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Florida Keys Rentals

From $225 per night (USD)
VRBO
Spring & summer dates available licensed rental vr #25-0235 NO BOATS
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This is a legally licensed rental in the Village of Islamorada license # vr 131 The entire condo has been updated ...
From $225 per night (USD)
VRBO
From $294 per night (USD)
Expedia
Stunning Views & Modern Comforts at Ocean Pointe 2215
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in the heart of the Florida Keys, in the picturesque city of Tavernier, this charming oceanfront condo is your i ...
From $294 per night (USD)
Expedia
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VRBO
Gorgeous Gulf-front home with dock, private pool & gas grill
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Sunset Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
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VRBO
From $439 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 $439 per night (USD)
Expedia
From $637 per night (USD)
VRBO
Bayfront Home with Beach & Open Water Views! Amazing Sunsets!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Best kept secret in the Florida Keys! Our many repeat customers and great reviews attest to our gorgeous beachfront prop ...
From $637 per night (USD)
VRBO
From $315 per night (USD)
Expedia
Harbor House 2bed 2bath Open water views & dockage
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Quaint little 2 bedroom 2 bath single family right on Boot Key Harbor! The porch overlooks the harbor where you can sit ...
From $315 per night (USD)
Expedia
From $485 per night (USD)
VRBO
Spotless Fully Renovated Family Home. Free parking WiFi Pool.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to our new fully renovated townhouse hosted by HomeAway Premier Partner Roy Svenningsen. This home is located in ...
From $485 per night (USD)
VRBO
From $291 per night (USD)
Expedia
STUNNING! Brand New and Unobstructed Bay View with Cabana Club Membership!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
2/2 HALF DUPLEX IN KEY COLONY BEACH ON SADOWSKI CAUSEWAY. COMES WITH CABANA CLUB MEMBERSHIP AS WELL. ENJOY THE POOL, BEA ...
From $291 per night (USD)
Expedia
From $201 per night (USD)
VRBO
Paradise found at the Key West Golf Club!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
We selected the best of everything to create paradise in Key West. Enjoy tropical breezes as you sip your morning coffee ...
From $201 per night (USD)
VRBO
From $377 per night (USD)
Expedia
BOOKING SMOKING HOT 2025 DEALS NOW!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
City of Key West Business License # 28224 We hope you will enjoy this home where Ernest Hemingway and Jimmy Buffet memo ...
From $377 per night (USD)
Expedia
From $955 per night (USD)
VRBO
Paradise Cove on the Gulf 5 bedroom 3 bath with pool and dockage, kayaks, bikes,
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Vaca-21-484 Paradise Cove on The Gulf is a Florida Keys Paradise for Everyone. This is a modern design home with sleek ...
From $955 per night (USD)
VRBO
From $560 per night (USD)
Expedia
408 Mariners Club oceanfront | 3 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Sleeps 6 in beds, maximum occupancy 8 ~ Welcome to this spacious, oceanfront 3-bedroom, 3-bath townhouse ideally located ...
From $560 per night (USD)
Expedia
From $945 per night (USD)
VRBO
Egret House @ Tarpon Point
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Summary: Indulge in breathtaking ocean vistas from every living level, complemented by an inviting waterfront pool! The ...
From $945 per night (USD)
VRBO
From $652 per night (USD)
Expedia
801 Mariners Club Key Largo | 4 Bed, 4 Bath
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This newly renovated townhouse is a refined yet Keysey Key Largo vacation rental (Unit 801) is a 2 story townhouse with ...
From $652 per night (USD)
Expedia
From $216 per night (USD)
VRBO
Lush Gardens-Pool-Jacuzzi-No Contact Check-In
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This 3 bedroom home is located one block from where Tennessee Williams home was located. The home has a true historic fl ...
From $216 per night (USD)
VRBO
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Expedia
FANTASY WEEK
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Set along the Atlantic Ocean, Hyatt Windward Pointe Resort blends the laid-back Key West style with a modern, upscale re ...
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Expedia
From $608 per night (USD)
VRBO
Casa Cove Beautiful Tropical 3 KING SUITES Sleeps 8- 2 miles to beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This house is a 3 bedroom stand alone unit with 2 king bedrooms upstairs with balconies and own bathrooms and the bedroo ...
