Key Colony Beach Rentals
From $206 per night (USD)VRBO
Oceanview Retreat w\/Pool Steps Away From Beach #14
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover our inviting 1-bedroom condo in Marathon, a serene retreat with stunning ocean views from a screened balcony. F ...
From $206 per night (USD)VRBO
From $291 per night (USD)VRBO
Dec & Jan Dates Are Available- Book Now!\nRenovated-Private, Sandy Beach and Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This condo has been newly renovated throughout. All new tile floors, new tiled bathrooms-one with a walk in-shower, and ...
From $291 per night (USD)VRBO
From $512 per night (USD)VRBO
4 Bedrooms,large private pool,Great fishing!!!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This is one of the best vacation spots in the area. It's an immaculate 4 bed/3 bath two Story on 3rd St. Sleeps 8-10 (K ...
From $512 per night (USD)VRBO
From $1049 per night (USD)Expedia
Grouper House, Lux 4BR, 6BA home w\/ pool, dock and boat ramp
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Step into this stunning and custom luxury home and feel the stress slip away. Located on a Coco Plum canal just minutes ...
From $1049 per night (USD)Expedia
From $525 per night (USD)VRBO
Beautiful Home in Key Colony Beach! Private Pool. Dock. Tiki Hut
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This is a beautiful new 4 Bedroom, 3 Bath home in Key Colony Beach. The sleeping arrangements are 3 King bed rooms,1 twi ...
From $525 per night (USD)VRBO
From $291 per night (USD)VRBO
SALTLIFE- Waterfront 2\/2 in Key Colony Beach! 30ft of DOCK, Cabana Club & Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
STAY IN PARADISE & ENJOY THE STUNNING SUNRISE OFF THE PIER. DRINK A MORNING CUP OF COFFEE IN THE SCREENED PATIO OR ENJOY ...
From $291 per night (USD)VRBO
From $292 per night (USD)VRBO
Shell Ya! Colony Beach POOL Home | 2 Bed, 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
We know you will enjoy our two-bedroom, two-bath, half-duplex! This deep water canal home with east facing dock is just ...
From $292 per night (USD)VRBO
From $352 per night (USD)VRBO
3 Bedroomed Ocean View Condo, Lovely View #33
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This is a 1200 sqare foot, newly refurbished spacious 3 bed, 2 bath condo (see video above)with a 2nd floor uninterrupte ...
From $352 per night (USD)VRBO
From $267 per night (USD)VRBO
Key Colony Beach House with Cabana Club membership
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a spacious, canal water front, open layout, 2 bedrooms, 2 baths, ground level home that can accommodate up to 6 ...
From $267 per night (USD)VRBO
From $381 per night (USD)Expedia
Modern Canal Front Duplex New Deck, Upscale Amenities, Pool Club & Private Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Are you looking to go to a place where life is less complicated, less hurried and immensely more enjoyable? If so look ...
From $381 per night (USD)Expedia
From $510 per night (USD)VRBO
4 Bedroom,4 Bath, Private Pool, 37 and 1\/2 foot Dock!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This home has 2 levels and is located at 411 9th Street in Key Colony Beach. Private Boat dock that is 37 and half feet ...
From $510 per night (USD)VRBO
From $415 per night (USD)VRBO
Ocean front, first floor....aaaah
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ocean front unit in the Sea Isle Condos. Prime Key Colony Beach location - ocean front, first floor property, no stairs ...
From $415 per night (USD)VRBO
From $451 per night (USD)VRBO
Amazing Views! Dockage on the open water! Brand New 4 Bedrooms, Cabana Club!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Sweeping views of the Open Atlantic Ocean and just seconds to Vaca Cut! Boating hot spot as well as a comfortable home t ...
From $451 per night (USD)VRBO
From $370 per night (USD)VRBO
Spend your endless summer on the spectacular screened in porch with classy upgra
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Spectacular porch and other amenities. Classy property and upgrades! We are excited to share our home and comm ...
