Curry Hammock State Park Rentals
From $269 per night (USD)VRBO
New Listing! East facing home on widest water canal! Beautiful, cool sunrises!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy the water views from this Key Colony Beach retreat. This home is steps away from the canal, where you can bring yo ...
From $269 per night (USD)VRBO
From $632 per night (USD)VRBO
Keys Paradise on Coury Drive Key Colony Beach. Vacation in resort style
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 9
Welcome to an unparalleled escape at our Key Colony Beach waterfront home, where resort-style amenities and spectacular ...
From $632 per night (USD)VRBO
From $829 per night (USD)VRBO
5 Star Modern New Construction Bayfront Home With Private Pool and Dock
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
5 Star Modern New Construction Bayfront Home With Private Dock and Pool Island Dreamz Bay House is a piece of paradise ...
From $829 per night (USD)VRBO
From $513 per night (USD)VRBO
Fantastic Oceanfront Views from the Rooftop Patio, Pool, Private Hot Tub, & Dock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our private stand-alone oceanfront home in a quiet, yet friendly gated community in Marathon, Florida! If you ...
From $513 per night (USD)VRBO
From $1025 per night (USD)VRBO
2 oceanfront homes included! Heated Pool, Hot Tubs, Elevators & Rooftop Patios!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to our TWO neighboring private stand-alone oceanfront homes in a quiet, yet friendly gated community in Marathon ...
From $1025 per night (USD)VRBO
From $786 per night (USD)VRBO
Classic house in the BEST KCB location - Immediate access to open ocean and bay
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Weekly rentals in the Keys {and generally elsewhere } are based on a Saturday to Saturday occupancy. Check - in is on S ...
From $786 per night (USD)VRBO
From $277 per night (USD)VRBO
Dog-Friendly Waterfront House with 37ft Dock and Cabana Beach Club & Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located right in the middle of all the action between Miami and Key West. This 2/2 half-duplex has been nicely renovate ...
From $277 per night (USD)VRBO
From $1000 per night (USD)VRBO
Luxury home/private pool! Wifi, High end kitchen! 4 King beds!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Everyone knows the three most important rules about real estate...Location, location, location. This 4 bedroom luxury ho ...
From $1000 per night (USD)VRBO
From $192 per night (USD)VRBO
Stylish Angler's Retreat / Poolside & Ocean Access #16
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Embrace the charm of the Keys in our serene escape for couples or families. Nestled just steps from a heated pool and th ...
From $192 per night (USD)VRBO
From $592 per night (USD)Expedia
Marlin House 52: Gated Luxury Villa w/ Dockage, Sunset Views and Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the Marlin House (52). This stunning 3 bed, 3 bath luxury villa is located in the premier gated community of ...
From $592 per night (USD)Expedia
From $513 per night (USD)VRBO
Tropical Ocean Views with Heated Pool, Elevator, Hot Tub, Rooftop Patio & Dock!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our private stand-alone oceanfront home in a quiet, yet friendly gated community in Marathon, Florida! If you ...
From $513 per night (USD)VRBO
From $528 per night (USD)Expedia
Key Colony Beach! The Irish Pirate! Best Location, Cabana Club withPool & Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Bright and Clean! 2 Paddle Boards and 6 Bikes!! Cabana Club Entry with Beach, Pool Food and Cocktails! Our home is loca ...
From $528 per night (USD)Expedia
From $493 per night (USD)VRBO
Oceanside Villa with Dock and Views, 3 bedrooms, 2 baths, Swim Spa! & Kayaks!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This Oceanside Villa offers great boating access. 40' of dock outside your door and a short run from the protected docka ...
From $493 per night (USD)VRBO
From $637 per night (USD)VRBO
Modern Single Floor Pool Home Ice Maker Dock with Quick Walk to the Beach
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
*Commercial Ice Maker *Walk to Coco Plum Beach *Pool *3 Bedrooms *Outdoor kitchen *Tiki *Dock *Open Concept *Lots of par ...
From $637 per night (USD)VRBO
From $840 per night (USD)VRBO
Manatee Bay: 5 BR, 4.5 BA House in Key Colony Beach, Sleeps 10
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
The Manatee Bay home is an expansive, five-bedroom, four-and-a-half-bath home located in the quiet neighborhood of Key C ...
