
Marathon Rentals
- From $646 per night (USD)
VRBO
Waterfront home with Direct Atlantic Ocean access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in Marathon, FL where you are close to local shops, restaurants, grocery stores, boat ramp, plenty of boat/jet s ...
From $646 per night (USD)VRBO
- From $471 per night (USD)
Expedia
Private pool home with dockage 3/2 near Sombrero
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautifully updated 3 bedroom 2 bathroom stilted home on Flamingo Isle in the beautiful Sombrero Beach area. This home w ...
From $471 per night (USD)Expedia
- From $526 per night (USD)
VRBO
In the heart of Marathon just seconds to the open waters
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful cozy house in Marathon will be your perfect house to vacation. With a private dock, a pool and just secon ...
From $526 per night (USD)VRBO
- From $593 per night (USD)
Expedia
WATERFRONT Home on Deep Canal with private Pool, Spa and Dockage
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
A true boater's paradise, this home is just minutes from the open waters of the Gulf of Mexico. Whether you're an avid f ...
From $593 per night (USD)Expedia
- From $519 per night (USD)
VRBO
Get Hooked - 30 ft dock, plenty of parking and private pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
4 bedroom/3 bath Canal front home. 7 nights minimum. Enjoy coastal breezes in this canal front Villa. Beautifully deco ...
From $519 per night (USD)VRBO
- From $397 per night (USD)
VRBO
Instant open water access! Private beach, dock. Rates start at 1995 inquire
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Weeks starting at $1995! Thehappyhouse339 At Gg mail Always inquire for best rates! Quaint and charming with fantas ...
From $397 per night (USD)VRBO
- From $172 per night (USD)
VRBO
Cozy & Charming Waterfront Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Completely renovated waterfront crystal clear deep water canal condo with easy access to the bay and ocean with boat doc ...
From $172 per night (USD)VRBO
- From $242 per night (USD)
Expedia
Oceanfront Apartment on Private Sandy Beach | Kayaks & Sandbar!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We have two oversized second story apartments directly on a private Sandy Beach. Both apartments have had complete renov ...
From $242 per night (USD)Expedia
- From $537 per night (USD)
VRBO
Tropical Oasis Unit #2 - Left
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Looking for the perfect home for your next Florida Keys vacation? Our Waterfront home with over 30 feet of dock space is ...
From $537 per night (USD)VRBO
- From $525 per night (USD)
Expedia
Waterfront Home w/ Private Pool, Dock, Bikes, Kayak, Paddleboards... and so much more!!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Looking for the perfect home for your next Florida Keys vacation? Our Waterfront home with over 30 feet of dock space is ...
From $525 per night (USD)Expedia
- From $554 per night (USD)
VRBO
Fishing and Family Fun paradise Oceanfront 60'ft dock 3 bed 2bath private pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The most gorgeous view of intoxicating aquamarine water is the first thing you notice immediately after stepping into Su ...
From $554 per night (USD)VRBO
- From $394 per night (USD)
VRBO
Direct Gulffront Views, Boat/Fishing Dock, Sunsets, Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2/2.5 Condo Unit, Direct Gulffront views - Wrap-around balconies Osprey Point at Gulfpointe II is a wonderful vacation ...
From $394 per night (USD)VRBO
- From $469 per night (USD)
VRBO
Pool! Quick Access via Vaca Cut! Dockage, Outdoor Space, Tons of Parking!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Lovely 3 bedroom, 2 bath pool home located on the gulf-side in Marathon. Very nicely updated and furnished with tile flo ...
From $469 per night (USD)VRBO
- From $397 per night (USD)
VRBO
Tropical Pool Home - Tiki Hut & 60' Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Lush Tropical Home with unobstructed view of the Gulf of Mexico. Recently renovated octagonal shaped half duplex home wi ...
From $397 per night (USD)VRBO
- From $385 per night (USD)
VRBO
Fins to the Left in Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy some changes in attitude and latitude in this waterfront beauty! This is a two bedroom, two bath, stilted, one-hal ...
From $385 per night (USD)VRBO
- From $218 per night (USD)
Expedia
Waterfront home with gorgeous patio, WiFi, gas grill, & great location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Key Colony Beach Waterfront Villa Our calendar is updated in real-time & our nightly rates are accurately displayed. Si ...