From $370 per night (USD)VRBO
From $853 per night (USD)VRBO
Luxury Pool Home with Cabana Club! Bikes, Kayaks and Ping Pong WI-FI
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Escape to paradise in this luxurious 3 bedroom home designed for the VIP guest. Whether you’re coming for a fa ...
From $853 per night (USD)VRBO
From $593 per night (USD)Expedia
P39 - 3 bed, 3 bath home with spectacular open water views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This 3 bedroom, 3 bath home boasts a magnificent open water view and spectacular infinity pool! Boating guests ar ...
From $593 per night (USD)Expedia
From $311 per night (USD)VRBO
Updated Canal Front Keys Special With Cabana Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Sleeps 6- 2 Bedroom 2 Bath, Canal Front, Cabana Club Access Home in KCB Updated with new appliances and furnit ...
From $311 per night (USD)VRBO
From $510 per night (USD)VRBO
Cozy Key Colony Beach home on canal with Cabana Club membership
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Located in the Gem of the Florida Keys, Key Colony Beach offers a relaxing and pristine Island to enjoy your tropical ge ...
From $510 per night (USD)VRBO
From $538 per night (USD)VRBO
Island Time ~ Luxury Home Seconds to the Open Ocean!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Island Time Perched in the vibrant heart of Marathon, with sweeping vistas of the Atlantic Ocean, "Island Time" awaits ...
From $538 per night (USD)VRBO
From $1557 per night (USD)Expedia
Casa Playa ~ Luxury Waterfront Pool Home w\/ 36` Dock!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Casa Playa Welcome to Casa Playa, a luxurious 4-bedroom, 4.5-bathroom home in Marathon, Florida. Nestled behind gates i ...
From $1557 per night (USD)Expedia
From $316 per night (USD)VRBO
Indigo Reef #10 ~ Sunset Bay ~ Waterfront Home w\/ Pool and 31` Boat Slip!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
#10 Sunset Bay at Indigo Reef Experience the epitome of luxury at Sunset Bay, a spacious and pristine 3-bedroom, 2.5-ba ...
From $316 per night (USD)VRBO
From $328 per night (USD)Expedia
Seaside Villa ~ Spacious Beach Front Condo with Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Seaside Villa at Coco Plum Beach Welcome to Seaside Villa, a charming 2-bedroom, 2-bathroom condo nestled in the heart ...
From $328 per night (USD)Expedia
From $440 per night (USD)VRBO
Indigo Reef #50 ~ The Palms, Waterfront & Close to Included Boat Slip!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
The Palms at Indigo Reef Discover your slice of paradise at this enchanting 3-bedroom, 2.5-bathroom home tucked away in ...
From $440 per night (USD)VRBO
From $679 per night (USD)Expedia
One Particular Harbor~ Private Pool, Walk to the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
One Particular Harbor Nestled in the peaceful Coco Plum Beach neighborhood, this 3BR, 3BA home features a private pool ...
From $679 per night (USD)Expedia
From $496 per night (USD)VRBO
Indigo Reef #57 ~ Turtle Cove, Gulf Views & Free Convenient Boat Slip!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Turtle Cove at Indigo Reef Experience the serenity of Turtle Cove, a stunning Florida Keys vacation rental where you ca ...
From $496 per night (USD)VRBO
From $622 per night (USD)Expedia
Indigo Reef #39 ~ Sunset House ~ Water Views and Close to Pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The Sunset House at Indigo Reef Spacious and like new 3 BR 2.5 BA at one of Marathon, Florida Keys most prestigious r ...
From $622 per night (USD)Expedia
From $698 per night (USD)VRBO
Tropical Retreat at Coral Lagoon ~ Waterfront Luxury Villa w\/ Pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Tropical Retreat at Coral Lagoon A 3 bedroom, 2.5 bathroom, villa with resort pool at Coral Lagoon Stunning and tranqui ...