From $840 per night (USD)VRBO
From $366 per night (USD)Expedia
3-bedroom house in fantastic Key Colony Beach with dock and Cabana Club!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Experience the epitome of coastal living in this exceptional half-duplex located in the prestigious Key Colony Beach. Si ...
From $366 per night (USD)Expedia
From $395 per night (USD)VRBO
Charming 3BR Home in Key Colony Beach w/ Pool, Dock & Coastal Comfort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Charming 3-Bedroom, 2-Bathroom Duplex with Waterfront Views in Key Colony Beach Escape to this inviting ground-level du ...
From $395 per night (USD)VRBO
From $209 per night (USD)VRBO
Coastal Charm Awaits: 2-BR Duplex in Key Colony Beach Dock & Cabana Club Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Charming 2-Bedroom, 2-Bath Duplex in the Florida Keys – Your Perfect Tropical Getaway! This cozy ground-level duplex is ...
From $209 per night (USD)VRBO
From $550 per night (USD)VRBO
Charming 3-bedroom house with pool and boat dock in Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your Key Colony Beach adventure begins at this charming 3-bedroom house. With 2 king beds and 1 queen bed, this marvelou ...
From $550 per night (USD)VRBO
From $861 per night (USD)VRBO
5 BR House in charming Key Colony Beach with Pool & 50ft Dock
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
The entire home is 5 bedrooms and 4.5 bathrooms. 350/360 4th St. You will rent the entire home. Upstairs there are 3 b ...
From $861 per night (USD)VRBO
From $346 per night (USD)VRBO
Beautiful Waterfront 2/2 Key Colony pool home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Indulge in this beautiful waterfront Key Colony pool home. This oasis is nestled right across from a par 3 golf course, ...
From $346 per night (USD)VRBO
From $396 per night (USD)VRBO
Your Dream Beachfront Getaway Awaits: 2Br Condo w/ Breathtaking Waterfront Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Imagine waking up to the soothing sound of waves crashing against the shore as you step out onto your private balcony. W ...
From $396 per night (USD)VRBO
From $751 per night (USD)VRBO
5/3 pool home in Coco Plum with plenty of dock
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to this spacious family home, perfect for relaxation and enjoyment with over 3200 sq ft of living space and two ...
From $751 per night (USD)VRBO
From $378 per night (USD)VRBO
Book Now for Winter 2025! Discounted Rates and Premier Vacation Home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Key Colony Beach waterfront, 3/2 ocean-side home located on 10th Street with direct access to ocean and bay via Vaca Cut ...
From $378 per night (USD)VRBO
From $201 per night (USD)VRBO
Fran's Place on the Water
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This spacious duplex is located in a tropical paradise. The property is on 11th Street, facing east, on the island City ...
From $201 per night (USD)VRBO
From $380 per night (USD)VRBO
Enjoy Paradise, Cabana Club included! 5 Minutes Walk to Sunset Park !
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Keys Cottage is ready to offer unforgettable memories to anyone eager to enjoy paradise. This Tropical Island Paradi ...
From $380 per night (USD)VRBO
From $424 per night (USD)VRBO
Key Colony 2200 Sq Ft, 4 BR. Canal, 37 feet Dock. Pool Club included!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This beautiful & spacious, 2200 square foot duplex home is on a wide, deep-water canal in Key Colony Beach with a great ...
From $424 per night (USD)VRBO
From $217 per night (USD)VRBO
Beautiful 2 Bedroom Condo - Private Pool & Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to my spacious and modern 2 bedroom, 2 bathroom condo with a bright and open floor plan! This condo is fully equ ...
From $217 per night (USD)VRBO
From $681 per night (USD)VRBO
The Gulf-Front Refuge on Grassy Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy your own private retreat! Fabulous Home on Morton Street. This three-bedroom, two-bath, private home is tucked aw ...
From $681 per night (USD)VRBO
From $1591 per night (USD)VRBO
Private, Gated, Oceanfront, Beachfront 5-Star Estate with dock, putting green.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This Oceanfront, Private Gated Estate is a two story, 3 bedroom/ 3 full bath home with a private beach, peninsula, tiki ...