From $608 per night (USD)
VRBO
From $703 per night (USD)
Expedia
~Serene Lily~ Luxurious 2 bed, 2.5 bath home in the upscale Truman Annex
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
WEEKLY RENTAL: This property has a 7 night minimum stay. **Beginning January, 2026, Fair Winds will be a MONTHLY (28 ni ...
From $703 per night (USD)
Expedia
From $286 per night (USD)
VRBO
Petite Pearl! Spacious 1 Bedroom, 1 Bath Pool Condo- RealKeyWest
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to Petite Pearl, your hidden gem nestled in the heart of the coveted Meadows district in Key West. A stone's thr ...
From $286 per night (USD)
VRBO
From $506 per night (USD)
Expedia
*Newly Renovated Single Family Home w/Private Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Perfectly situated in KCB w/ up to 50' dockage on a wide and pristine canal that leads easy access to both the Ocean & t ...
From $506 per night (USD)
Expedia
From $829 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 $829 per night (USD)
VRBO
From $950 per night (USD)
Expedia
Historic Old Town Key West - Turtle House, Sleeps 6
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
OVERVIEW The Turtle House is a 100+ year old recently completely renovated “Conch” house. The house can be described as ...
From $950 per night (USD)
Expedia
$Stunning Ocean View/Sunsets, A true \Gem by the Sea\ great for relaxation & fun$
From $202 per night (USD)
VRBO
Stunning Ocean View/Sunsets, A true \"Gem by the Sea\" great for relaxation & fun
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Beautiful 2 Bedroom, 1 1/2 bathroom Condo with den with a futon, located in Moon Bay located in Key Largo. Property is ...
From $202 per night (USD)
VRBO
From $591 per night (USD)
Expedia
Islamorada Oceanfront Home with Ocean View, Dock, Comm Pool & Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come stay at the Salty Pelican in Angler's Reef! This magnificent home with amazing direct ocean views from the master b ...
From $591 per night (USD)
Expedia
From $372 per night (USD)
VRBO
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 $372 per night (USD)
VRBO
From $291 per night (USD)
VRBO
Seaport Walkabout- the best location in town
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Open to annual rental at lower rate Two hundred yards from Schooner Wharf and the seaport and steps from Pepe’s in the ...
From $291 per night (USD)
VRBO
From $196 per night (USD)
VRBO
Amazing newly remodeled Coastal Condo w Ocean view
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Newly remodeled Condo come be amazed. Come enjoy this new super comfy Condo, loaded with amenities, maybe the nicest in ...
From $196 per night (USD)
VRBO
From $266 per night (USD)
Expedia
Seascape Vacation!!!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautiful vacation spot on Cudjoe Key perfect for you and your family. This wonderful one bedroom home filled with color ...
From $266 per night (USD)
Expedia
From $276 per night (USD)
VRBO
Seas The Day in Cudjoe Key
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A cozy and small mobile home with Marina access and a boat ramp. With almost perfect weather you experience in the Keys ...
From $276 per night (USD)
VRBO
From $593 per night (USD)
Expedia
Vaca Cove unit A Shore Thang 4 Bedrooms 3 Baths, Pool, Ocean View with Dock
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
VACA-23-193 Built in 2016, this rental offers beautiful Bonefish Bay views and private boat access. This home features ...
From $593 per night (USD)
Expedia
From $517 per night (USD)
VRBO
Vaca Cove unit D Sunset Pointe 4 Bed 3 Baths, Saltwater Pool, Jacuzzi, Ocean
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
VACA-23-232 Vaca Cove is a private oasis comprised of 7 stilted homes facing Shelter Bay, with direct Ocean and Gulf ac ...
From $517 per night (USD)
VRBO
From $610 per night (USD)
Expedia
Vaca Cove B Sea Forever 4 Bed 3 Baths, Saltwater Pool, Jacuzzi, Ocean View with
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
VACA-22-360 Built in 2016, this rental offers beautiful Bonefish Bay views and private boat access. This home features ...
From $610 per night (USD)
Expedia
From $241 per night (USD)
VRBO
Paradise Found- Scuba Divers-Boat Owners Welcome-Key Largo-Kampground
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Charming 2 bedroom home in gated community. Newly renovated full size kitchen & bath, large refridgerator with ice make ...