From $698 per night (USD)VRBO
From $561 per night (USD)Expedia
Bird of Paradise ~ Private Pool Home Directly on the Water!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Bird of Paradise A 3 bedroom, 3 bathroom, single family, private pool home on the Gulf of Mexico Welcome to Bird of Par ...
From $561 per night (USD)Expedia
From $793 per night (USD)VRBO
Tropical Seahorse at Coral Lagoon ~ Waterfront Luxury Villa!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Tropical Seahorse at Coral Lagoon A 3 bedroom, 2.5 bathroom villa with resort pool at Coral Lagoon Coral Lagoon Resort, ...
From $793 per night (USD)VRBO
From $750 per night (USD)Expedia
Getaway Bay at Coco Plum Beach ~ Walk to beach from this Private Pool Home
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Get Away Bay A 5 bedroom, 4 bathroom, single family, private pool home in Coco Plum Enjoy many relaxing hours loungi ...
From $750 per night (USD)Expedia
From $254 per night (USD)VRBO
Casa Blanca
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Experience Paradise at this charming 3/2 half duplex in Key Colony Beach. With an open floor concept your family will be ...
From $254 per night (USD)VRBO
From $320 per night (USD)Expedia
Canal-front townhome with private dock, pool table & Cabana Club access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
The Salty Seahorse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $320 per night (USD)Expedia
From $1074 per night (USD)VRBO
Refuge on the Reef at Coco Plum Beach ~ walk to the beach, kayaks included!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Refuge on the Reef at Coco Plum Beach Relax your cares away at Refuge on the Reef! Read a book in the shady outdoor ham ...
From $1074 per night (USD)VRBO
From $375 per night (USD)Expedia
Indigo Reef #17 ~ Plane Fun, Waterfront Unit with Boat Slip!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
#17 Plane Fun at Indigo Reef Experience the allure of this charming townhome rental at Indigo Reef in Marathon, Florida ...
From $375 per night (USD)Expedia
From $627 per night (USD)VRBO
Fabulous Canal Front Villa, 37 ft Dock and 8-person hot tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Located in Key Colony Beach, Mimosa Manor is a gorgeous newly renovated designer decorated Canal front villa with a mode ...
From $627 per night (USD)VRBO
From $238 per night (USD)Expedia
Charming 2beds 2 baths w\/pool 10 mins from the beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
It's a cozy home, that is great for families and it is very centrally located in Marathon. There are multiple restaurant ...
From $238 per night (USD)Expedia
From $569 per night (USD)VRBO
Waterfront luxury Villa (13) with sunset views and boat slip
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This spacious three bedroom, two and a half bath Villa will make you feel right at home. Each bedroom has it's own tele ...
From $569 per night (USD)VRBO
From $413 per night (USD)Expedia
Isla Paraiso! One house, two options!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Isla Paraiso, a newly renovated duplex offering two individual units, each designed to accommodate your party ...
From $413 per night (USD)Expedia
From $272 per night (USD)VRBO
Adorable 2 Bedroom - Key Colony - Cabana Club - Dockage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Adorable 2 bedroom, 1.5 bathroom half duplex. Conveniently located at the top of 4th Street in exclusive Key Colony Beac ...
From $272 per night (USD)VRBO
From $520 per night (USD)Expedia
Deluxe canal-front home with pool, water-view patio, grill, & Cabana Club access
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Keyluxe Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $520 per night (USD)Expedia
From $1015 per night (USD)VRBO
Brand New Build! Krakens Cove, Marathon FL
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Spacious, tropical home features 4 king bedrooms, each with ensuite bath. Open concept living area with state of the ar ...
From $1015 per night (USD)VRBO
From $815 per night (USD)Expedia
Coco Palms Oasis! Easy access to the Gulf!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
QUICK GULF ACCESS and an EXPANSIVE BACKYARD OASIS complete w/ a concrete Pool/spa and WATERFALL feature await you. At t ...
