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Florida Keys Rentals

From $371 per night (USD)
VRBO
Castaway Key, Double balcony ocean views in prime building 4
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
- Centrally located between Key Largo and Islamorada - Onsite boat ramp, marina slips and trailer storage available - D ...
From $371 per night (USD)
VRBO
From $530 per night (USD)
Expedia
Roosters Perch at Truman Annex- LOW SUMMER RATES!!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Roosters Perch in Truman Annex, Porter Lane! This spacious corner duplex is flooded with natural light and b ...
From $530 per night (USD)
Expedia
From $650 per night (USD)
VRBO
333 Mariners Club Key Largo | 3 Bed, 2.5 Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Sleeps 8 ~ Maximum occupancy 8 (See Terms & Conditions for max occupancy rules) Mariners Club Resort and Marina is one ...
From $650 per night (USD)
VRBO
From $210 per night (USD)
Expedia
Oceanside, Pet Friendly, Smart Home with-SUP, kayak with and 60 ft Dock
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Great news, we just completed construction of a brand new 60FT dock. We have a kayak launch and plenty of room for your ...
From $210 per night (USD)
Expedia
From $777 per night (USD)
VRBO
Breathtaking big waterfront home with private pool!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Our gorgeous Marathon home is available all year round. This home has 4 bedrooms and three full bathrooms with the maste ...
From $777 per night (USD)
VRBO
From $1000 per night (USD)
Expedia
Waterfront Gated Home—Pool, Spa, Private Dock & Boat Ramp—Gulfside Luxury Stay
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautifully furnished and gated home directly on the Gulf waters with a private 12x30' swimming pool & 7' jacuzzi, priva ...
From $1000 per night (USD)
Expedia
From $889 per night (USD)
VRBO
Serenity Bay Estate-FL Keys Best Kept Secret! Beautiful, Quiet, Tropical Pardise
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Located in the heart of the fabulous Florida Keys just 50 Miles from Key West, and 100 Miles from Miami International Ai ...
From $889 per night (USD)
VRBO
From $262 per night (USD)
Expedia
Avail Oct 25 &26. fantasy fest parade Oct 25. grab it now before gone!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
ALSO WE'VE GOT YOUR BACK----ASK ABOUT OUR STORM POLICIES ...
From $262 per night (USD)
Expedia
From $612 per night (USD)
VRBO
The Secret Grotto
Bedrooms:
4
Bathrooms:
4
Sleeps:
6
Welcome to The Secret Grotto — Your Luxurious Tropical Escape! Step into this stunning 3,220-square-foot sanctuary nest ...
From $612 per night (USD)
VRBO
From $948 per night (USD)
Expedia
The Gideon Lowe House - Old Town Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Elegance. Sophistication. Perfection. Welcome to the Gideon Lowe House, a historic treasure in the heart of Old Town Ke ...
From $948 per night (USD)
Expedia
From $457 per night (USD)
VRBO
Keys to Paradise - Shipyard Truman Annex 2 Bedroom / 1 Bathroom
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Keys to Paradise – Your Cozy Retreat in the Heart of Key West! Located in the charming Shipyard Condominium ...
From $457 per night (USD)
VRBO
From $239 per night (USD)
Expedia
Beautiful Ocean Access Islamorada Condo. MM 76.5 Bring your Boat
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Discounted 3 to 6 months rentals. Plan your perfect getaways to paradise. 1/1 Fully Renovated Beautifully Designed Condo ...
From $239 per night (USD)
Expedia
From $1258 per night (USD)
VRBO
Luxury 3-Bedroom Waterfront Home with Pool AND Dock!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Traditional meets modern in an elegant way, right in the middle of one of Key West’s most historical districts. A stay a ...
From $1258 per night (USD)
VRBO
From $615 per night (USD)
Expedia
Exquisite Oceanfront Townhome!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This fully updated, two story townhome has 3 bedrooms and 3 bathrooms. Beautiful ocean views from the second floor balco ...
