
Florida Keys National Marine Sanctuary Rentals

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VRBO
Cozy studio cottage in Old Town Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cute Studio cottage with additional sleeping loft. Nicely landscaped shared pool and outside area. Walking distance to ...
Click For PricingVRBO
- From $1014 per night (USD)
Expedia
Sun of a Beach in Marathon
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
Indulge in the charm of this splendid split-level residence nestled in the heart of the captivating Florida Keys. This d ...
From $1014 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Work remote, or not at all, in paradise at this cozy, beachy condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Flexible cancellation policy. Futura Yacht Club is an exclusive private, gated resort community. Not like a hotel, FYC ...
From $270 per night (USD)VRBO
- From $185 per night (USD)
Expedia
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cottage #15 - Quaint, clean, comfortable cottage just 20 miles from Key West. Bring the family. Located on a compound wi ...
From $185 per night (USD)Expedia
- From $578 per night (USD)
VRBO
136 Mariners Club | 3 Bed, 3 Bath
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This spectacular 2600 square foot villa boasts a blissful atmosphere and breathtaking view of the harbor and the Atlanti ...
From $578 per night (USD)VRBO
- From $674 per night (USD)
VRBO
Heart of Key West - 2BR Waterfront at the Galleon Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of Old Town Key West. This resort overlooks the Gulf of Mexico with a private marina, private beach ...
From $674 per night (USD)VRBO
- From $280 per night (USD)
VRBO
610 Mariners Club | 1 Bed, 1 Bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sweet studio apartment in coveted Mariners Club on the island of Key Largo. This is a duplex-style, ground floor 1-bedr ...
From $280 per night (USD)VRBO
- From $225 per night (USD)
Expedia
Canal-front Keys escape with amazing view, boat access, firepit, gril, AC, & W/D
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Torchbearer - Lower Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $225 per night (USD)Expedia
- From $347 per night (USD)
VRBO
Waterfront escape with dock, furnished deck & patio, grill & central AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Dockside Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
From $347 per night (USD)VRBO
- From $204 per night (USD)
Expedia
Pristine Waterfront Charmer - Outdoor Living & Dining, Dock, AC - Snowbirds OK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Tradewinds Treat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $204 per night (USD)Expedia
- From $405 per night (USD)
VRBO
Welcome to the Shady Palms - Private Pool - RealKeyWest
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Step into this beautifully restored and redecorated 1933 Key West home. This first-floor home has Bahama shutters throug ...
From $405 per night (USD)VRBO
- From $754 per night (USD)
Expedia
Ocean view home with private pool, hot tub, Cabana club and 40 ft dock for boats
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Ocean's Edge Retreat is a 3 bedroom / 3 bath home with open water views of the Atlantic Ocean and directly on the canal. ...
From $754 per night (USD)Expedia
- From $884 per night (USD)
VRBO
**ENVY OF THE ISLAND @ OLD TOWN** Pristine Home & Pool + LAST KEY SERVICES...
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 10
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! While Old Tow ...
From $884 per night (USD)VRBO
- From $302 per night (USD)
Expedia
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 $302 per night (USD)Expedia
- From $167 per night (USD)
VRBO
Ground-level getaway with free WiFi, private deck, & shared outdoor pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Louisa's Garden Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $167 per night (USD)VRBO
- From $380 per night (USD)
Expedia
Oceanfront! Oceanfront! Oceanfront!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
License # 25-0123 - Completely Renovated - 2 Bedroom, 2 Bath, condominium unit. Just steps from the elevator on the 5th ...
From $380 per night (USD)Expedia
- From $280 per night (USD)
VRBO
Stay & Play; Enjoy Scenic Views Ocean Pointe 5312
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Upon entering the home you’ll be greeted by laidback island decor and vast ocean views. The Tommy Bahama Tiki inspired a ...
From $280 per night (USD)VRBO
- From $470 per night (USD)
Expedia
SOUTHERNMOST SWIM AND SOCIAL CLUB
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Look no further! You've found your home away from home. Where your family and friends can share their own piece of para ...