From $815 per night (USD)Expedia
From $426 per night (USD)VRBO
Luxury Keys Retreat - Newly Renovated with Private Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Luxury FL Keys Canal Front Home – Newly Renovated with Private Pool and 30' Dock! Welcome to this luxurious, newly reno ...
From $426 per night (USD)VRBO
From $784 per night (USD)VRBO
2015 5BR ON CANAL
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This is a beautiful new 5 Bedroom, 4 1/2 Bath home in Key Colony Beach. The sleeping arrangements are 4 King bed rooms,1 ...
From $784 per night (USD)VRBO
From $313 per night (USD)VRBO
Oceanside waterfront 2\/2 home with 55ft dock and paddle equipment
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our wonderful Oceanside waterfront home is just two minutes from the Atlantic Ocean and Vaca Cut. There are no bridges t ...
From $313 per night (USD)VRBO
From $397 per night (USD)Expedia
Charming canal-front cottage with private pool, dock & covered lanai
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Relaxation Station Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $397 per night (USD)Expedia
From $561 per night (USD)VRBO
Calm Palms- Corner of Canal, Heated Pool, Kayaks and Privacy!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Calm Palms is the place to book if you want a conveniently located vacation home with privacy, a heated pool to relax in ...
From $561 per night (USD)VRBO
From $393 per night (USD)Expedia
Florida Keys Wellness & Activity Gem
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious condo in gated community on three levels allows for community and privacy at the same time. Enjoy the a private ...
From $393 per night (USD)Expedia
From $376 per night (USD)VRBO
Unique 2BR Home With King Bed, Kitchen, Outdoor Shower, Space For Boat\/Trailer.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Come enjoy the island life in this clean and modern home equipped with everything you need for a relaxing stay. Located ...
From $376 per night (USD)VRBO
From $378 per night (USD)Expedia
3 Bed 2 Bath~ Ice Machine~ Swim Spa~Fishing Equip~Bikes~Kayaks~Cabana Club
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
https://youtu.be/4lkIhTU5BSk?si=PymZ4U9FWGLQiYTQ = Video Walk Through. 3 Bedroom~ 2 Bath Duplex With Outdoor Solar Showe ...
From $378 per night (USD)Expedia
From $306 per night (USD)VRBO
Beautiful Beach Condo Key Colony Beach Marathon Florida Available April 2024
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy waking up to the sound of crashing waves on Key Colony Beach in Marathon Florida. Minimum two week stay. Condo is ...
From $306 per night (USD)VRBO
From $262 per night (USD)Expedia
Brand New Oceanfront Townhouse complex in the Heart of Marathon!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
New townhouse in the Heart of Marathon, just a mile from Marathon Airport and 50 miles from Key West. This is a brand n ...
From $262 per night (USD)Expedia
From $321 per night (USD)VRBO
Remodeled 3 bedroom 2 bath on 200 foot wide canal with Cabana Club membership.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Beautifully Renovated three bedroom two bath half duplex on 7th street in Key Colony Beach. Master bedroom has an en su ...
From $321 per night (USD)VRBO
From $338 per night (USD)Expedia
Private Beach, Hot Tub, Dock, Cabana Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Reel Catch UPDATED CANAL FRONT, CABANA CLUB 2/2, with DOCK ** CABANA CLUB ACCESS - Includes private beach, swimming poo ...
From $338 per night (USD)Expedia
From $748 per night (USD)VRBO
The Boat House in Vaca Cove Unit (F)
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Vaca Cove is a private oasis made up of 7 homes facing Shelter Bay. The homes have direct access to the Atlantic and th ...
From $748 per night (USD)VRBO
From $644 per night (USD)Expedia
Vaca Cove C Reel Paradise, Ocean View with Dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Vaca Cove is a private oasis made up of 7 homes facing Shelter Bay. The homes have direct access to the Ocean and the Gu ...