From $218 per night (USD)Expedia
- From $279 per night (USD)
VRBO
Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Palm Breeze - Villa 5030 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $279 per night (USD)VRBO
- From $382 per night (USD)
Expedia
★Remodeled tropical delight townhome★private plunge pool close to fun activities
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This beautiful townhouse was remodeled in late 2021 with a modern tropical inspired scheme. High speed internet -1,000m ...
From $382 per night (USD)Expedia
- From $414 per night (USD)
VRBO
Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl,
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
*** This property is completely renovated on the inside and out! We cordially invite you to our property and enjoy the v ...
From $414 per night (USD)VRBO
- From $458 per night (USD)
Expedia
Waterfront luxury Villa (30) with sunset views and boat slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This spacious 3BD, 2.5BA Villa is the perfect blend of comfort and coastal charm. Each bedroom features its own televisi ...
From $458 per night (USD)Expedia
- From $452 per night (USD)
VRBO
Waterfront Half-Duplex with 30-Ft. Dock, Sitting Pool, and Private Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Fantastic Fifth Street Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $452 per night (USD)VRBO
- From $252 per night (USD)
Expedia
This Oceanfront Resort HAS IT ALL!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fantastic 2 bedroom, 2 bath condo resort. Enjoy the breathtaking view of the Atlantic Ocean from the patio just steps fr ...
From $252 per night (USD)Expedia
- From $349 per night (USD)
VRBO
Mermaid Magic in Key Colony Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful ground level spacious 3 bedroom 3 bathroom duplex. Updated kitchen with gorgeous wood cabinets and stainless a ...
From $349 per night (USD)VRBO
- From $272 per night (USD)
Expedia
Beachy getaway with pool, water views, furnished patio, & dock access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
R & R Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $272 per night (USD)Expedia
- From $792 per night (USD)
VRBO
P05 - 5 bedroom Ocean Front home with Private pool and deep water dockage.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This custom designed Mediterranean style home is nothing less than exquisite! Located in very desirable Key Colony Beach ...
From $792 per night (USD)VRBO
- From $561 per night (USD)
Expedia
P28 - Luxury 4 bedroom, single family home with po
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This all ground level 4 bedroom, 3 bath, single family home is located in desirable Key Colony Beach. This home offers a ...
From $561 per night (USD)Expedia
- From $261 per night (USD)
VRBO
P21 - Charming 3 bedroom 3.5 bath duplex in Key Colony. Offers deep water...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This beautiful 3 bedroom, 3.5 bath duplex is located in Key Colony Beach. This home comes with access to The Cabana Club ...
From $261 per night (USD)VRBO
- From $356 per night (USD)
Expedia
P62 - 3 Bedroom 2 bath, private pool and beach mem
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful duplex in Key Colony Beach with private fenced yard and private heat optional pool. Three bedroom, two bath ho ...
From $356 per night (USD)Expedia
- From $442 per night (USD)
VRBO
P34 - Beautiful 4 bedroom 2 bath, single family home with private pool and...
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful and spacious 4 bedroom, 2 bathroom, private pool home in the desirable Key Colony Beach neighborhood located n ...
From $442 per night (USD)VRBO
- From $312 per night (USD)
Expedia
Latitude Adjustment in Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Latitude Adjustment is a ground-level, updated half duplex featuring 2 bedrooms and 2 bathrooms. The master bedroom offe ...
From $312 per night (USD)Expedia
- From $456 per night (USD)
VRBO
P27 - Private Beach Access! Pool home with everyth
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This beautiful 3 bedroom, 2 bath home located in the very desirable Key Colony Beach, boasts a large open floor plan, pr ...
From $456 per night (USD)VRBO
- From $250 per night (USD)
Expedia
P29 - Charming 3 bedroom 2 bath duplex with deep water dockage and Cabana...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Key Colony at its most charming! This 3 bedroom, 2 bathroom, half duplex is located in the heart of Marathon in Key Colo ...
From $250 per night (USD)Expedia
- From $384 per night (USD)
VRBO
P67 - New Construction 3 bedroom 4 bath with priva
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
This lovely two story duplex offers 3 bedroom, 4 bathrooms and abundant living space on both levels. The lower level off ...
From $384 per night (USD)VRBO
- From $330 per night (USD)
Expedia
P22 - Updated 3 bedroom 2 bath duplex with private
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This lovely 3 bedroom, 2 bath home located on Sixth Street (The Causeway) and boasts a private fenced yard and private h ...