From $1591 per night (USD)VRBO
From $353 per night (USD)VRBO
Keys Elegant - Key Colony Single Family. Private Pool, Hot Tub, Dock!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
This gorgeous and modern 3 bedroom, 3 bath Single Family (not a duplex)waterfront house in Key Colony Beach is a rental ...
From $353 per night (USD)VRBO
From $182 per night (USD)VRBO
Beautiful Studio in coco plum with pool, ramp and dockage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautiful studio condo in the Heart of the Florida Keys! Located in Coco Plum in Marathon, FL. This condo has a queen s ...
From $182 per night (USD)VRBO
From $914 per night (USD)VRBO
PS Sandy Beach, Pool View, dock, WiFi, Tennis, Jacuzzi, arrive any day, tropical
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This listing is for a PALM COURT villa, at Cocoplum Beach and Tennis Club and Marina, which is one of the 6 villas (Unit ...
From $914 per night (USD)VRBO
From $599 per night (USD)VRBO
4 bedroom/3 bathroom on Canal w/ HEATED POOL and New Outdoor kitchen w/ Bar Area
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Our Home: Bright, spacious single family home with 50 foot step down wood dock and an 80 foot sea wall located on canal ...
From $599 per night (USD)VRBO
From $249 per night (USD)VRBO
Tiki Time in the Keys
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Discover 'Keys Style' living in either one of these two bedroom, two bath half duplexes in Key Colony Beach. Dine and r ...
From $249 per night (USD)VRBO
From $1085 per night (USD)VRBO
Extraordinary waterfront custom home, pool 56'dock ,ice machine,kayaks,bikes,ect
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Beautiful 6 bedroom 5 bath custom home. too many amenities to list-- 45' t dock,20 ft floating dock, and boat slips, in ...
From $1085 per night (USD)VRBO
From $285 per night (USD)VRBO
FALL WEEKS OPEN WITH DISCOUNT! With dock, 2 Beach clubs, bikes, kayaks, SUP
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summer/Fall discounted $50 or more per day, check calendar. Welcome to our home, Keys Escape in beautiful Key Colony Be ...
From $285 per night (USD)VRBO
From $454 per night (USD)Expedia
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 $454 per night (USD)Expedia
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 $353 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 $353 per night (USD)VRBO
From $285 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 $285 per night (USD)VRBO
From $335 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 $335 per night (USD)Expedia
From $198 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 $198 per night (USD)VRBO
From $493 per night (USD)Expedia
4 Bedrooms,large private pool,Great fishing!!!
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $493 per night (USD)Expedia
From $356 per night (USD)VRBO
Victoria's Hideaway in the Florida Keys, 3 Bedroom unit with views of the ocean!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Lovely Bonefish Yacht Club townhouse on the ocean inlet with beautiful views of the channel and the ocean beyond! A swim ...
From $356 per night (USD)VRBO
From $222 per night (USD)Expedia
Coral House: 2/2 Waterfront in KCB w/ King Beds\n\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Dog-friendly canal-front home with waterfront patio, water views, king size beds, & a washer/dryer! Welcome to the hear ...
From $222 per night (USD)Expedia
From $445 per night (USD)VRBO
Gorgeous 3/2.5 townhouse w. pool and dockage at Indigo Reef #46
- Bedrooms:
- 2
- 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 $445 per night (USD)VRBO
From $444 per night (USD)Expedia
The Shores Condo on the Ocean & Beachfront in Coco
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Oceanfront with a white Sandy Beach, The sounds of the sea lapping up on the shore will take you away. Iimage watching t ...
From $444 per night (USD)Expedia
From $363 per night (USD)VRBO
Keys Therapy in Marathon
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Local ordinances allows a minimum of 7 days and 6 people maximum in the unit (Adults, children & infants count toward oc ...
From $363 per night (USD)VRBO
From $2228 per night (USD)Expedia
Sleeps 10 - Private house with 110’ of Deep Water Dockage, Pool, Hot Tub & more!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This wonderfully remodeled three story private home is relatively new to the rental market with all 5 Star reviews. It ...