From $644 per night (USD)Expedia
From $474 per night (USD)VRBO
Pelagic Paradise - Great Views, Spacious 3 BR on Canal with Dock and Pool Club!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This beautiful, 3 Bedroom home is modern, spacious and comfortable with new amenities inside and out. Relax and enjoy t ...
From $474 per night (USD)VRBO
From $396 per night (USD)Expedia
Bikinis & Martinis: Modern 2-Bed\/2.5-Bath Condo with Partial Water Views, Dock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Bikinis & Martinis is a serene townhouse nestled within the Gulf Pointe II Association. Enjoy partial water vistas from ...
From $396 per night (USD)Expedia
From $639 per night (USD)VRBO
Coral Lagoon #4 - Pool - Dockage - Minutes to Open Water and Vaca Cut
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Step into the perfect vacation townhome in the heart of the Florida Keys. Spacious 3 bedroom 2.5 bathroom attached townh ...
From $639 per night (USD)VRBO
From $580 per night (USD)VRBO
BG Beach Front villa Pool Beach Dock Ocean Sleeps 6 W&D Kitchen Parking WiFi BBQ
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This listing is a BEACH FRONT villa, this is one of 4 villas directly overlooking the Atlantic Ocean, swimming beach & p ...
From $580 per night (USD)VRBO
From $851 per night (USD)VRBO
Direct Oceanfront Private Paradise - Pool\/Spa\/Dock
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: A peaceful oasis with every detail and convenience in place for the perfect Keys getaway. The huge private sal ...
From $851 per night (USD)VRBO
From $978 per night (USD)Expedia
Waterfront Luxury Home with Pool and Boat Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Waterfront paradise in the community of Key Colony in Marathon. Completely renovated and upgraded. Spacious kitchen with ...
From $978 per night (USD)Expedia
From $519 per night (USD)VRBO
Waterfront beauty with a dock, small private beach, washer\/dryer, & gas grill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Casa Del Mar Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $519 per night (USD)VRBO
From $490 per night (USD)Expedia
3 Bedroom Resort Style Indigo Reef Townhome close to Pool with Dockage!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Indigo Reef, an ultra private enclave of 67 luxury townhomes carefully situated on 15 acres of lush landscape ...
From $490 per night (USD)Expedia
From $713 per night (USD)VRBO
Bayfront Home with Dock and Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
NEW TO MARKET! This new construction has everything! This concrete house is waterfront with great views of Bonefish Ba ...
From $713 per night (USD)VRBO
From $297 per night (USD)VRBO
Keys Hideaway - Completely Remodeled 2\/2 Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Completely remodeled, clean 2/2 villa with 40ft dock - bring your boat up to 50ft. Great view of both the canal and caus ...
From $297 per night (USD)VRBO
From $276 per night (USD)VRBO
P14 - Charming 1 Bedroom plus Den, 2 bath waterfront duplex with Cabana Club.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the heart of the Florida Keys! Located in the very desirable Key Colony Beach, this all ground level 1 Bedroo ...
From $276 per night (USD)VRBO
From $362 per night (USD)VRBO
THANKSGIVING SPEC 2B2B~ Fab Views of The Shelter Bay & Cabana Club Membership!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful 2 bedroom 2 bath duplex home, located in the ever popular Key Colony Beach, has incredible water views, ...
From $362 per night (USD)VRBO
From $322 per night (USD)VRBO
Waterfront home with dock, ocean view & access to Cabana Club beach\/pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Breeze Palm Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $322 per night (USD)VRBO
From $242 per night (USD)Expedia
Dog-friendly cottage with Cabana Club access, private outdoor living, grill & AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
KCB Bungalow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $242 per night (USD)Expedia
From $641 per night (USD)VRBO
Private Pool, 40’ Dock, Tiki Hut, Open Water Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Mana-Tiki Bay Stop! You’ve found it. This is the one. Mana-Tiki Bay checks all the boxes! Named after the mammals that ...