From $330 per night (USD)Expedia
- From $284 per night (USD)
VRBO
P17 - Charming 3 Bedroom 2 Bath Duplex With Private Pool And Deep Water...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Paradise found in the tropical city of Key Colony Beach! This all ground level home has ease of access inside and out, b ...
From $284 per night (USD)VRBO
- From $1270 per night (USD)
Expedia
5 bedrooms, pool/spa heated, bikes, kayaks, game room, elevator, deep 75' dock.
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 12
Mediterranean-Style Paradise Retreat in Key Colony Beach Escape to luxury at this stunning Mediterranean-style waterfron ...
From $1270 per night (USD)Expedia
- From $580 per night (USD)
VRBO
P18 - Spectacular 4 bedroom home with dockage and
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This lovely 4 bedroom, 4 bath home is located in the highly desirable area of Key Colony Beach. - Maximum ...
From $580 per night (USD)VRBO
- From $262 per night (USD)
Expedia
Easy Ocean Access House 30' Dock & Pool at Cabana Club
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our Beach House in the prestigious Key Colony Beach. 30 FT dock house in a 90 FT canal with easy access to th ...
From $262 per night (USD)Expedia
- From $269 per night (USD)
VRBO
Tropical oasis near all the action with central AC & balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Harbor Villa 7103 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $269 per night (USD)VRBO
- From $539 per night (USD)
Expedia
Coral Lagoon #13: Pool, Water Views, off Vaca Cut with Gulf & Atlantic Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Coral Lagoon #13: Pool, Water Views, Located just off Vaca Cut with easy Gulf & Atlantic Access. ****Please note that t ...
From $539 per night (USD)Expedia
- From $390 per night (USD)
VRBO
Little Island Pearl
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Have you been dreaming of a get away in the Florida Keys in Key Colony Beach. A little piece of heaven with a brand ne ...
From $390 per night (USD)VRBO
- From $526 per night (USD)
Expedia
Quiet canal-front 3/3 Single-Family Home with Private Pool & Cabana Club Access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Blue Heron House. Enjoy and relax in our ground-level 3 bedroom / 3 bathroom private, single-family home whi ...
From $526 per night (USD)Expedia
- From $570 per night (USD)
VRBO
SPECTACULAR Indigo Reef Waterfront Home #41 - Marathon, Florida
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Indigo Reef #41 is the BEST KEPT SECRET in the Florida Keys!! This home is spectacular in every sense of the word and no ...
From $570 per night (USD)VRBO
- From $684 per night (USD)
Expedia
Discount to Jan 31! 4/4! Private Pool, Paddleboards & Lots of Great Amenities!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
WE ARE OFFERING A 5% DISCOUNT THROUGH JANUARY 31ST! IT IS AUTOMATICALLY FIGURED INTO THE QUOTE! The Blue Turtle Villa, ...
From $684 per night (USD)Expedia
- From $287 per night (USD)
VRBO
P72 - Charming 4 bedroom, 2 bath duplex with deep water dockage and Cabana...
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful 4 Bedroom, 2 bathroom duplex in Key Colony Beach. Key Colony Beach is a small, friendly, walkable island with ...
From $287 per night (USD)VRBO
- From $408 per night (USD)
Expedia
CLEAR water views @Tiki haven! Quick ocean access, Pool, HotTub, FUN! FREE ICE!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VIEWS to live for!! Book this 2 bed 2 baths side for the family or TAKE the entire Duplex & book the 1 bed 1 bath (Pro ...
From $408 per night (USD)Expedia
- From $821 per night (USD)
VRBO
Waterfront home with Cabana Club access, private pool, spa, & dock
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Casa de Rosa Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $821 per night (USD)VRBO
- From $413 per night (USD)
Expedia
Waterfront luxury Villa (59) with sunset views and boat slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This recently renovated and spacious 3BD, 2.5BA Villa is the perfect blend of comfort and coastal charm. Each bedroom fe ...
From $413 per night (USD)Expedia
- From $455 per night (USD)
VRBO
Paradise Without A Passport New Home Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Brand New Home, Brand New Furniture, Sunset and Ocean Views, Outdoor communal Fire Pits, Outdoor Kitchen, Grill, Possibl ...
From $455 per night (USD)VRBO
- From $606 per night (USD)
Expedia
Fall Waterfront Getaway with Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our beautiful 4bdrm/ 3 full bath waterfront home. Relax and relish the tropical waters that surround you in p ...