From $2228 per night (USD)Expedia
From $245 per night (USD)VRBO
My Beach Key~ Beach Membership, 32' Dock, Tiki Hut
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
My Beach Key at Key Colony Beach Escape to My Beach Key Key Colony Beach, located in the heart of Key Colony Beach, a p ...
From $245 per night (USD)VRBO
From $225 per night (USD)Expedia
Paradise ocean views in Marathon
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Forget your worries in this spacious and serene space located in paradise. Spectacular ocean view from your own balcony. ...
From $225 per night (USD)Expedia
From $351 per night (USD)VRBO
Keys Dream~ 37' Dock, Kayaks, Beach Club Included!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Keys Dream at Key Colony Beach Welcome to your modern vacation rental in beautiful Key Colony Beach, FL! Located on a p ...
From $351 per night (USD)VRBO
From $561 per night (USD)Expedia
Gone Coastal~ Expansive Waterfront Pool Home
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Newly updated tropical getaway | Marathon Florida Vacation Rental Gone Coastal Welcome to Gone Coastal, an exquisit ...
From $561 per night (USD)Expedia
From $279 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 $279 per night (USD)VRBO
From $649 per night (USD)Expedia
Reef Retreat 2 bed 2 bath w/private pool plus Caba
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Reef Retreat, is a beautifully appointed Coastal Modern home perfect for your vacation needs.This 2 bedroom, 2 bath home ...
From $649 per night (USD)Expedia
From $607 per night (USD)VRBO
P56 - Beautiful 6 bedroom/5 Bathroom Pool Home in
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
This gorgeous home is located in the very desirable Key Colony Beach! The entirety of this property was reconstructed i ...
From $607 per night (USD)VRBO
From $260 per night (USD)Expedia
The Sandcastle in Key Colony Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
The Sandcastle is a brand new vacation rental in Key Colony Beach! Come enjoy your next Keys getaway in this great 2bed/ ...
From $260 per night (USD)Expedia
From $182 per night (USD)VRBO
Canal-front home with Cabana Club access, water view, & private W/D
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Canalside at KCB Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $182 per night (USD)VRBO
From $351 per night (USD)Expedia
Indigo Reef Resort Waterfront Villa 22 With Boat Dockage, Pool, and Sunset-View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
License # VACA-23-218 - Ready for the ultimate Keys getaway? Don't hesitate because the Indigo Reef resort's villa 22 of ...
From $351 per night (USD)Expedia
From $328 per night (USD)VRBO
Indigo Reef Resort Waterfront Villa 2 With Boat Dockage, Pool, and Sunset-View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
License # VACA-21-209 - An unforgettable Middle Keys getaway is within reach! The open floor plan welcomes socializing b ...
From $328 per night (USD)VRBO
From $383 per night (USD)Expedia
Indigo Reef Resort Waterfront Villa 9 With Boat Dockage, Pool, and Sunset-View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
License # VACA-21-207 - Get lost in the grandeur of this impressive townhome, conveniently located in Marathon, Florida. ...
From $383 per night (USD)Expedia
From $710 per night (USD)VRBO
Large Full Duplex with Pool / Hot tub Pet Friendly 581- 591 10th Street
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 13
Looking for a large home with plenty of room for everyone, well this is the place. Come and enjoy the sun and fun in the ...
From $710 per night (USD)VRBO
From $266 per night (USD)Expedia
Blue Buoy 1 bedroom 1 bath condo with boat slip an
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Blue Buoy is located on Coco Plum in Marathon at the Coco Plum Terraces. Shared Pool and private dock.The adorable one b ...
From $266 per night (USD)Expedia
From $1166 per night (USD)VRBO
Ocean`s 11.3 Oceanfront & Beachfront, Dock, Pool,
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Oceanfront White Sand Beach Home with a dock for your boat and Ocean views from practically every room.Your Florida Keys ...