From $615 per night (USD)
Expedia
From $170 per night (USD)
VRBO
Spacious canal-front home with balcony - monthly rental
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Floridian Sunrise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $170 per night (USD)
VRBO
From $830 per night (USD)
Expedia
Beach Dream House, relax and enjoy the clear waters of Islamorada FL
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our Dream Beach House where you can enjoy the most panoramic views in Islamorada, Florida. Enjoy the sun risi ...
From $830 per night (USD)
Expedia
From $290 per night (USD)
VRBO
Oceanfront 2BR Condo w/ Ocean Views Pool, Balcony – Near Key Largo/Islamorada!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Ideally located midway between Key Largo and Islamorada you'll find our beautiful 2-bedroom condo that showcases the bes ...
From $290 per night (USD)
VRBO
From $366 per night (USD)
Expedia
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
House A - You're in the tropics... listen to the waves, rest, relax or fish, kayak and snorkel, if you wish to lose a fe ...
From $366 per night (USD)
Expedia
From $905 per night (USD)
VRBO
Waterfront Home in Key Cove Landings
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Luxurious furnishings and spacious interiors centered around the expansive water views perfectly compliment the beautifu ...
From $905 per night (USD)
VRBO
From $938 per night (USD)
Expedia
Luxury Waterfront Home with private pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Luxurious furnishings and spacious interiors centered around the expansive water views perfectly compliment the beautifu ...
From $938 per night (USD)
Expedia
From $306 per night (USD)
VRBO
Key West style waterfront home w/ private pool, modern decor and prime location
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Trout Key Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $306 per night (USD)
VRBO
From $1335 per night (USD)
Expedia
Luxury Waterfront Home with Private Pool and Dock!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Enjoy casual elegance with a view of famous Garrison Bight and centrally located on the edge of Old Town. This home boas ...
From $1335 per night (USD)
Expedia
From $573 per night (USD)
VRBO
405 Mariners Club | 3 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Wake up to this idyllic view over the oasis pool out to the Atlantic Ocean...close your eyes and just breathe.... whethe ...
From $573 per night (USD)
VRBO
From $281 per night (USD)
Expedia
Key Largo 3 Bedroom Penthouse Condo with Boat Slip and Bay View
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Enjoy your vacation in this unique 1580 square foot Penthouse Suite with all the amenities of home. Your suite is a rare ...
From $281 per night (USD)
Expedia
From $242 per night (USD)
VRBO
Florida Keys Townhouse For Rent 2/2
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Located in Kawama Yacht Club, a secure gated community with a peaceful island feeling. Our townhouse was renovated 6 mon ...
From $242 per night (USD)
VRBO
$Sept.mid wk.spec.117. lod +\n10 min walk beach, close to all +\nfull kitch& patio$
From $255 per night (USD)
Expedia
Sept.mid wk.spec.117. lod +\n10 min walk beach, close to all +\nfull kitch& patio
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
SUMMER SPECIAL August and September Most dates @ 107. lodging plus extras per night. With 4 night stay 5th night FREE ...
From $255 per night (USD)
Expedia
From $1131 per night (USD)
VRBO
Key West Oasis, Seperate Cottage, Very Private Pool and Back Yard
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Please Note: Key West Oasis is NOT suitable for families with young children, as the 2nd bedroom is not attached to the ...
From $1131 per night (USD)
VRBO
From $813 per night (USD)
Expedia
CASA MAR #1 Key Largo Vacation Rental! 2 Kings, Pools,Pickleball,Hot tubs,Tennis
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Casa Mar Key Largo Vacation Rental - 5 Star Oceanview Villa - Perfect Key Largo Family Vacation! Welcome to your Key La ...
From $813 per night (USD)
Expedia
From $159 per night (USD)
VRBO
Beautiful 2/2 Waterfront Designer Home for your family vacation
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy the best that the keys has to offer in this custom built designer home that has everything to make your vacation a ...
