Florida Keys Rentals
- From $509 per night (USD)
VRBO
Tropical Getaway! 3 Pools, Bike Rental, Pets Allowed!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Tropical island paradise! Breathe in the ocean air from your private balcony. Step out on to legendary Duval Street, the ...
From $509 per night (USD)VRBO
- From $517 per night (USD)
VRBO
Wonderful Beach Vacation! 3 Pools, Tiki Bar, Bike Rentals, Pets Allowed, Dining!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Tropical island paradise! Breathe in the ocean air from your private balcony. Step out on to legendary Duval Street, the ...
From $517 per night (USD)VRBO
- Click For Pricing
VRBO
Amazing Vacation! 4 Spacious Units! 3 Pools, Tiki Bar, Bike Rental!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Tropical island paradise! Breathe in the ocean air from your private balcony. Step out on to legendary Duval Street, the ...
Click For PricingVRBO
- From $557 per night (USD)
VRBO
Family and Friends Vacation! Pet-friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Tropical island paradise! Breathe in the ocean air from your private balcony. Step out on to legendary Duval Street, the ...
From $557 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Keys Hidden Gem
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Our 4 bedroom 3 bathroom home, is the perfect fit for a BIG family or Group of friends that want to escape the snow.. We ...
From $225 per night (USD)VRBO
- From $199 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 $199 per night (USD)VRBO
- From $650 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 $650 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 $481 per night (USD)
VRBO
ADMIRAL'S PARADISE in Key West
- Bedrooms:
- 3
- 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 $481 per night (USD)VRBO
- From $307 per night (USD)
Expedia
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 $307 per night (USD)Expedia
- From $1023 per night (USD)
VRBO
Sky Suites Retreat by Brightwild–2 Stunning Condos
- Bedrooms:
- 5
- 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 $1023 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Bright & Cheery Pool Front Home with Ocean Views at Anglers Reef in Islamorada
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Angler’s Reef Villas & Marina, a stunning Islamorada vacation destination. Quaint streets and walking paths w ...
From $500 per night (USD)Expedia
- From $393 per night (USD)
VRBO
Beautiful Waterfront Keys Cottage with Amazing Outdoor Living and Open Floorplan
- 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 $393 per night (USD)VRBO
- From $292 per night (USD)
Expedia
Modern-coastal Suite with vast Ocean views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Come enjoy this 2 bedroom, 2 bath spacious condo overlooking the Atlantic Ocean at Ocean Pointe Suites; an ideal destin ...
From $292 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $175 per night (USD)
VRBO
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 $175 per night (USD)VRBO
- From $308 per night (USD)
Expedia
Tortuga Suite | Heated Pool & Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: - Welcome to the quiet & relaxing Sunrise Suites community located on the southeast side of Key West. - Just 1 ...
From $308 per night (USD)Expedia
- From $339 per night (USD)
VRBO
Tortuga Hammock - Stock Island Townhouse with Shared Pool & Parking
- Bedrooms:
- 3
- 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 $339 per night (USD)VRBO
- From $455 per night (USD)
Expedia
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 $455 per night (USD)Expedia
- From $637 per night (USD)
VRBO
★Beautiful Modern gated Vacation Oasis★ Private pool & patio close to activities
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Stay in a beautifully modern decorated comfortable gated house with private pool and patio, Carport, large 4K Smart TV ...
From $637 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 $648 per night (USD)
VRBO
★Welcoming Family Vacation Gated home★with private heated pool and Patio
- Bedrooms:
- 3
- 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 $648 per night (USD)VRBO
- From $664 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 $664 per night (USD)VRBO
- From $428 per night (USD)
VRBO
Venture Out Unit 61 Open Water View
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
VO061 Open Water Views From This Stilt Home Large Covered Patio Beautifully furnished and decorated 2 bedroom/1 bath st ...
From $428 per night (USD)VRBO
- From $400 per night (USD)
Expedia
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 $400 per night (USD)Expedia
- From $240 per night (USD)
VRBO
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 $240 per night (USD)VRBO
- From $628 per night (USD)
Expedia
Life in Paradise w\/ Boat Slip at #1 Rated Resort in Marathon - Coral Lagoon
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
** DON'T JUST TAKE OUR WORD FOR IT..... LOOK AT OUR SPECTACULAR REVIEWS..... COME SEE WHY THIS PLACE IS TRULY 'PARADISE' ...
From $628 per night (USD)Expedia
- From $450 per night (USD)
VRBO
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 $450 per night (USD)VRBO
- From $475 per night (USD)
Expedia
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 $475 per night (USD)Expedia
- From $388 per night (USD)
VRBO
Manatee Watch | Gorgeous pool, 5 bedrooms, easy ocean access
- 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 $388 per night (USD)VRBO
- From $429 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 $429 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Serene Sunsets Await - Tropical Island Getaway Without The Extensive Travel
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
December 2023 Updates: Unbelievable...! Word to describe the upgrades all around MoonBay. Updates inside the unit ...