From $1166 per night (USD)VRBO
From $492 per night (USD)Expedia
Enchanting dog-friendly waterfront retreat with pool, hot tub, & amazing views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Ocean Oasis II Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $492 per night (USD)Expedia
From $433 per night (USD)VRBO
Blue Pearl ~ Waterfront Oasis w/ Pool & 70' Dock!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Welcome to your tranquil retreat in the Florida Keys. - Contemporary design with abundant natural light - S ...
From $433 per night (USD)VRBO
From $357 per night (USD)Expedia
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 $357 per night (USD)Expedia
From $362 per night (USD)VRBO
Refreshed & Elevated Indigo Reef Luxury Villa 15, 3BR, 2 1/2 BA with Boat Slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Sunset Villa – Villa 15 at Indigo Reef Marina Homes A premier gem in the HappyintheKeys portfolio, Sunset V ...
From $362 per night (USD)VRBO
From $797 per night (USD)Expedia
Discounts Available to Jan 31! Private Pool, Boat Slip, Bikes, Games & More!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
WE ARE OFFERING A 5% DISCOUNT THROUGH JANUARY 31ST! IT IS AUTOMATICALLY FIGURED INTO THE QUOTE! Pineapple Tides, locate ...
From $797 per night (USD)Expedia
From $489 per night (USD)VRBO
Fun in the Sun! Private pool, 37' dock and 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 $489 per night (USD)VRBO
From $271 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 $271 per night (USD)Expedia
From $308 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 $308 per night (USD)VRBO
From $145 per night (USD)Expedia
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 $145 per night (USD)Expedia
From $588 per night (USD)VRBO
Resort-style house on the ocean with Cabana Club membership, dock, & kayaks
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Carpe Diem - Seas The Day Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $588 per night (USD)VRBO
From $364 per night (USD)Expedia
Florida keys condo steps from private beach on Atlantic Ocean and private pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy the private beach with tiki hut and bbq grills for your use. Relax in a lounge chair at the beach or play shuffleb ...
From $364 per night (USD)Expedia
From $422 per night (USD)VRBO
Indigo Reef Resort Premium Waterfront Villa 67 With Boat Dockage, Pool, and Sunset-View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
License # VACA-23-217 - What more could you ask for? This Newly Renovated Townhouse in Paradise has everything you could ...
From $422 per night (USD)VRBO
From $366 per night (USD)Expedia
Indigo Reef Resort Premium Waterfront Villa 63 With Boat Dockage, Pool, and Sunset-View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
License # VACA-23-216 - You'll find your home away from home with us in villa 63 at the Indigo Reef resort. The size of ...
From $366 per night (USD)Expedia
From $178 per night (USD)VRBO
Waterfront duplex with canal access & Cabana Club pool membership
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
KCB Canal Livin' Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $178 per night (USD)VRBO
From $732 per night (USD)Expedia
Seaside Serenity~ Luxury Waterfront Pool Home w/ 35` Dock
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Seaside Serenity Welcome to your exclusive luxury retreat in Marathon, Florida. Seaside Serenity is a brand-new, 4-bedr ...
From $732 per night (USD)Expedia
From $341 per night (USD)VRBO
Salt & Seaglass - Large Screened Porch, Dock, Private Pool Club.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This welcoming, modern canal front duplex home provides a relaxing and comfortable atmosphere for your vacation in the F ...
From $341 per night (USD)VRBO
From $435 per night (USD)Expedia
Ocean Oasis!OceanView-Beach/Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Ocean Oasis, your tropical haven in Marathon, Florida! Our stunning 2-bedroom, 2-bathroom condo is located a ...
From $435 per night (USD)Expedia
From $294 per night (USD)VRBO
BEST DEAL~MARATHON-KEY COLONY BEACH~Cabana Beach Club~Boat Dock~KING BED
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Say Hello to your Tropical Florida Key’s Vacation Getaway! in Key Colony Beach, (Marathon’s Little Sister) at this super ...
From $294 per night (USD)VRBO
From $331 per night (USD)Expedia
The Mellow Mango in Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your dream getaway in Key Colony Beach! This beautifully designed 2-bedroom, 2-bath half duplex has everythin ...