From $159 per night (USD)
VRBO
From $701 per night (USD)
Expedia
Sunset Catch- Gulf Front, Open Water Views, Private Pool and Dock, Kayaks.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Whether an avid adventurer or a family seeking to relax and enjoy the expansive view, Sunset Catch is the place for you. ...
From $701 per night (USD)
Expedia
From $237 per night (USD)
VRBO
30% Discounted Rate-Waterfront-Open Water View-Pool-Dock-Kayaks-Parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to the Tropical Bay View of the Lower Florida Keys! Nestled in a laid-back peaceful setting with open water view ...
From $237 per night (USD)
VRBO
From $250 per night (USD)
Expedia
W16 - 3 bed, 2 bath Tropical Bungalow with Dockage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This adorable 3 bedroom, 2 bath waterfront home provides an exclusive retreat from the hustle and bustle of everyday lif ...
From $250 per night (USD)
Expedia
From $245 per night (USD)
VRBO
W15 - 3 bed, 2 bath Caribbean Bungalow with Dockage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This adorable 3 bedroom, 2 bath waterfront home provides an exclusive retreat from the hustle and bustle of everyday lif ...
From $245 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Stunning home on the canal with boat dock exclusive Key Colony Beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautifully appointed home on 7th St with the widest canal in KCB. Located across the street from a children's park, dog ...
From $275 per night (USD)
Expedia
From $904 per night (USD)
VRBO
Island Luxury, Upscale, Walk to Sombrero Beach!
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
The physical address is 90 Calle Ensueno, Marathon FL 33050 Come stay, fish, snorkel, relax in the pool, walk to Sombre ...
From $904 per night (USD)
VRBO
From $991 per night (USD)
Expedia
World class ocean views on a sugar sand beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Beautiful home located right on the ocean and sits on a sugar sand beach. Truly, world class views from all 3 levels. ...
From $991 per night (USD)
Expedia
From $394 per night (USD)
VRBO
Florida Keys, private wellness enjoyment with two private hot tubs
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
<p>Located in Marathon, this welcoming villa brings it all within your reach. Marathon Visitor Center is just steps away ...
From $394 per night (USD)
VRBO
Click For Pricing
Expedia
Hyatt Residence Club Windward Pointe Key West 2br/2ba/6ppl
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Fantastic location!!! Sunday to Sunday 7 night rental at HYATT Windward Pointe. Sleeps 6 people. 2 bedrooms (1King/1Quee ...
Click For Pricing
Expedia
From $369 per night (USD)
VRBO
Pool & Parking, & Pet Friendly - Hidden Oasis
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Hidden Oasis is a 28-night minimum rental, offering contemporary luxury in the heart of Midtown, Key West. It’s ...
From $369 per night (USD)
VRBO
From $632 per night (USD)
Expedia
Emerald Seas - Florida Keys Ocean Front Paradise!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our Florida Keys Ocean Paradise, Emerald Seas! Truly a special place to get away and relax. Enjoy the crystal ...
From $632 per night (USD)
Expedia
From $294 per night (USD)
VRBO
Charming, updated home near Duval St. with enclosed patio & walkable location
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Coral Cove Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $294 per night (USD)
VRBO
From $416 per night (USD)
VRBO
Waterfront romantic getaway. Most beautiful sunset!
Bedrooms:
2
Bathrooms:
3
Sleeps:
2
If you want to get away from the stressful world, this place is the right place for you. It is very relaxing. The area ...