From $270 per night (USD)VRBO
- From $287 per night (USD)
Expedia
Enjoy the keys updated 3\/2home on a canal in marathon 7 day min disc for 30days+
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A fisherman's dream boat dock freezers for your catch commercial icemaker fish cleaning station backyard grill fully s ...
From $287 per night (USD)Expedia
- From $475 per night (USD)
VRBO
Beautiful Coral Lagoon #12 - Waterfront - Boat Slip & Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
NEWLY RENOVATED AND...… GORGEOUS! Thank you for viewing our gorgeous Coral Lagoon 3 bedroom, 2.5 bat ...
From $475 per night (USD)VRBO
- From $779 per night (USD)
VRBO
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 $779 per night (USD)VRBO
- Click For Pricing
VRBO
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 PricingVRBO
- From $415 per night (USD)
Expedia
Island Adventure I 4 Bedrooms 4.5 Baths, Pool, Ocean View with Dock & Kayaks
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
VACA-22-75 "Island Adventure" was built-in 2021, with Family, Fun, Luxury, and Water Sports Lovers in Mind. The home is ...
From $415 per night (USD)Expedia
- From $225 per night (USD)
VRBO
Anchor's Away: Discover Charm on the Canal, Swift Atlantic Access, Dockage & Above Ground Pool Await
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Anchor's Away - Your Waterfront Haven in Marathon! Escape to Anchor's Away, your charming waterfront sanctua ...
From $225 per night (USD)VRBO
- From $430 per night (USD)
Expedia
Spectacular Water Front Home! Key Largo, Ocean side, Sea Breeze
- Bedrooms:
- 4
- 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 $430 per night (USD)Expedia
- From $500 per night (USD)
VRBO
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 $500 per night (USD)VRBO
- From $333 per night (USD)
Expedia
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 $333 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Southernmost Retreat: 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 $500 per night (USD)VRBO
- From $1129 per night (USD)
Expedia
All Included!!Private 3bedSailboat IncludingAccommodations&AllExcursions up to 6
- Bedrooms:
- 3
- 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 $1129 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Cudjoe Bay Access Vacation House 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 $200 per night (USD)VRBO
- From $480 per night (USD)
Expedia
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 $480 per night (USD)Expedia
- From $371 per night (USD)
VRBO
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 $371 per night (USD)VRBO
- From $180 per night (USD)
Expedia
Private Tropical Oasis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our Green Turtle! My family and I relocated to the beautiful Florida Keys, from Orlando. The property we pur ...
From $180 per night (USD)Expedia
- From $125 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 $125 per night (USD)VRBO
- Click For Pricing
Expedia
Canalfront home with WiFi, water views, washer\/dryer, central AC & tiki bar
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Brass Bell Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
Click For PricingExpedia
- From $174 per night (USD)
VRBO
Tarpon Tales | Fantastic boating, pet-friendly
- 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 $174 per night (USD)VRBO
- From $164 per night (USD)
VRBO
Casa Playa | Canalfront getaway, 4 beds, 2 baths, 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 $164 per night (USD)VRBO
- From $247 per night (USD)
VRBO
Newfound Paradise | 3 Bed, 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Gorgeous open water views from this 3 bedroom, 2 bath pool home on Ramrod Key. Great views from the open plan main livin ...
From $247 per night (USD)VRBO
- From $283 per night (USD)
Expedia
Casa Verde - Perfection in a monthly rental - private pool - RealKeyWest
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
The moment you walk thru the door you are greeted by soothing tropical colors and high vaulted ceilings. The large mast ...
From $283 per night (USD)Expedia
- From $533 per night (USD)
VRBO
Key West Beach House with heated pool, tiki, and dock.♿︎
- Bedrooms:
- 4
- 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 $533 per night (USD)VRBO
- From $426 per night (USD)
Expedia
The Blue Pearl: Spacious Open Water Retreat, Stunning Sunsets, Boat Bar, Room for Everyone & Fido!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to 'The Blue Pearl' – the ultimate destination for large families or multiple families seeking an expansive and ...
From $426 per night (USD)Expedia
- From $356 per night (USD)
VRBO
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 $356 per night (USD)VRBO
- From $356 per night (USD)
Expedia
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 $356 per night (USD)Expedia
- From $250 per night (USD)
VRBO
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 $250 per night (USD)VRBO
- From $115 per night (USD)
Expedia
NEWLY RENOVATED Key Largo Beach Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Immerse into this private beach-style cottage that has stunning bay views and is a minute's walk from a private beach. T ...