From $331 per night (USD)Expedia
From $1576 per night (USD)VRBO
New!Luxurious & spacious waterfront 4 bedroom house in Marathon with endless fun
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Discover this lovely 4-bedroom gem in Marathon. This nice house features 2 king beds and 2 queen beds, perfect for a lar ...
From $1576 per night (USD)VRBO
From $738 per night (USD)Expedia
Elegance by the Sea in Marathon
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Elegance by the Sea, a stunning and contemporary single-family residence located in the sought-after Coco Plu ...
From $738 per night (USD)Expedia
From $334 per night (USD)VRBO
Best Home Away from Home in Key Colony Beach – 2BR/2BA with Private Pool & Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Southern Comfort Two (SC2) – Your Key Colony Beach Getaway Discover The New Addition to Southern Comfort at ...
From $334 per night (USD)VRBO
From $225 per night (USD)Expedia
P47 - New on the rental market! 2 bedroom, 2 bathroom home with deep water...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This home is located in "Little Venice", a quintessential Keys neighborhood. With 2 bedrooms and 2 bathrooms, and easy A ...
From $225 per night (USD)Expedia
From $300 per night (USD)VRBO
Waters Edge: 2 BR, 2.5 BA Condominium in Marathon, Sleeps 4
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Water’s Edge, a charming 2-bedroom, 2.5-bathroom coastal retreat nestled right on the Gulf of Mexico. From th ...
From $300 per night (USD)VRBO
From $387 per night (USD)Expedia
Oceans State of Mind Charming Keys Condo on the o
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ocean State of Mind: Your Beachfront Paradise in Key Colony BeachExperience the ultimate seaside escape at Ocean State o ...
From $387 per night (USD)Expedia
From $304 per night (USD)VRBO
Flamingo Bay~ Pool, Cabana Club, 30' Dock!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
KCB ~ Flamingo Bay Welcome to your new home away from home in Key Colony Beach! This charming, newly renovated half-dup ...
From $304 per night (USD)VRBO
From $368 per night (USD)VRBO
Plentiful. Key Colony Beach 4 bedroom with 37 Ft Dock, Pool Club. Sleeps 10
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Spacious, 2200 sq ft duplex home on a wide canal with dock in beautiful Key Colony Beach. Includes free use of nearby, ...
From $368 per night (USD)VRBO
From $237 per night (USD)VRBO
Seabreeze Cove, Waterfront Gem, 38 foot Dock, Cabana Club
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Experience the perfect Florida Keys getaway in this charming 3BR/2BA waterfront home. - Scenic water views ...
From $237 per night (USD)VRBO
From $1117 per night (USD)Expedia
Sunset Point | Luxury 5 bdrm w pool, jacuzzi and X
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Sunset Point, a luxurious 5-bedroom, 4-bathroom waterfront home located in the prestigious Coco Plum neighbor ...
From $1117 per night (USD)Expedia
From $832 per night (USD)VRBO
Enchanting dog-friendly waterfront retreat with pool, hot tub, & amazing views
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Ocean Oasis III Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $832 per night (USD)VRBO
From $224 per night (USD)Expedia
Deluxe waterfront retreat with hot tub, pool & Cabana Club access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Key Colony Hide Away Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $224 per night (USD)Expedia
From $362 per night (USD)VRBO
Enchanting dog-friendly waterfront retreat with pool, hot tub, & amazing views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Ocean Oasis I Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $362 per night (USD)VRBO
From $257 per night (USD)Expedia
Waterfront 2BR w/ Dock, Hot Tub & Easy Ocean Access – Boaters Welcome!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this private, pet-friendly waterfront duplex on Coco Plum, where modern comfort meets the beauty of the Florid ...
From $257 per night (USD)Expedia
From $454 per night (USD)VRBO
Completely New Inside/Out! Pool, Dock, Cabana Club Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your perfect tropical getaway! This stunning, completely remodeled half duplex in Key Colony Beach offers a b ...
From $454 per night (USD)VRBO
From $663 per night (USD)Expedia
Luxuriously Remodeled & Expansive Wraparound Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience Ultimate Oceanfront Luxury at Key Colony Beach Get That Peaceful "Keys-y" Feeling at Our Remodeled Condo Step ...
From $663 per night (USD)Expedia