From $416 per night (USD)
VRBO
From $341 per night (USD)
VRBO
Secluded beach hideaway with wide ocean views, kayaks & canoes
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Big View Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $341 per night (USD)
VRBO
From $567 per night (USD)
Expedia
Waterfront home with private heated pool, dock, canal views, grill, pool spa, AC
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Sunny Bank Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $567 per night (USD)
Expedia
$Waterfront RV Lot w 35' dock in \Venture Out\. Utility hookups & beautiful views$
From $111 per night (USD)
VRBO
Waterfront RV Lot w 35' dock in \"Venture Out\". Utility hookups & beautiful views
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
35' dock on a canal in Venture Out! This is a RV lot only, there is no house. Simply drive up with your travel trailer/R ...
From $111 per night (USD)
VRBO
From $552 per night (USD)
Expedia
Key West Home on Deep Water Canal with Pool on Key Haven Road, Fisherman's Dream
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to your private oasis in the heart of Key West, at 28 Key Haven Road. This charming 3-bedroom 2 bathroom vacatio ...
From $552 per night (USD)
Expedia
From $760 per night (USD)
VRBO
The Flight Deck - 3 Bedroom / 3 Bathroom with Shared Pool & Fitness Center!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to “The Flight Deck” — Your Tropical Getaway in Key West Location: Coral Hammock Community, Stock Island – Just ...
From $760 per night (USD)
VRBO
From $146 per night (USD)
Expedia
Green Pineapple | Condo in Marathon with pool access
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Green Pineapple Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $146 per night (USD)
Expedia
From $371 per night (USD)
VRBO
P31 - 11785 5th Ave. Ocean
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Location! Location! Location! This 2 bedroom, 2 bath home is beautiful and boasts stunning open water views! ...
From $371 per night (USD)
VRBO
From $1316 per night (USD)
Expedia
Complete Duplex on Gated Bayfront Property
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
PROPERTY NAME: Little Bay Prime 82246 Overseas Highway, Islamorada, Florida LOCATION: Two story Duplex Located Directl ...
From $1316 per night (USD)
Expedia
From $657 per night (USD)
VRBO
2nd Floor Duplex on Gated Bayfront Property
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
PROPERTY NAME: Little Bay Upper Duplex 82246 Overseas Highway, Islamorada, Florida LOCATION: Upper Duplex located direc ...
From $657 per night (USD)
VRBO
From $1968 per night (USD)
Expedia
Entire Compound on Gated Bayfront Property
Bedrooms:
6
Bathrooms:
6
Sleeps:
18
PROPERTY NAME: Little Bay Compound 82246 Overseas Highway, Islamorada, Florida LOCATION: Cottage and Two Story Duplex ...
From $1968 per night (USD)
Expedia
From $1896 per night (USD)
VRBO
Key Largo 4BR Villa – Partial Ocean View & Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
4 Bed 4.5 Bath Indulge in a tranquil, carefully crafted vacation rental designed as a haven of peace and luxury. Ocean R ...
From $1896 per night (USD)
VRBO
From $1804 per night (USD)
Expedia
Villa in Key Largo – Pool & Beach Club
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
(3 Bed / 2.5 Bath) Indulge in a tranquil, carefully crafted vacation rental designed as a haven of peace and luxury. Oce ...
From $1804 per night (USD)
Expedia
From $1782 per night (USD)
VRBO
Key Largo 4BR Villa | Pool, Clubhouse & Gym
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
(4Bed / 4.5 Bath) Indulge in a tranquil, carefully crafted vacation rental designed as a haven of peace and luxury. Ocea ...
From $1782 per night (USD)
VRBO
From $2296 per night (USD)
Expedia
Key Largo 4BR Villa | Pool + Resort Access
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
(4Bed / 4.5 Bath) Indulge in a tranquil, carefully crafted vacation rental designed as a haven of peace and luxury. Ocea ...
From $2296 per night (USD)
Expedia
From $1842 per night (USD)
VRBO
Full Ocean View Luxury Villa | Gym & Beach Club
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
(4Bed / 4.5 Bath) Indulge in a tranquil, carefully crafted vacation rental designed as a haven of peace and luxury. Ocea ...