From $470 per night (USD)Expedia
- From $203 per night (USD)
VRBO
Enjoy a Fun in the Sun getaway 3 Bedroom House, Tiki Hut, Boat Ramp, & Dockage!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come relax in Florida Keys Paradise while you enjoy the comforts of a clean 3 bedroom house (not a mobile home). Central ...
From $203 per night (USD)VRBO
- From $623 per night (USD)
Expedia
Treasure Cove- 2BDR/2.5BA | 2 Bed, 2.5 Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
~~7 day minimum~~Experience the famous island city of Key West and stay at the Treasure Cove Townhouse in the private P ...
From $623 per night (USD)Expedia
- From $249 per night (USD)
VRBO
Penthouse view - Futura Yacht Club #604
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Condo #604, 3 Bedrooms, 2.0 Baths, (Sleeps 6) Enjoy penthouse views of the fabulous blue waters of the Atlantic and Flo ...
From $249 per night (USD)VRBO
- From $334 per night (USD)
VRBO
Quiet Lane in the Heart of Old Town, Sleeps 4 + 🐶🐾
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unbeatable location just 1 block from the iconic Green Parrot Bar and 2 blocks from world famous Duval Street. Blue Heav ...
From $334 per night (USD)VRBO
- From $260 per night (USD)
VRBO
Luxury cottage in the heart of paradise
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
WELCOME ABOARD TO ONE OF LARGER COTTAGES ON THE CAMPGROUND. Comfortable and spacious cottage in the center of KEY LARG ...
From $260 per night (USD)VRBO
- From $387 per night (USD)
VRBO
Blue Home - Receive 400 dollars \ntowards a BOAT RENTAL!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Receive a $400 boat rental gift certificate from Nothing Better Boat Rentals, LLC. when you book a full week at one o ...
From $387 per night (USD)VRBO
- 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 $438 per night (USD)
Expedia
Waterfront luxury Villa (54) 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 $438 per night (USD)Expedia
- From $413 per night (USD)
VRBO
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 $413 per night (USD)VRBO
- From $237 per night (USD)
Expedia
OCEANFRONT COMMUNITY, LUXURY,BEACH,POOLS, TOP AMENITIES & VALUE in FLORIDA KEYS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Everything you need to Stay, Love, and Relax..... "Escape to paradise at Kawama Tower 406, a modern, spacious, and luxu ...
From $237 per night (USD)Expedia
- From $784 per night (USD)
VRBO
ISLAND TIME - 5 Bed/3 Bath OldTown Complex - MONTHLY - Private pool
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
WELCOME TO ISLAND TIME! Key West Island Time is a rare find in old town Key West. It is a total of 5 bedrooms and three ...
From $784 per night (USD)VRBO
- From $566 per night (USD)
Expedia
Beautiful Waterfront Gulf of America Great location.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This property is like having your own private resort. On the Gulf of Mexico. Million-dollar waterfront views & sunsets. ...
From $566 per night (USD)Expedia
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VRBO
A great place to relax, fish, or even work from. 2/2 , 66 ft
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
2 Master suites with great screened in porch overlooking Bayside canal. 66 dock, fully furnished. Large family room with ...
Click For PricingVRBO
- From $458 per night (USD)
VRBO
White Home - Receive 400 dollars \ntowards a BOAT RENTAL!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Receive a $400 boat rental gift certificate from Nothing Better Boat Rentals, LLC. when you book a full week at one o ...
From $458 per night (USD)VRBO
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VRBO
TROPICAL PROPERTIES VACATION RENTAL - KEY WEST
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
****This property requires a minimum stay of 28 nights in the same calendar month**** ***Brand New Pool with waterfall, ...
Click For PricingVRBO
- From $433 per night (USD)
Expedia
Waterfront luxury Villa (34) with sunset views and boat slip
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This spacious 3BD, 2.5BA Villa is the perfect blend of comfort and coastal charm. Each bedroom features its own televisi ...
From $433 per night (USD)Expedia
- From $382 per night (USD)
VRBO
Yellow Home - Receive 400 dollars \ntowards a BOAT RENTAL!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Receive a $400 boat rental gift certificate from Nothing Better Boat Rentals, LLC. when you book a full week at one o ...