From $641 per night (USD)VRBO
From $1000 per night (USD)Expedia
Luxury Waterfront Oasis w Heated Pool and 50' Dock
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 10
Summary: Have the Florida Keys vacation of your dreams at the luxurious 4Bed 4Bath tropical oasis immersed in a tranquil ...
From $1000 per night (USD)Expedia
From $407 per night (USD)VRBO
Gulf views w\/scenic elevated sundeck, heated shared pool, boat dock availability
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy Four (4) separate levels of outdoor privacy. All levels include comfort seating/lounging, and shade/cover for var ...
From $407 per night (USD)VRBO
From $389 per night (USD)Expedia
Tortuga Landing | 2 Bed, 3 Bath
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 7
Tortuga Landing, a newly available 2-bedroom, 2-bath half-duplex in Key Colony Beach, offers a quiet retreat with easy a ...
From $389 per night (USD)Expedia
From $310 per night (USD)VRBO
Paradise On The Beach \/ Relaxing sound of waves.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 bedrooms/ 2 bathrooms recently remodeled with modern decoration. Kitchen is fully equipped. Direct access to the beach ...
From $310 per night (USD)VRBO
From $290 per night (USD)Expedia
Renovated waterfront bungalow with private dock, lanai & Cabana Club\/pool access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Vitamin Sea Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $290 per night (USD)Expedia
From $285 per night (USD)VRBO
Stunning home on the canal with boat dock exclusive Key Colony Beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautifully appointed home on 7th St with the widest canal in KCB. Located across the street from a children's park, dog ...
From $285 per night (USD)VRBO
From $980 per night (USD)Expedia
Oceanfront *PARADiSE* 4 bed\/4.5 bath w\/ pool, dock
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to your gorgeous newly built vacation home curated with your utmost enjoyment in mind. Stunning open water view ...
From $980 per night (USD)Expedia
From $144 per night (USD)VRBO
Oceanfront condo with stunning view, pool, beach access & tennis courts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Casa Clara #105 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $144 per night (USD)VRBO
From $986 per night (USD)VRBO
Brand new luxury home with private pool & dock
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Welcome to the Reelax Inn, a fishing, boating, diving, hosting, and swimmer's paradise. This canal-front home f ...
From $986 per night (USD)VRBO
From $407 per night (USD)VRBO
Key Lime Time 2 bedroom 1 bath Conch house with 2 kayaks, 3 bikes, 51 Ft of
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to Key Lime Time, a little slice of paradise! This adorable conch house is located on a turquoise canal in beaut ...
From $407 per night (USD)VRBO
From $308 per night (USD)VRBO
Pleasant Stay, Convenient Location! Convenient Room w\/ 2 Queen Beds, Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our family-friendly property! An unforgettable tropical vacation awaits you in the Middle Keys. Our room is p ...
From $308 per night (USD)VRBO
From $211 per night (USD)VRBO
Maria's Neat & Clean. Dock, Near the private Pool Club
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This side-by-side duplex is sits on a Wide, Deepwater canal with 3 minute access by Boat to the Atlantic Ocean and 10 mi ...
From $211 per night (USD)VRBO
From $301 per night (USD)Expedia
Relaxing townhome in private marina. Pool, tennis & close to Coco Plum Beach.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Two bedroom townhome with 40ft boat slip steps away. Immediate deep water oceanside access with no bridges. THE SPAC ...
From $301 per night (USD)Expedia
From $203 per night (USD)VRBO
Canal Front, Dockage, Trailer Parking, Updated!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Reel Therapy 2 Ask about booking the mirrored side next door, subject to availability! Cute and cozy 1 bedroom, 1 bath ...
From $203 per night (USD)VRBO
From $172 per night (USD)Expedia
Canal Front, Boat Dock, Updated!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Reel Therapy 4 Ask about booking the mirrored side next door, subject to availability! Cute and cozy 1 bedroom, 1 bat ...