From $1842 per night (USD)
VRBO
From $2027 per night (USD)
Expedia
Villa in Key Largo – Gym, Pool + Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
4 Bed 4.5 Bath | 3888 SF | 3-Story Home | Multi Terrace | Indulge in a tranquil, carefully crafted vacation rental desig ...
From $2027 per night (USD)
Expedia
From $607 per night (USD)
VRBO
Happy Tingler With Pool Tiki and 100 ft of Dockage
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Dreaming of the beach? Look no further located in the small subdivision just a couple of blocks from Sombrero beach, th ...
From $607 per night (USD)
VRBO
From $653 per night (USD)
Expedia
**MODERN MAJESTY @ THE ANNEX** Oceanside 3BR/3.5BA Condo & Pool + LAST KEY SERVI
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! MODERN MAJEST ...
From $653 per night (USD)
Expedia
From $387 per night (USD)
VRBO
P08 - Beautiful 4 bedroom, 3 bathroom half Duplex
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This lovely two story half duplex in Key Colony Beach offers 4 bedrooms, 3 bathrooms and abundant living space on both l ...
From $387 per night (USD)
VRBO
From $402 per night (USD)
Expedia
The Fleming Suite | 1 bed, 1 bath condo w/shared pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to The Fleming Suite, a 1 bedroom, 1 bathroom vacation rental located at The Bayview House in vibrant Key West. ...
From $402 per night (USD)
Expedia
Click For Pricing
VRBO
Beautiful spacious completely remodeled townhouse in Key Largo
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Escape to paradise in this beautiful 3 bedroom 3 bathroom Corner unit townhouse. The master bedroom has a king bed with ...
Click For Pricing
VRBO
From $1159 per night (USD)
Expedia
Coastline Marine Extremes ChillN
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Set on the Gulf side in Marathon Florida - only minutes from the Atlantic Ocean, is a beautiful Coastline Marine Extreme ...
From $1159 per night (USD)
Expedia
From $2546 per night (USD)
VRBO
Bumpa's Big House - Bring the Grandkids!
Bedrooms:
11
Bathrooms:
10
Sleeps:
22
Escape to the epitome of luxury at Bumpa's Big House. This exquisite retreat accommodates gatherings of up to 22 guests, ...
From $2546 per night (USD)
VRBO
From $464 per night (USD)
Expedia
Dolphin Retreat-3 bedroom 2 Bath Marathon Home w Private Pool & 60 foot Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Have you been dreaming of a sun-soaked Florida Keys getaway with ample space for your whole family? Turn those dreams in ...
From $464 per night (USD)
Expedia
From $321 per night (USD)
VRBO
P76 - Meticulous 2 bed, 2 bath home with stunning open water views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Seaside Serenity! This spacious 2 bedroom, 2 bathroom, open waterfront home is located at the south end of ...
From $321 per night (USD)
VRBO
From $1270 per night (USD)
Expedia
Sandy Beach Cove🏝️🏖️ Gated Private Beach Home Plus Cottage Oasis , With Dock
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Relax , Enjoy and Indulge yourself with Family and friends on this Over Half Acre Private Ocean Beach Oasis 🏝️🏖️ with ...
From $1270 per night (USD)
Expedia
From $427 per night (USD)
VRBO
Keys To The Kingdom! Private Oceanfront Retreat with Beach and Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
There's no better place to experience the magic of the Florida Keys than this bright and remodeled three-bedroom getaway ...
From $427 per night (USD)
VRBO
From $191 per night (USD)
Expedia
Radiant waterfront retreat with remarkable views, patio, tennis court, & grill
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Tollgate Tides Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $191 per night (USD)
Expedia
From $754 per night (USD)
VRBO
Brand New 5-Bedroom Luxury Oceanfront Home w/ Pool, 38' Slip, Gourmet Kitchen
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
<b>"This home was by far the most amazing place we have ever stayed in." - Lisa, July 2024</b> Welcome to <b>Emerald Oa ...