From $382 per night (USD)VRBO
- From $278 per night (USD)
Expedia
Tropical Jewel: Historic Seaport Oldtown - 2BR/2BA - Pool - RealKeyWest
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
WELCOME TO TROPICAL JEWEL! Near all the action of the historic seaport and Duval Street, you can get out into the cit ...
From $278 per night (USD)Expedia
- From $257 per night (USD)
VRBO
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 $257 per night (USD)VRBO
- From $259 per night (USD)
Expedia
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 $259 per night (USD)Expedia
- From $461 per night (USD)
VRBO
MAJESTIC PARADISE II Luxury living in Truman Annex. Downtown, pool, 2 blks
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Featured in The Key West Citizen Home of the Week. Perfect location, and newly renovated with fresh paint, new kitchen w ...
From $461 per night (USD)VRBO
- From $192 per night (USD)
Expedia
COZY FAMILY HOME-POOL-HOTTUB -5 minute drive to sombrero beach-private property
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Your Marathon Paradise! This beautiful home features 2 bedrooms, 2 bathrooms, and a spacious open-concept li ...
From $192 per night (USD)Expedia
- From $424 per night (USD)
VRBO
2 story condo with panoramic bay views and balconies!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a 1,350sqft 2 bedrooms/3 bath condo with amazing unobstructed Gulf Bay views. Right next to vaca cut, sunrise an ...
From $424 per night (USD)VRBO
- From $565 per night (USD)
Expedia
BRAND NEW! KEYS BEACH RETREAT! CAPTIVATING WATERVIEW VILLA! WIFI! FREE GOLF CART
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
2 POOLS, FAST FREE WIFI, SALTWATER SWIMMING LAGOON, 2 KIDS AND 2 JUNIOR KAYAKS, FREE DOUBLE GOLF CART, 2 FREE BICYCLES, ...
From $565 per night (USD)Expedia
- From $1116 per night (USD)
VRBO
Pirate Point, Luxe 5BR Escape w/ Pool, Tiki, & Dock Minutes from the Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Pirate Point – your private slice of paradise. Tucked away at the end of a peaceful canal street on lush, lan ...
From $1116 per night (USD)VRBO
- From $278 per night (USD)
Expedia
Sirena Key Cottage in Venture Out
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VO365 Sirena Key Cottage 35' Seawall It's a wonderful time to enjoy Paradise! Quick ocean side access to gulf a ...
From $278 per night (USD)Expedia
- From $242 per night (USD)
VRBO
Another Day in Paradise Best Waterfront and Poolside Views.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Our Moon Bay Luxury Condominium unit # B403, 4th floor, is located directly on the scenic Blackwater Sound near Florida ...
From $242 per night (USD)VRBO
- From $991 per night (USD)
Expedia
**JASMINE JEWEL @ THE ANNEX** Lush Private Home & Pool + LAST KEY SERVICES…
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Hidden amongs ...
From $991 per night (USD)Expedia
- From $593 per night (USD)
VRBO
Villa 5087 on Duck Key BOAT SLIP available
- 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 $593 per night (USD)VRBO
- From $520 per night (USD)
Expedia
Kelly's Kabin - Adorable Private Summerland Key Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Kelly's Kabin is a recently renovated property freshly painted in tropical blues. It's a private home without neighbors ...
From $520 per night (USD)Expedia
- Click For Pricing
VRBO
Key Colony Beach 3/3 Townhouse - Ocean View
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Unit is in mint condition, located in prime Key Colony Beach surrounded by spectacular ocean views. All furnishings are ...
Click For PricingVRBO
- From $394 per night (USD)
Expedia
Paradise in Beautiful Key Largo!! Amazing Views!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your dream vacation awaits you at Kawama Yacht Club! A unique gated townhome community located in the heart of Key Larg ...
From $394 per night (USD)Expedia
- From $359 per night (USD)
VRBO
P20 - 551 8th St in Key Colony Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the heart of the Florida Keys! Located in the very desirable Key Colony Beach, this 3 bedroom, 3 bath home is ...
From $359 per night (USD)VRBO
- From $226 per night (USD)
VRBO
Sugar Cane - Florida Keys tropical retreat. Newly renovated!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We have just completely renovated this condo at Ocean Pointe and it's Insta-worthy. Every detail has been designed and c ...