From $606 per night (USD)Expedia
- From $1004 per night (USD)
VRBO
Exquisite Key Colony Beach Retreat- 420/430 11th Street KCB
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Have you been dreaming of a sun-soaked Florida Keys getaway with ample space for your whole family? Turn those dreams in ...
From $1004 per night (USD)VRBO
- From $470 per night (USD)
Expedia
OCEANFRONT with Pool & Dock - Approved Dog OK! Gated Estate - A Tropical Oasis!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Mar Azul is a High-end Oceanfront Residence overlooking the tranquil Offshore Flats of Marathon. Enjoy a Secluded, Luxur ...
From $470 per night (USD)Expedia
- From $836 per night (USD)
VRBO
Private Keys Retreat: Waterfront, Pool, Tiki Bar & 5-Bay Dock
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
🐠 Fish Camp – Private Keys Oasis | Pool, Tiki Bar, 5-Bay Dock Welcome to Fish Camp – your private, gated slice of parad ...
From $836 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Private Tropical Beach White Sand-No Stairs-King Bed-Heated Pool- Superfast WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Step outside your door and onto your private white sandy tropical beach—no stairs, no crowds, just the sound of the wave ...
From $320 per night (USD)Expedia
- From $323 per night (USD)
VRBO
Dog-friendly waterfront home with dock, pool, gas grill, & beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ninth Street Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $323 per night (USD)VRBO
- From $273 per night (USD)
Expedia
Waterfront home with 24-foot dock, shared pool, & beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Key Lime on Fifth Street Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $273 per night (USD)Expedia
- From $263 per night (USD)
VRBO
Dog-Friendly Home with 60-Ft. Dock and Access to Cabana Club and Shared Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Downhome Cabin by the Canal Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
From $263 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Waterfront Home with 35-Foot Dock and Access to Private Beach and Shared Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Ninth Street Utopia Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $350 per night (USD)Expedia
- From $339 per night (USD)
VRBO
Waterfront home with 35-ft dock & access to Cabana Club pool & beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Canal-side Charisma Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $339 per night (USD)VRBO
- From $311 per night (USD)
Expedia
Open Water Paradise 2/2 Half Duplex in Key Colony Beach at Marathon, FL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Open Water Paradise in the Keys. Ocean living at its Best! Nestled along Bonefish Bay, Open Water Paradise ...
From $311 per night (USD)Expedia
- From $497 per night (USD)
VRBO
Hidden Paradise in Marathon
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Discover comfort and ample space in this three-bedroom waterfront oasis, a perfect single family abode that boasts an ex ...
From $497 per night (USD)VRBO
- From $398 per night (USD)
Expedia
KEY COLONY BEACH Island Paradise! 80FT DOCK. 331
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
KEYS BEST SECRET ISLAND. HAS EVERYTHING YOU NEED TO RELAX. 5 STAR RESTAURANTS, BARS, CAFE’S, MARINA, POST OFFICE, BOUT ...
From $398 per night (USD)Expedia
- From $318 per night (USD)
VRBO
Renovated 2BR Villa with Spa, Water Views & Private Patio with Private Dip Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We offer nightly and weekly rentals, you can save money by booking directly from an owner. We would love to host your ...
From $318 per night (USD)VRBO
- From $229 per night (USD)
Expedia
Huge Oct savings! Sea-Esta! condo, Beach, Pool, Key Colony Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Sea-Esta is located on the Atlantic Ocean with a private white sandy beach. If the ocean isn’t calling you, Sea-Esta by ...
From $229 per night (USD)Expedia
- From $290 per night (USD)
VRBO
Lazy Tortuga in Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Lazy Tortuga is a ground level luxurious half duplex! This property features 2 bedrooms and 2 bathrooms. The master bedr ...
From $290 per night (USD)VRBO
- From $548 per night (USD)
Expedia
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the nicest Fully Renovated Villa on Duck Key. Boat slip available for additional $100 a night. Largest boat that ...
From $548 per night (USD)Expedia
- From $684 per night (USD)
VRBO
★Welcoming Family Vacation Gated home★with private heated pool and Patio
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy a great family vacation in this comfortable gated home offering a private pool and patio, 4K Smart TV's, high spee ...
From $684 per night (USD)VRBO
- From $667 per night (USD)
Expedia
★Beautiful Modern gated Vacation Oasis★ Private pool & patio close to activities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Stay in a beautifully modern decorated comfortable gated house with private pool and patio, Carport, large 4K Smart TV ...