From $754 per night (USD)
VRBO
From $838 per night (USD)
Expedia
Waterfront Captain House with Boat Basin & Ramp!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with boat basin for your boat. The property ...
From $838 per night (USD)
Expedia
From $312 per night (USD)
VRBO
Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Experience the ultimate coastal getaway at Ocean Point in Tavernier, Florida. Nestled along the stunning shores of the A ...
From $312 per night (USD)
VRBO
From $462 per night (USD)
Expedia
Vista Del Mar~ Private Pool Home w/ Ocean Views, 45' Dock!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Property Highlights: • Sleeps: 8 • Bedrooms: 3 • Bathrooms: 3 • Dock: 45ft private dock. • Pool: Private 12' x 24' pool ...
From $462 per night (USD)
Expedia
From $507 per night (USD)
VRBO
Key West Sunset Serenade - w Pool & Beach Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The first time you arrive to Key West everything indicates that you’ve reached the last tropical island along the ribbon ...
From $507 per night (USD)
VRBO
From $258 per night (USD)
Expedia
Coastal house in the Florida Keys with pool in a private area.
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Fresh Coastal House at the Florida Keys. Enjoy a slice of paradise at Key Largo, Florida. Located in a quiet dead-end s ...
From $258 per night (USD)
Expedia
From $608 per night (USD)
VRBO
BE AS YOU ARE - 3 Bedroom / 3 Bathroom - Mid Town KEY WEST w/ POOL
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to “Be As You Are” – Your Perfect Key West Getaway Thoughtfully renovated and beautifully furnished with guest ...
From $608 per night (USD)
VRBO
From $222 per night (USD)
Expedia
Kampground Escape w/ Kayaks, Heated Pool & Marina!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy the ocean just steps away from Life in Paradise! This hidden gem is located in the community of Key Largo Kampgrou ...
From $222 per night (USD)
Expedia
From $366 per night (USD)
VRBO
P36 - Charming and immaculate 2 Bedroom, 2 bathroo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Charming and immaculate 2 Bedroom, 2 bathroom stilted, half duplex offering deep-water dockage and private pool. Located ...
From $366 per night (USD)
VRBO
From $293 per night (USD)
Expedia
Canal-front home with private dock, hot tub, water views, kayaks, & deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Two J’s Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $293 per night (USD)
Expedia
From $1053 per night (USD)
VRBO
Islamorada Keys Waterfront Heated Pool Hottub Luxury Canal Home w Private Dock
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Waterfront Islamorada 4/3 Deep Water Canal w direct easy access to ocean and bay with Amazing heated Pool and Hottub. ...
From $1053 per night (USD)
VRBO
From $865 per night (USD)
Expedia
New Years special in gorgeous Bahama Village 4Bd 4.5 Ba all ensuite, 2x parking!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to Moveable Feast, a dreamy home in the heart of Bahama Village that sleeps 10 comfortably. Located on a quiet, ...
From $865 per night (USD)
Expedia
From $373 per night (USD)
VRBO
Ocean Front Condo in Key Largo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is a recently renovated 2 bedroom, 2 bathroom, oceanfront condo. It is bright, cheerful and has a tropical beach th ...
From $373 per night (USD)
VRBO
From $342 per night (USD)
Expedia
Oceanfront Beautiful condo at a great location in Key Largo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This recently remodeled and upgraded 2 bedroom, 2 bathroom, Ocean Front Condo with a balcony has a view of the park and ...
From $342 per night (USD)
Expedia
From $233 per night (USD)
VRBO
Dolphin Cove~ Charming Waterfront Townhome w Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Dolphin Cove at Bonefish Yacht Club Welcome to the Dolphin Cove! Located in the heart of the scenic Bonefish Yacht Club ...
From $233 per night (USD)
VRBO
From $195 per night (USD)
Expedia
Little Venice Family Affair 2 bedroom 1 bath One B
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cute as a button adorable Conch Cottage in the heart of Marathon, and only a block from the ocean. The ocean breeze is l ...
