From $1059 per night (USD)Expedia
The Lux Anchor Ocean Oasis / 60' Dock/4 bedrooms/Heated Pool/ BBQ/ waterfront
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to your private waterfront paradise in Key Colony Beach! Nestled along a beautiful canal in the heart of the ...
From $1059 per night (USD)Expedia
From $555 per night (USD)VRBO
Spacious 4‑Bedroom Waterfront Retreat with Private Pool & 37.5' of Dockage.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Spacious 4‑Bedroom Waterfront Retreat with Private Pool & 37.5' of Dockage. Welcome to your dream getaway in the heart o ...
From $555 per night (USD)VRBO
From $439 per night (USD)Expedia
Peaceful 2-bedroom house with CABANA CLUB in charming Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Long time vacation rental for almost 5 years! New to this booking company and we can't wait to have you! This memorable ...
From $439 per night (USD)Expedia
From $254 per night (USD)VRBO
Reel-Axed Retreat ~ Pet Friendly, 37.5' Dock, Tiki Hut, Cabana Club w Pool Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Reel-Axed Retreat Welcome to Reel-Axed Retreat, a pet-friendly Key Colony Beach vacation rental offering canalfront ou ...
From $254 per night (USD)VRBO
From $401 per night (USD)VRBO
Oceanfront Private Beach Escape - Sea Isle Condos Unit #22, Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Your Florida Keys Paradise! Unit 22 is a 3rd floor (sorry, no elevator) beautifully maintained 2-bedroom, 2- ...
From $401 per night (USD)VRBO
From $357 per night (USD)VRBO
Cabana Cay - Waterfront, 37' Dock, Tiki Hut, Kayaks, Cabana Club, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cabana Cay Escape to this waterfront Key Colony Beach vacation rental featuring 37.5 feet of private dockage, Cabana Cl ...
From $357 per night (USD)VRBO
From $365 per night (USD)VRBO
Oceanview Private Beach Escape - Sea Isle Condos Unit #36, Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Your Florida Keys Paradise! Unit 36 is a 3rd floor (sorry, no elevator) beautifully maintained 2-bedroom, 2-b ...
From $365 per night (USD)VRBO
From $521 per night (USD)VRBO
Oceanfront Private Beach Escape - Sea Isle Condos Unit #2, Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Your Florida Keys Paradise! Unit 2 is a 1st floor oceanfront condo with amazing views. A beautifully maintain ...
From $521 per night (USD)VRBO
From $368 per night (USD)Expedia
Key Colony Beach Home Casa Sunny Sea Key Colony Beach, Fl Keys
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this house in picturesque Key Colony Beach. With two bedrooms featuring a king and a queen bed, plus a cozy li ...
From $368 per night (USD)Expedia
From $310 per night (USD)VRBO
Sandbar Serenade, Private Beach, Heated Pool, Key Colony Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Welcome to Sandbar Serenade, a 2BR/2.5BA oceanfront, townhome-style condo at The Cay in Key Colony Beach, Flor ...
From $310 per night (USD)VRBO
From $303 per night (USD)Expedia
Key Colony Beach oceanview condo, beach + heated pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Little Mangrove, your pristine oceanview home base at Sea Isle Condominiums in Key Colony Beach. Start mo ...
From $303 per night (USD)Expedia
From $294 per night (USD)VRBO
Trip Around the Sun 2/2 + dockage & Cabana Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Trip Around the Sun is the ultimate Florida Keys luxury destination! Drench yourself in morning sunlight and be envelop ...
From $294 per night (USD)VRBO
From $355 per night (USD)VRBO
Delightful 2-bedroom pool house in Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to tranquility in this charming two-bedroom, two-bath half duplex located on the shaded side of 9th St. Newly in ...
From $355 per night (USD)VRBO
From $484 per night (USD)VRBO
Stunning Keys retreat -3 bedrooms, pool, dock, ice maker & endless island vibes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to your perfect slice of paradise in the heart of Key Colony Beach! This beautifully renovated 3-bedroom, 2-bath ...
From $484 per night (USD)VRBO
From $293 per night (USD)Expedia
Villa Blue-Water Front-37ft Dock Space
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Villa Blue is a relaxing canal-front getaway in Key Colony Beach, offering 37 ft of private dock space ideal for boaters ...
From $293 per night (USD)Expedia
From $295 per night (USD)VRBO
Barefoot Paradise-Private Beach and Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Barefoot Paradise is your perfect coastal escape in Key Colony Beach. This beautiful condo features two spacious bedroom ...
From $295 per night (USD)VRBO
From $292 per night (USD)Expedia
Island Breeze-Luxury Condo-Private Beach & Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your slice of paradise in the heart of Key Colony Beach! This beautiful condo offers the perfect blend of rel ...
From $292 per night (USD)Expedia
From $289 per night (USD)VRBO
Steps to Pool & Ocean! Key Colony Beach Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Waterfront Community Seating Areas | Furnished Balcony | Island Dining Nearby | 3 Mi to Marathon Dreaming of relaxing p ...
From $289 per night (USD)VRBO
From $463 per night (USD)Expedia
Tranquil property in Key Colony with a heated pool on the canal
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Key Colony Beach is waiting for you at this perfect 3-bedroom house. Each bedroom features a comfortable queen bed, maki ...
From $463 per night (USD)Expedia
From $882 per night (USD)VRBO
Marin - 4BR+Office, Pool & Dock
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
About This Property Experience the best of Florida Keys living at Marin, a beautifully renovated 4-bedroom, 3-bath water ...
From $882 per night (USD)VRBO
From $400 per night (USD)VRBO
KCB -SeaBreeze Time #29 - Condo with Private Beach, heated pool Florida Keys
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the perfect Florida Keys escape ! This beautifully maintained 2-bedroom, 2-bath condo is located in the heart ...
From $400 per night (USD)VRBO
From $366 per night (USD)VRBO
Waterfront Escape, Private Dock, Cabana Club, Keys Paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wake up on the water in the heart of Key Colony Beach at this beautifully remodeled canal-front retreat featuring a priv ...
From $366 per night (USD)VRBO
From $453 per night (USD)Expedia
Seaside: Waterfront 2BR Duplex in Key Colony Beach w/ Private Heated/Chilled Pool, Dock & Game Room
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Key Colony Beach zoning requires a minimum rental period of 7 nights, and no exceptions can be made. Please review addit ...
From $453 per night (USD)Expedia
From $440 per night (USD)VRBO
Waterfront 3/3 on 10th St•Private Pool•Cabana Club
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to The Palm House! Wake up to peaceful canal views, spend the afternoon relaxing by your private pool, and end ...
From $440 per night (USD)VRBO
From $264 per night (USD)Expedia
CHARMING KCB CANAL FRONT 3 BEDROOM DUPLEX WITH CABANA CLUB
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Pelican Point - where memories made here last a lifetime! We invite you to stay at our cozy 3 bedroom, 2 bath ...
From $264 per night (USD)Expedia
From $1626 per night (USD)VRBO
Luxury Estate-4 BD/ 6BTH-Pool- 32' Dockage- Icemkr
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to Southern Palms, where barefoot island elegance meets coastal luxury, set along a wide, tranquil can ...
From $1626 per night (USD)VRBO