From $241 per night (USD)
VRBO
From $1568 per night (USD)
VRBO
Ultra Luxurious 4 Bedroom ocean front Rental home in Islamorada, Florida Keys
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Introducing Maison Residences Unit 202, Poolside… — UP TO 32’ BOAT SLIP MAY BE AVAILABLE, CALL FOR DETAILS — A world-c ...
From $1568 per night (USD)
VRBO
From $265 per night (USD)
VRBO
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 $265 per night (USD)
VRBO
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Expedia
Vaca Cove G Life’s a Marathon 4 Bed 3 Baths, Saltwater Pool, Jacuzzi, Ocean
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
VACA-22-102 Vaca Cove is a private oasis comprised of 7 stilted homes facing Shelter Bay, with direct Ocean and Gulf ac ...
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Expedia
From $326 per night (USD)
VRBO
BEAUTIFULLY DESIGNED OCEANFRONT CONDO
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy a Tavernier adventure on a private 60-acre oceanfront sanctuary. The condo was recently renovated and is beautiful ...
From $326 per night (USD)
VRBO
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Expedia
Relaxing getaway with SO much to do! Right on the ocean. You NEED to get away.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautiful location close to the beach, fishing, all kinds of water sports, or just relaxing because you're on ISLAND TI ...
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Expedia
From $378 per night (USD)
VRBO
Waterfront Home w/ Private Dock, Outdoor Shower & Home Office - Dog-Friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Casa Palmera Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $378 per night (USD)
VRBO
Click For Pricing
Expedia
Pirates Pleasure Fishing and Snorkeling.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Mobile home on boating canal, access to the contents for flats fishing and the Atlantic for deep sea fishing. Property ...
Click For Pricing
Expedia
From $584 per night (USD)
VRBO
**COLORS OF THE KEYS @ THE FOUNDRY** Villa Near Duval & Beach + LAST KEY SERVICE
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! COLORS OF THE ...
From $584 per night (USD)
VRBO
From $342 per night (USD)
Expedia
B307 Moon Bay | 3 Bed, 2.5 Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
7-night minimum stay requirement. This fully renovated bay front end-unit condo in Moon Bay has been reconfigured to a ...
From $342 per night (USD)
Expedia
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VRBO
Beautiful 2/2 Florida keys home rental
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful 2/2 fully equipped Islamorda premier private neighborhood florida keys home . Private community with privat ...
Click For Pricing
VRBO
From $436 per night (USD)
Expedia
RELAX AWAY- NEW 4BDRM W/ 40FT DOCK & PRIVATE POOL
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
RELAX AWAY @ SOMBRERO (Marathon Lic # VACA-22-432) - ENJOY OUR NEW 1800 SQ FT HOME, 4/3 WITH COVERED BALCONY & PATIO & S ...
From $436 per night (USD)
Expedia
From $381 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 $381 per night (USD)
VRBO
From $274 per night (USD)
Expedia
Tranquil Top Floor Condo w/ Ocean Views close to Attractions in the Upper Keys
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Atlantic Ocean greets you in this charming 1 bedroom condo on the top floor of building two, located in Ocean Pointe ...
From $274 per night (USD)
Expedia
From $471 per night (USD)
VRBO
Hidden Paradise: A Serene Waterside Retreat - 3-Bedroom, 3-Bath Single Family
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 $471 per night (USD)
VRBO
From $361 per night (USD)
VRBO
Family Friendly House In Paradise
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
3 Bedroom / 2 Bath Upstairs 1 King Bed, 2 Queen Spacious office with open water views 2 Bedroom/ 1 Bath Down 1 King, 2 t ...
From $361 per night (USD)
VRBO
From $429 per night (USD)
VRBO
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 $429 per night (USD)
VRBO
From $479 per night (USD)
Expedia
124 Mariners Club Key Largo | 2 Bed, 2.5 Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Ahh...you are here! Villa 124 at Mariners Club is a two bedroom, two and one-half bath luxury villa with stunning harbo ...
From $479 per night (USD)
Expedia
From $488 per night (USD)
VRBO
Beautiful Venetian Shores, Cozy home, Heated pool, Tiki, Boat Lift, Fish & Dive.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Cozy waterfront villa with heated pool and quick access to Ocean and Gulf fishing and diving. Laid back Tiki Hut great f ...