From $667 per night (USD)Expedia
- From $268 per night (USD)
VRBO
P23 - New 3 bedroom 2 bath duplex with private pool and deep water dockage.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This all ground level home boasts ease of access inside and out, with an open floor plan and a large, fully equipped kit ...
From $268 per night (USD)VRBO
- From $348 per night (USD)
Expedia
A Cut Above in Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
WELCOME TO A CUT ABOVE- A 5 STAR PROPERTY THAT LIVES UP TO ITS NAME! **** CHECK OUT OUR UPDATED RATES!! ...
From $348 per night (USD)Expedia
- From $519 per night (USD)
VRBO
Waterfront luxury Villa (29) with sunset views and boat slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This spacious 3BD, 2.5BA Villa is the perfect blend of comfort and coastal charm. Each bedroom features its own televisi ...
From $519 per night (USD)VRBO
- From $257 per night (USD)
Expedia
Canal front getaway w/ water view & access to the Cabana Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A Wave From It All Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $257 per night (USD)Expedia
- From $239 per night (USD)
VRBO
One of the Best Private Beaches in US! Great Location fun activities-Fast Wifi!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience Paradise at One of the Best Private Beaches! Let me assist you in finding the best and most affordable fligh ...
From $239 per night (USD)VRBO
- From $608 per night (USD)
Expedia
Waterfront luxury Villa (43) with spectacular sunset views and boat slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This beautifully remodeled, spacious 3BD, 2.5BA Villa is the perfect blend of comfort and coastal charm. Each bedroom fe ...
From $608 per night (USD)Expedia
- From $301 per night (USD)
VRBO
Doc's Holiday in Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This half dupex in Key Colony Beach is situated on the East side of the island, just a short stroll away from the Cabana ...
From $301 per night (USD)VRBO
- From $205 per night (USD)
Expedia
KCB-access Private Cabana Club, Dock on Canal, PET Friendly, Pickle ball courts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
water front home is located on 100 foot wide canal with your own 30 feet of Free dockage. We are pet friendly. Furnished ...
From $205 per night (USD)Expedia
- From $272 per night (USD)
VRBO
P64 - Spacious 3 bedroom duplex in Key Colony with dockage and Cabana Club...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful duplex home in Key Colony Beach. Key Colony Beach is a small, friendly, walkable island with easy access to lo ...
From $272 per night (USD)VRBO
- From $586 per night (USD)
Expedia
Luxury 3BR/3BA Cottage with the Best Sunset Views in the Florida Keys!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Professionally decorated, fully renovated Cottage with 3 Bedrooms & 3 Bathroom Cottage located in the Village at Hawks ...
From $586 per night (USD)Expedia
- From $654 per night (USD)
VRBO
A Taste of Vitamin Sea
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
STR21-000361Welcome to A Taste of Vitamin Sea Your Key Colony Beach Escape! Discover the best of the Florida Keys at th ...
From $654 per night (USD)VRBO
- From $408 per night (USD)
Expedia
P13 - 3 Bedroom Home with Private Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A premier home in a premier location! This 3 bedroom, 2 bathroom home is one of a kind. An all ground level home boastin ...
From $408 per night (USD)Expedia
- From $580 per night (USD)
VRBO
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a nicely renovated Villa on Duck Key. Boat slip available for additional $100 a night. Largest boat that can fit ...
From $580 per night (USD)VRBO
- From $353 per night (USD)
Expedia
Palm Villa - Sleeps 6, Boat Slip Available
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Villa has a CALIFORNIA KING BED in the Master Bedroom & a Queen Bed in the guest room plus Queen Sleeper Sofa in Li ...
From $353 per night (USD)Expedia
- From $299 per night (USD)
VRBO
4YR New- 2bed 2bath, 37ft Dock, Cabana Club, Kayak & Bikes- UPDATED
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Duplex, 2 Bedrooms 2 baths w/Cabana Club Access and Private 37.5 ft Dock on 100 ft wide Canal with fish cleaning station ...
From $299 per night (USD)VRBO
- From $525 per night (USD)
Expedia
DUPLEX IN DUCK KEY Grand 3/2 W/90' Private Dock, Trailer Storage included
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Unit in Duck Key next to the biggest resort in the Florida Keys! Located near stores, restaurants, delicatessen, bait an ...