From $226 per night (USD)VRBO
- From $537 per night (USD)
VRBO
Absolutely Perfect! Reel Vacation Villa w/Pool, Dock, Close to Beach w/Extras!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This stunning home on the Intracoastal Waterway is loaded with amenities including a private pool and patio with boat do ...
From $537 per night (USD)VRBO
- Click For Pricing
Expedia
Cozy 2 Bedroom home in Summerland Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our home is located in a quiet and cozy area 5 minutes away from the famous Ramrod Swim Hole; a local treasure. It is al ...
Click For PricingExpedia
- From $587 per night (USD)
VRBO
ADMIRAL'S PARADISE in Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Newly renovated town home located on a charming lane in the Truman Annex. The generous open floor plan features 10 foot ...
From $587 per night (USD)VRBO
- From $1381 per night (USD)
Expedia
Balcony - Sky Suites Retreat, on Duval
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: This elegant, elevated 2nd story loft with vaulted ceilings has been designed for your next dream Key West geta ...
From $1381 per night (USD)Expedia
- From $466 per night (USD)
VRBO
Bright & Cheery Pool Front Home w/ Optional Boat Slip at Anglers Reef Islamorada
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Angler’s Reef Villas & Marina, a stunning Islamorada vacation destination. Quaint streets and walking paths w ...
From $466 per night (USD)VRBO
- From $506 per night (USD)
Expedia
LAST MINUTE SUMMER DEALS!!! Waterfront Keys Cottage and Outdoor Living!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sea Salt Cottage is a spacious 3 bedroom 2 bath open concept home on a wide canal with direct access to the ocean. Gues ...
From $506 per night (USD)Expedia
- From $307 per night (USD)
VRBO
Modern-Coastal Spacious Suite [Ocean Pointe 3301]
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come enjoy this 2 bedroom, 2 bath spacious end suite overlooking the Atlantic Ocean at Ocean Pointe Suites; an ideal des ...
From $307 per night (USD)VRBO
- Click For Pricing
Expedia
Amazing Water Front Pool House & Dock in a very exclusive area!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 17
Spectacular home! find the perfect Vacation Rental, two homes in one, with two private entrances , escape to the Flori ...
Click For PricingExpedia
- From $439 per night (USD)
VRBO
Oceanfront Duck Key Townhouse - Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come and enjoy Duck Key in the Florida Keys, known as America's Caribbean, a lush shangri-la with tropical vegetation an ...
From $439 per night (USD)VRBO
- From $384 per night (USD)
Expedia
Amazing Ocean view condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly Renovated Beach Décor unit! Breathtaking views of the Atlantic ocean and protected Florida Keys mangroves. Heated ...
From $384 per night (USD)Expedia
- From $357 per night (USD)
VRBO
Charming Half Duplex
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Charming Half Duplex offering 2 bedrooms 2 bathrooms. The home is on a quiet street in a residential neighborhood on a c ...
From $357 per night (USD)VRBO
- From $479 per night (USD)
Expedia
TORTUGA HAMMOCK -2 Bedroom/ 2.5 Bathroom Townhouse with Shared Pool & Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Tortuga Hammock is located on Stock Island in the Coral Hammock private gated community. This 2 bedroom 2.5 bathroom t ...
From $479 per night (USD)Expedia
- From $416 per night (USD)
VRBO
Waterfront Property - Marina Access - Spacious - Excellent Key West Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located just two miles from picturesque Smathers Beach, this well appointed two bedroom, two bath condo is ideally situa ...
From $416 per night (USD)VRBO
- From $501 per night (USD)
Expedia
Balcony, Pool, & Pet Friendly - Tortuga Suite
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Welcome to Sunrise Suites, a peaceful community on Key West's southeast side. Just 1 mile from the beach and 10 ...
From $501 per night (USD)Expedia
- From $714 per night (USD)
VRBO
★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 $714 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful Keys Getaway! Located on deep water canal for quick access to
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a 2 bedroom, 2 bathroom concrete block house. It is located on a clean swimming canal right off Pine Channel. ...