From $488 per night (USD)
VRBO
From $323 per night (USD)
Expedia
4409 Ocean Pointe Suites | 2 Bed, 2 Bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
No zoom lens required for THIS view! A recently renovated, open concept living area decorated with pops of color and ch ...
From $323 per night (USD)
Expedia
From $466 per night (USD)
VRBO
Key Largo Mariner’s Club 2BR - Pools, Marina, Resort Amenities & Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in a secluded and quiet lush tropical setting. This is a Two bedroom, two bath 2nd floor condo with gorgeous ma ...
From $466 per night (USD)
VRBO
From $471 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 $471 per night (USD)
Expedia
From $345 per night (USD)
VRBO
Amazing waterfront home with private beach, dock, pool, WiFi & outdoor kitchen
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Parrotfish Point Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $345 per night (USD)
VRBO
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Expedia
The Hammocks- Marathon Paradise
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautiful centrally located resort with full amenities. Water sport rentals on site, walking distance to restaurants. Ti ...
Click For Pricing
Expedia
From $453 per night (USD)
VRBO
701 Mariners Club Key Largo | 3 Bed, 3.5 Bath
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
It’s time to live the Florida Keys dream! Claim a corner of paradise all for yourself in this 3-story, 3-bedroom, 3-1/2 ...
From $453 per night (USD)
VRBO
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Expedia
Lovely 1/1 condo with assigned dock on open canal
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy our peaceful and centrally-located condo; in a quiet neighborhood which encourages walking and biking with a boat ...
Click For Pricing
Expedia
From $268 per night (USD)
VRBO
Paradise in Plantation Key/Deep Water Canal House/Boat Dock/MM 89
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Paradise in Plantation Key. If you are looking to relax and learn about “Keys Time” you are looking in the right area! ...
From $268 per night (USD)
VRBO
From $1322 per night (USD)
VRBO
Lush Garden Estate in Islamorada FL, W/ Pool, Dockage, Ocean Front & great views
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Island Villa Rental Properties offers this 3 bedroom home with a one bedroom guest house, rents all as one. Located on t ...
From $1322 per night (USD)
VRBO
From $549 per night (USD)
VRBO
LAST MIN OPENING ~POOL/ICE MACHINE, DOCK~ONLY 399/NT JUN 21-28,2025-BOOK NOW~
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Upon entering the driveway to VRBO's Premiere Partner's home, SUNNY DAZE ESCAPE, managed by KeyZ Vacations right here in ...
From $549 per night (USD)
VRBO
From $321 per night (USD)
Expedia
Big Pine Key, 3 BR, 2 1/2 Bath, Private Canal, Close to everything, KW
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**** THE HOUSE IS NOW PAINTED WHITE, HAS A NEW FRESH LOOK**** Florida Keys, Big Pine Key, located in Big Pine Key Florid ...
From $321 per night (USD)
Expedia
From $230 per night (USD)
VRBO
Hidden Paradise-2bed 2bath condo w/ ocean views, dock space, pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
AGE REQUIREMENT: Everyone must be 25 years or older. Families are welcome as long as children are accompanied with their ...
From $230 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Beachfront Hideaway in the heart of Key Largo! Your own private beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
“Treetops” is a truly unique slice of paradise. Nestled amid the trees, with a peekaboo view of the Gulf of Mexico, and ...
From $302 per night (USD)
Expedia
From $223 per night (USD)
VRBO
Your Best Fishing And Relaxing Experience! 2/2 Waterfront Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This secluded waterfront home is on a quiet dead-end street at mile marker 25. It offers all the amenities you need to e ...
From $223 per night (USD)
VRBO
From $347 per night (USD)
Expedia
Beautiful 3 bed/3 bath Canal Home with Ocean Access in Key largo - 60 foot Dock
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
This beautiful Key Largo 2 story home has 3 bedrooms, 2 bathrooms upstairs with another full bathroom downstairs. This ...
From $347 per night (USD)
Expedia
From $309 per night (USD)
VRBO
Bayside: 1st Floor Apartment in Native Hammock on Florida Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Bayside is a first floor apartment overlooking the water. Bayside is located on a small resort property nestled in a nat ...