From $172 per night (USD)Expedia
From $308 per night (USD)VRBO
Fantastic View! Amazing Room, FREE Breakfast, Outdoor Pool, Private Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our family-friendly property! An unforgettable tropical vacation awaits you in the Middle Keys. Our room is p ...
From $308 per night (USD)VRBO
From $1040 per night (USD)Expedia
Reel Knotty ~ Walk to the Beach, Paddleboards, Kayaks, Bikes Included!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
~Reel Knotty~ A 4 bedroom, 4 bathroom, single family, private pool home in the heart of Coco Plum. With gorgeous coasta ...
From $1040 per night (USD)Expedia
From $392 per night (USD)VRBO
Serenity at Coco Plum's Hidden Waterfront Hideaway, Marathon
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Looking for the ultimate family getaway? Look no further than our beautiful Coco Plum vacation home! With four spacious ...
From $392 per night (USD)VRBO
From $308 per night (USD)VRBO
Perfect for Family and Friends! Relaxing Rooms, Outdoor Pool, FREE Breakfast
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our family-friendly property! An unforgettable tropical vacation awaits you in the Middle Keys. Our room is p ...
From $308 per night (USD)VRBO
From $581 per night (USD)VRBO
Gorgeous 3\/2.5 townhouse w. pool and dockage at Indigo Reef #46
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beautifully decorated town-home in a quiet location with a boat slip at your doorstep and sunsets that you will remember ...
From $581 per night (USD)VRBO
From $990 per night (USD)Expedia
World class ocean views on a sugar sand beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Beautiful home located right on the ocean and sits on a sugar sand beach. Truly, world class views from all 3 levels. ...
From $990 per night (USD)Expedia
From $449 per night (USD)VRBO
Florida Keys, private wellness enjoyment with two private hot tubs
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
<p>Located in Marathon, this welcoming villa brings it all within your reach. Marathon Visitor Center is just steps away ...
From $449 per night (USD)VRBO
From $667 per night (USD)Expedia
Refreshed & Elevated Indigo Reef Luxury Villa 15
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Our newest addition to the HappyintheKeys Portfolio, Villa 15 - known as Sunset Villa, is in a secluded, gated and lovel ...
From $667 per night (USD)Expedia
From $982 per night (USD)VRBO
Gorgeous Open Water Views & Sunsets, Private Pool!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Pineapple Tides, located at "The Tides at Vaca Cut" (Unit #8), is a new 5 bedroom 4 bath home with a private pool and bo ...
From $982 per night (USD)VRBO
From $267 per night (USD)Expedia
Pineapple Retreat \/ Serene Ocean-View Escape #12
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Dive into relaxation at Pineapple-Pied-à-Terre, featuring panoramic ocean vistas from a screened balcony. With king beds ...
From $267 per night (USD)Expedia
From $422 per night (USD)VRBO
Oceanfront Condo!! Tropical Pool, Private Beach, Great WiFi
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 4
Sea Isle #9 is an oceanfront, completely renovated, 2 bedroom, 2 bathroom private vacation rental in the heart of Key Co ...
From $422 per night (USD)VRBO
From $503 per night (USD)Expedia
BEST SUNSETS in Keys\/Ocean Front\/KeyColonyPoint#15\/Great Pool\/30 feet from Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
BEST SUNSET in the Keys, Ocean Beach Front, 2 bedroom, 2 bath ensuite, newly remodeled Condo with new furniture. Perfec ...
From $503 per night (USD)Expedia
From $448 per night (USD)VRBO
Isla Marlin 28: Palm lined luxury villa w\/dockage and sunset views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Island Life at its Best at Isla Marlin, Indigo Reef 28! Located in the premier gated, waterfront marina resort of Indigo ...
From $448 per night (USD)VRBO
From $437 per night (USD)Expedia
Fun in the Sun! Canal front with Cabana Club.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Looking to have a relaxing time in the Florida Keys? Fun in the Sun is the place to be. Easy access to the ocean and the ...
From $437 per night (USD)Expedia