Click For PricingExpedia
- From $699 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 $699 per night (USD)VRBO
- From $808 per night (USD)
VRBO
Key West's Crown Jewel
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Key West's Crown Jewel is a penthouse condominium at 1800 Atlantic Condominium development with two-bedroom, two-bath wi ...
From $808 per night (USD)VRBO
- From $469 per night (USD)
VRBO
Ocean view house
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
ocean front, Beautiful island views and sunrise 🌅 view in the morning, had access for the boat , kayaking, paddle ...
From $469 per night (USD)VRBO
- From $296 per night (USD)
Expedia
Ocean Front 2/2 Condo,OCEAN FRONT/MARINA VIEW,Tavernier/Key Largo Fl. Fla.Keys
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Paradise! Discover the pinnacle of luxury at Ocean Pointe, a premier resort nestled in Tavernier, Florida Key ...
From $296 per night (USD)Expedia
- From $544 per night (USD)
VRBO
Life in Paradise at #1 Rated Resort in Marathon - Coral Lagoon - Boat Slip Avail
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
** The Marina is repairing all of the canal boat slips currently BUT you can reserve a slip at the marina right there fo ...
From $544 per night (USD)VRBO
- From $520 per night (USD)
Expedia
Beautiful Updated Kawama Townhouse. Marina, boat ramp, lagoon and pools.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This gorgeous 3 bedroom 3 full bath townhouse is located in the tropical neighborhood of Kawama. This unit underwent a f ...
From $520 per night (USD)Expedia
- From $629 per night (USD)
VRBO
Manatee Watch | Gorgeous pool, 5 bedrooms, easy ocean access on Big Pine Key
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Discover your dream waterfront getaway on Big Pine Key! This impeccably updated 5-bedroom, 4-bathroom boating home offer ...
From $629 per night (USD)VRBO
- From $284 per night (USD)
Expedia
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 $284 per night (USD)Expedia
- From $249 per night (USD)
VRBO
Serene Sunsets Await - Tropical Island Getaway Without The Extensive Travel
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
BOAT SLIP Available for ALL Lobster Seasons..! January 2025 Updates: Unbelievable...! Word to describe the upgrades ...
From $249 per night (USD)VRBO
- From $303 per night (USD)
Expedia
Ground floor no stairs close to everything Atlantic side
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A fisherman's dream boat dock freezers for your catch commercial icemaker fish cleaning station backyard grill fully s ...
From $303 per night (USD)Expedia
- From $582 per night (USD)
VRBO
Beautiful Coral Lagoon #12 - Waterfront - Boat Slips Available at the Marina
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
** The Marina is repairing all of the canal boat slips currently BUT you can reserve a slip at the marina right there ...
From $582 per night (USD)VRBO
- From $742 per night (USD)
Expedia
Villa Jekjak | 4 Bed, 3 Bath
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy the unobstructed 270-degree ocean view in this newly renovated beachfront residence. Located in the most exclusive ...
From $742 per night (USD)Expedia
- From $514 per night (USD)
VRBO
Beautiful updated Kawama Townhouse. Two units available. Second unit #1306961.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This gorgeous 3 bedroom 3 full bath townhouse is located in the tropical neighborhood of Kawama. This unit underwent a ...
From $514 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful & Relaxing 2 bed 2 bath condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a large 2 bed 2 bath condo with a separate living room, kitchen, and private balcony at the Hyatt Resort. It off ...
Click For PricingExpedia
- From $421 per night (USD)
VRBO
Island Adventure I 4 Bedrooms 4.5 Baths, Pool, Oce
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
VACA-22-75Welcome to Island Adventure: Your Ultimate Florida Keys Retreat*Island Adventure* is the perfect home for fami ...
From $421 per night (USD)VRBO
- From $234 per night (USD)
Expedia
Anchor's Away: Discover Charm on the Canal, Swift Atlantic Access, Dockage & Above Ground Pool Await
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
City of Marathon zoning requires a minimum rental period of 7 nights, and no exceptions can be made. Please review addit ...