From $195 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Waterfront House with Dockage and Pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a 2 bedroom, 1 bathroom waterfront 1st floor of a 2 story house that is 200 feet from the Atlantic Ocean. It has ...
From $246 per night (USD)
VRBO
From $234 per night (USD)
Expedia
Waterfront Ground Level House in the Keys with Dockage
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This bright, beautiful, spacious, impeccably decorated 2 bedroom, 2 bathroom waterfront house in Tavernier is located in ...
From $234 per night (USD)
Expedia
From $776 per night (USD)
VRBO
Key West Lighthouse Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape the Ordinary... The Key West Lighthouse Suite offers a cozy queen bungalow home with a unique queen loft and sle ...
From $776 per night (USD)
VRBO
From $1030 per night (USD)
Expedia
American Shoal Light Suite
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Escape the Ordinary.... The American Shoal Lighthouse Suite offers separate King and Queen bedrooms and was completely ...
From $1030 per night (USD)
Expedia
From $907 per night (USD)
VRBO
Tortugas Harbor Light Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape the Ordinary... The Tortugas Harbor Lighthouse Suite offers a luxury king bedroom that can accommodate up to 4 g ...
From $907 per night (USD)
VRBO
From $907 per night (USD)
Expedia
Sombrero Reef Light Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape the Ordinary... The Sombrero Reef Lighthouse Suite offers a luxury king bedroom that can accommodate up to 4 gue ...
From $907 per night (USD)
Expedia
From $883 per night (USD)
VRBO
Alligator Reef Light Suite
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Escape the Ordinary... The Alligator Reef Lighthouse Suite offers separate King and Queen bedrooms and was completely r ...
From $883 per night (USD)
VRBO
From $705 per night (USD)
VRBO
Steps Away from the Beach! 3 Spacious Units, Full Kitchens, Outdoor Pool!
Bedrooms:
6
Bathrooms:
6
Sleeps:
18
Explore the sunny outdoors or relax in this 2BR haven that boast stunning ocean views, fully-equipped kitchen, and spaci ...
From $705 per night (USD)
VRBO
From $594 per night (USD)
VRBO
Perfect for Groups! 2 Units with Ocean View, Full Kitchens, Outdoor Pool!
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Experience only the best for your next summer escapade! This 2-bedroom suite lets you play with your senses as it envelo ...
From $594 per night (USD)
VRBO
From $463 per night (USD)
VRBO
Steps Away from the Beach! 2 Spacious Units, Full Kitchens, Outdoor Pool!
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Explore the sunny outdoors or relax in this 2BR haven that boast stunning ocean views, fully-equipped kitchen, and spaci ...
From $463 per night (USD)
VRBO
Click For Pricing
VRBO
Lower Keys on quiet canal front w/boat lift, screened-in porch & Pets Welcome!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your own relaxing quiet oasis. Fenced in yard that offers privacy with the foliage beyond the banana palms an ...
Click For Pricing
VRBO
From $916 per night (USD)
Expedia
Just renovated in 2023 Spacious 3 Bedroom, 4 Balcony Waterfront Townhouse
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
3 Bedrooms + Den, 3 Bathrooms, 4 Balconies, Lagoon Front Townhouse, in Key Largo, which sleeps up to 8. It was completel ...
From $916 per night (USD)
Expedia
From $1007 per night (USD)
VRBO
~CALIFORNIA DREAMING~ Enjoy an extended vacation in this posh home and pool.
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
MONTHLY RENTAL: Requires a minimum stay of 28 nights occurring within the same month. Stay a month and live like a local ...
From $1007 per night (USD)
VRBO
Click For Pricing
Expedia
Stunning Oceanfront Keys Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 1,200-square foot home is a gorgeous ocean front property just minutes from back country and oceanside fishing. Tuc ...
Click For Pricing
Expedia

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