From $115 per night (USD)Expedia
- From $450 per night (USD)
VRBO
KEY LARGO BRAND NEW HOUSE WITH POOL & DOCKAGE
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to paradise! This home is a new listing to VRBO. If you are looking for a large beautiful home with a pool in a ...
From $450 per night (USD)VRBO
- From $345 per night (USD)
Expedia
**SEAPORT SENSATION @ OLD TOWN VILLAS** Condo & Pool + LAST KEY SERVICES...
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! It is not so ...
From $345 per night (USD)Expedia
- From $311 per night (USD)
VRBO
**COASTAL LOVING @ OLD TOWN** Chic 4BR Home & Pool + LAST KEY SERVICES...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! If you’re loo ...
From $311 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Casa Del Mar in Venture Out Unit 253
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
VO253 Open Water Views 35' Dockage Sparkling Clean 2Bd/1Ba Vacation Home! THIS IS ONE OF THE NICEST UNITS IN ALL OF VENT ...
From $250 per night (USD)Expedia
- From $285 per night (USD)
VRBO
Island Adventure II 4 Bedrooms 4.5 Baths, Pool, Ocean View with Dock & Kayaks
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
VACA-22-74 "Island Adventure" was built-in 2021, with Family, Fun, Luxury, and Water Sports Lovers in Mind. The home is ...
From $285 per night (USD)VRBO
- From $350 per night (USD)
VRBO
Flirty Flamingo Key West
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Flirty Flamingo is luxurious and in a prime Key West location. Built in 1998 and meticulously cared for this spacious 3 ...
From $350 per night (USD)VRBO
- From $267 per night (USD)
VRBO
Runaway Bills | 3 Bed, 1 Bath
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This stylish Conch Home is tucked away on a quiet lane in Old Town Key West. Surrounded by distinctive neighborhoods thi ...
From $267 per night (USD)VRBO
- From $471 per night (USD)
Expedia
Waterfront luxury Villa (29) with sunset views and boat slip
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Located in the secluded Indigo Reef Resort in Marathon, this luxury vacation rental is pure paradise. You will immerse y ...
From $471 per night (USD)Expedia
- From $319 per night (USD)
VRBO
Key Largo Treasure at Kawama Yacht Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Two bedrooms, each with their own balconies, one overlooks the pool, the other State Park Hardwood Hammock. There is ple ...
From $319 per night (USD)VRBO
- From $237 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 $237 per night (USD)Expedia
- From $655 per night (USD)
VRBO
Waterfront Town Home on a Lagoon, Marina, Tennis, Pickleball, Bikes, Kayaks
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
If your dates are not available or if you are looking for two units, check out my other VRBO Unit #2523121. Enter the n ...
From $655 per night (USD)VRBO
- From $569 per night (USD)
VRBO
Oasis Vacation! 406 Mariners Club Key Largo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to this elegant island townhome in Mariner's Club, Key Largo's premier resort. Updated and upgraded! This is ...
From $569 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Your dreams of paradise are about to come true! 411 Mariners Club
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Spend tranquil days on the sun-kissed balcony with ocean views! Cool down with a plunge in the pool then make plans to ...
From $700 per night (USD)VRBO
- From $232 per night (USD)
Expedia
Paradise for Rent (Condo and Private Boat Slip) monthly discount for sept & oct
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
We are happy to answer all questions! SOME OF OUR DATES ARE LISTED AS CHECK IN AND OUT ON SATURDAY, PLEASE ASK IN CASE ...
From $232 per night (USD)Expedia
- From $426 per night (USD)
VRBO
Henry's Piece of Paradise on the Ocean in Key West - Weekly \/ Nightly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Thirteen-hundred-fifty square feet of fabulous living space located on the second floor with garden and partial ocean vi ...
From $426 per night (USD)VRBO
- From $690 per night (USD)
VRBO
Breathtaking harbor and ocean view! Room for the whole family! 131 Mariners Club Key Largo
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Spacious and gracious, 4 bedroom, 3 bath, top floor, corner villa with a jaw-dropping view of the resort's harbor and th ...
From $690 per night (USD)VRBO
- From $423 per night (USD)
VRBO
April Savings! 225 per night Waterfront Home, Walk to Tiki Bars and Restaurants!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
If you’re looking for larger accommodations, please view our home across the street, VRBO # 2413494! Enjoy total privac ...
From $423 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Pool Home on Tranquil Private Cruikshank Island available for MARCH 2024!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Atlantic Chateau, is a beautiful 3 bedroom 2 bath house on Cruikshank Island. Cruikshank Island is a peaceful private is ...