From $234 per night (USD)Expedia
- From $521 per night (USD)
VRBO
Spectacular Water Front Home! Key Largo, Ocean side, Sea Breeze
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Breathtaking concrete home with 2,200SF A/C and 6,900SF lot, freshly remodeled with elegance having large impact windows ...
From $521 per night (USD)VRBO
- From $506 per night (USD)
Expedia
Aqua Lodge Houseboat \"The Grey Lady\"
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
This houseboat has 2 Queen beds, 1 Double bed and 1 Twin bed. The houseboat has a flat-screen TV with cable in the livin ...
From $506 per night (USD)Expedia
- From $354 per night (USD)
VRBO
Aqua Lodge Houseboat \"Sea Turtle\"
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to The Aqua Villas at Mangrove Marina Resorts “Sea Turtle” houseboat, located between Key Largo and Islamorada i ...
From $354 per night (USD)VRBO
- From $507 per night (USD)
Expedia
The Dancing Rooster: 2 Blocks from Duval in Old Town.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located just 2 short blocks from Duval and in the center of downtown, the Southernmost Retreat is a recently renovated a ...
From $507 per night (USD)Expedia
- From $1201 per night (USD)
VRBO
All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome aboard the The Thirsty Lady with 3 bedrooms and 3 baths, your own private Sailboat that also includes your Saili ...
From $1201 per night (USD)VRBO
- From $243 per night (USD)
Expedia
Cudjoe Bay Getaway In Paradise
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our house in paradise! This elevated canal house is the fourth property away from Cudjoe Bay and the Atlantic ...
From $243 per night (USD)Expedia
- From $540 per night (USD)
VRBO
Aqua Lodge Houseboat \"Calypso\"
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
It doesn’t get much more unique than the Aqua Villas at Mangrove Marina. Come experience the adventure of living on the ...
From $540 per night (USD)VRBO
- From $441 per night (USD)
Expedia
Aqua Lodge Houseboat \"Captain's Quarters\"
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Aqua Villas at Mangrove Marina Resorts “Captain’s Quarters” houseboat, located between Key Largo and Isla ...
From $441 per night (USD)Expedia
- From $144 per night (USD)
VRBO
Sunsets over the water
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sunset views over the water has this large 1/1 with 1 assigned parking space. Only a few minutes from the Island of Key ...
From $144 per night (USD)VRBO
- From $193 per night (USD)
Expedia
Tarpon Tales | Pet-friendly home with fantastic boating access on Big Pine Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
An angler's dream! Comfy 2 bedroom / 2 bathroom home on a large and lush canalfront property just minutes from the chann ...
From $193 per night (USD)Expedia
- From $267 per night (USD)
VRBO
Casa Playa | 4 bed/2 bath canalfront getaway on Ramrod Key
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Casa Playa, your spacious 4-bedroom, 2-bathroom retreat nestled in the serene beauty of Ramrod Key. This invi ...
From $267 per night (USD)VRBO
- From $637 per night (USD)
Expedia
Key West Beach House with heated pool, tiki, and dock.♿︎
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to Key West. Located on this beautiful island 13 miles from downtown is this quaint 2-level beach home. With sle ...
From $637 per night (USD)Expedia
- From $518 per night (USD)
VRBO
The Blue Pearl: Spacious Open Water Retreat, Stunning Sunsets, Boat Bar, Room for Everyone & Fido!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional pol ...
From $518 per night (USD)VRBO
- From $380 per night (USD)
Expedia
Aqua Lodge Houseboat \"Yellow Tail \"
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Are you ready to be adventurous , do something unique and fun? Well, it doesn’t get Yellow Tail houseboat, is a 1 bedro ...
From $380 per night (USD)Expedia
- From $380 per night (USD)
VRBO
Aqua Lodge Houseboat \"Tarpon\"
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
This Aqua Lodge has a master bedroom with a queen-sized bed, equipped with TV and Air Conditioning unit. The cathedral c ...
From $380 per night (USD)VRBO
- From $291 per night (USD)
Expedia
Key Largo large 4/3 Waterfront home access to the Bay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful New Home on the water in the Florida Keys. Mile marker 103. 4 bedrooms all newly furnished, 3 full bathroom, ...
From $291 per night (USD)Expedia