From $525 per night (USD)Expedia
- From $498 per night (USD)
VRBO
\"Private Pool\" Waterfront Home across from Golf Course KCB
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Casa Aquamarina II, A Peaceful Paradise Retreat! This beautiful 2 Bedroom, 2 Bath Plus spacious 2nd story loft, is the ...
From $498 per night (USD)VRBO
- From $403 per night (USD)
Expedia
DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unit in Duck Key next to the biggest resort in the Florida Keys! Located near stores, restaurants, delicatessen, bait an ...
From $403 per night (USD)Expedia
- From $1116 per night (USD)
VRBO
Luxury 5BR/7BA Waterfront Oasis | Private Pool, Dock & 5 Master Suites
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Step into the ideal island retreat at Super Grouper House – a 5-bedroom, 7-bath luxury vacation home in Marathon, Florid ...
From $1116 per night (USD)VRBO
- From $813 per night (USD)
Expedia
Modern Island Luxury | 4 En-Suite Masters, 6 BA, Pool, Dock & Outdoor Oasis
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Step into Snapper House and feel the stress melt away—an upscale, custom-built sanctuary designed for dream vacations on ...
From $813 per night (USD)Expedia
- From $259 per night (USD)
VRBO
P38 - Charming 1 bedroom, waterfront duplex with private hot tub. Cabana Club...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This cute and cozy, all ground level 1 bedroom, 1 bath unit is perfect for the couple who loves comfort, quiet and the b ...
From $259 per night (USD)VRBO
- From $260 per night (USD)
Expedia
P37 - Charming 2 bedrooms duplex with Private Pool and Deep water dockage....
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Key Colony Delight! This 2 bedroom, 2 bath all ground level duplex in Key Colony Beach is absolutely delightful! Offerin ...
From $260 per night (USD)Expedia
- From $249 per night (USD)
VRBO
WATERFRONT!! Home w/ 37.5-ft dock, Cabana Club Membership!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Bright, Open Floor Plan with new floors & kitchen. East facing for sunny mornings and shady afternoons on the great scre ...
From $249 per night (USD)VRBO
- From $334 per night (USD)
Expedia
Beach Condo in Paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful Ocean Beach and Pool view from deck. Relax in paradise where everything is steps away! Suntan on the white sa ...
From $334 per night (USD)Expedia
- From $212 per night (USD)
VRBO
Paradise Found – Oceanfront Condo w/ Pool Views & Private Beach in Key Colony!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Competently remodeled from quartz countertops in kitchen and both full bathrooms. New doors throughout the unit with up ...
From $212 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Immaculate oceanfront townhouse with ocean view & private beach access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Duck Key Retreat Villa #5105 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $320 per night (USD)Expedia
- From $507 per night (USD)
VRBO
M12 - Beautiful house in Key Colony offering 4 bed
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This 4 bedroom, 3 bathroom home in the heart of the Florida Keys is located in the very desirable Key Colony Beach and w ...
From $507 per night (USD)VRBO
- From $221 per night (USD)
Expedia
M123 - Cabana Beach Duplex! Premier location across the street from Cabana...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This comfy, cozy 2 bedroom, 2 bathroom duplex is ideally located in the heart of the Keys in Key Colony Beach. ...
From $221 per night (USD)Expedia
- From $276 per night (USD)
VRBO
P63 - Beautiful, waterfront Key Colony Duplex. Short walk to the Cabana Beach...
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful duplex home in Key Colony Beach. Key Colony Beach is a small, friendly, walkable island with easy access to lo ...
From $276 per night (USD)VRBO
- From $349 per night (USD)
Expedia
Waterfront home with 35-foot dock, Cabana Club membership with pool/beach access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Dream in the Keys Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $349 per night (USD)Expedia
- From $280 per night (USD)
VRBO
Private Tropical Beach • No Stairs • Pool • Fun Activities-Oceanside Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Tropical Oceanfront Getaway | 2BR/2BA Condo w/ Private Beach, Pool & More Relax in tropical luxury just steps from your ...
From $280 per night (USD)VRBO
- From $137 per night (USD)
Expedia
Rent a place in Paradise.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A private, Charming 1 bed 1 bath Condo with a full kitchen, heated pool, and spectacular views of the Sunset right from ...
From $137 per night (USD)Expedia




































































