From $300 per night (USD)VRBO
- From $377 per night (USD)
VRBO
A Cut Above 3bed\/2bath updated half duplex with private pool & cabana club
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
A Cut Above is an updated 3bed/2bath beautifully decorated half duplex in desirable Key Colony Beach. Enjoy the tropical ...
From $377 per night (USD)VRBO
- From $435 per night (USD)
Expedia
Sunset South: First Floor 2 Bedroom 1 Bath Condo at Bayfront Suites & Marina
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $435 per night (USD)Expedia
- From $638 per night (USD)
VRBO
Seabreeze Marathon Oceanside with Cabana Club Membership
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Seabreeze Marathon! Don't look any further for your perfect vacation destination. This property is a newly r ...
From $638 per night (USD)VRBO
- Click For Pricing
Expedia
Sunset views at the Galleon
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
You will be back year after year! Unit features full kitchen with Master King, Guest Twin Beds, and Pull out Sleeper Sof ...
Click For PricingExpedia
- From $1253 per night (USD)
VRBO
Upper Bayview North: Waterfront 4 Bedroom Condo at Bayfront Suites & Marina
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $1253 per night (USD)VRBO
- From $675 per night (USD)
Expedia
Island life meets luxury at 604 Mariners Club Key Largo
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to "Vacay Vibes", a funky and fun 4 bedroom, completely updated and renovated townhouse with an Instagram photo ...
From $675 per night (USD)Expedia
- From $202 per night (USD)
VRBO
Upscale Townhouse with Golf and Lake Views, Shared Pool, WiFi, and AC - Dogs OK
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Tipsy Mermaid Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $202 per night (USD)VRBO
- From $288 per night (USD)
Expedia
~HORSE CONCH~ Amazing location with shared pool and covered balcony!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
THE PROPERTY: Enjoy your stay in the tropics at Horse Conch, part of the highly touted "Queen Conch" complex, which incl ...
From $288 per night (USD)Expedia
- From $499 per night (USD)
VRBO
MAY SPECIAL
- 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 $499 per night (USD)VRBO
- From $298 per night (USD)
Expedia
Villa Largo Island Retreat
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Indulge in endless sun-soaked delights at this stunning property nestled within one of the most sought-after an ...
From $298 per night (USD)Expedia
- From $1333 per night (USD)
VRBO
Upper Bayview South: Waterfront 4 Bedroom Condo at Bayfront Suites & Marina
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $1333 per night (USD)VRBO
- From $821 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 $821 per night (USD)VRBO
- From $235 per night (USD)
VRBO
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cottage #13 - Quaint, clean, comfortable cottage just 20 miles from Key West. Bring the family. SpaciouQuaint, clean, co ...
From $235 per night (USD)VRBO
- From $750 per night (USD)
Expedia
To Paradise \nBook our website fishing & excursions bigdavechartersandtours.com\n
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 14
Forget your worries in this spacious and serene space. Relax while sitting and watching TV or listening. . to music in ...
From $750 per night (USD)Expedia
- From $1555 per night (USD)
VRBO
Beach House, Waterfront, Sombrero Beach, Florida Keys Rental, Private Pool, Dock
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
New Listing - Family Reunion Large Vacation Rental 6 bedrooms 5 baths steps to Sombrero Beach. 6 bedrooms (5 King size b ...
From $1555 per night (USD)VRBO
- From $450 per night (USD)
Expedia
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 $450 per night (USD)Expedia
- From $711 per night (USD)
VRBO
Middle Sunset: 3 Bedroom 3 Bath Luxury Condo at Bayfront Suites & Marina
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $711 per night (USD)VRBO
- From $1164 per night (USD)
Expedia
Bayview North One: Waterfront 4 Bedroom 4 Bath Condo at Bayfront Suites
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $1164 per night (USD)Expedia
- From $809 per night (USD)
VRBO
Sunset North: Luxury 4 Bedroom 4.5 Bath Condo at Bayfront Suites & Marina
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $809 per night (USD)VRBO
- From $708 per night (USD)
Expedia
Upper Sunset South: Luxury 3 Bedroom Condo at Bayfront Suites & Marina
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $708 per night (USD)Expedia
- From $1330 per night (USD)
VRBO
Bayview South: 4 Bedroom 3 Bath Waterfront Condo at Bayfront Suites & Marina
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Bayfront Suites offers incredibly spacious, meticulously designed homes for a variety of guests. In this specific proper ...
From $1330 per night (USD)VRBO
- Click For Pricing
Expedia
Oceanfront BEACH HOUSE with DOCKAGE and BOAT LIFT
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a stroll along the dock to watch the rising morning sun, lounge on the dock netting and become entranced by the la ...
Click For PricingExpedia