From $309 per night (USD)
VRBO
From $489 per night (USD)
Expedia
Key West On My Mind, Ocean Views, Renovated Kitchen, Last minute deals
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 Atlantic Start Date: May 2025-Estimated Completion: Spring 2026 ...
From $489 per night (USD)
Expedia
From $453 per night (USD)
VRBO
Premier Ocean views, expansive balcony, renovated kitchen & bath 2024
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 Atlantic Start Date: May 2025-Estimated Completion: Spring 2026 ...
From $453 per night (USD)
VRBO
$NEW! OCEANSIDE CASA PALMA!VOTED #1! GOLF CART-PICKELBAL\n-KAYAK- BEACH- POOL-FISH$
From $912 per night (USD)
Expedia
NEW! OCEANSIDE CASA PALMA!VOTED #1! GOLF CART-PICKELBAL\n-KAYAK- BEACH- POOL-FISH
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to Casa Palma, Live the Lavish Keys Life in the ultimate oceanside vacation rental in Key Largo! With a stellar ...
From $912 per night (USD)
Expedia
From $670 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 $670 per night (USD)
VRBO
From $658 per night (USD)
Expedia
Casa Papa Del Mar Ocean Front 1800 Atlantic spectacular view and Island charm
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONSTRUCTION NOTICE - There will be concrete restoration project happening at 1800 Atlantic Starting in May 2025 through ...
From $658 per night (USD)
Expedia
From $473 per night (USD)
VRBO
Moonlight Paradise Upgraded Family oasis Tropical views expansive balcony
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 Atlantic Start Date: May 2025-Estimated Completion: Spring 2026 ...
From $473 per night (USD)
VRBO
From $193 per night (USD)
Expedia
Charming Oceanfront Escape in Key West’s Historic District
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONSTRUCTION NOTICE - There will be concrete restoration project happening at 1800 Atlantic Starting in May 2025 through ...
From $193 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Key West Paradise, Conch Hideaway, Island Vibrations, Balmy Ocean Breezes KWF
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This property features an extra large floor plan from the popular B building at 1800 Atlantic. Enjoy the flow through br ...
From $214 per night (USD)
VRBO
From $360 per night (USD)
Expedia
~POINCIANA GARDEN~ Casual 1st floor duplex 2 blocks from Duval Street!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
THE PROPERTY: Located on a teeny tiny quiet lane, this comfortably furnished first-floor duplex home comes with Key West ...
From $360 per night (USD)
Expedia
From $792 per night (USD)
VRBO
Key West Beachfront Luxury 2/2 Condo A212
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sale on for June thru Aug construction by the pool. This Luxury unit is 1375 sq ft of breath taking beachfront living sp ...
From $792 per night (USD)
VRBO
From $182 per night (USD)
Expedia
Vibrant Island retreat, Expansive private balcony, Enjoy the Coastal Breezes
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
CONSTRUCTION NOTICE - There will be concrete restoration project happening at 1800 Atlantic Starting in May 2025 through ...
From $182 per night (USD)
Expedia
From $300 per night (USD)
VRBO
Key West Salty Sea Breezes, Exquisite Morning Sunrises, Luxurious Condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 Atlantic Start Date: May 2025-Estimated Completion: Spring 2026 ...
From $300 per night (USD)
VRBO
From $231 per night (USD)
Expedia
Casa Coastal East – Morning Sunrises, Evening Vibes, Island Home in Key West
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 Atlantic Start Date: May 2025-Estimated Completion: Spring 2026 ...
From $231 per night (USD)
Expedia
From $650 per night (USD)
VRBO
Amazingly Transformed in 2022 Luxurious renovation Fantastic Ocean View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONSTRUCTION NOTICE - There will be concrete restoration project happening at 1800 Atlantic Starting in May 2025 through ...
From $650 per night (USD)
VRBO
From $601 per night (USD)
Expedia
Key Wes't Best- Upgraded condo 5 mins to Smathers Beach Fantastic value
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 Atlantic Start Date: May 2025-Estimated Completion: Spring 2026 ...
From $601 per night (USD)
Expedia
From $467 per night (USD)
VRBO
Paradise Found in Key West upgrades throughout 5 minutes to Smathers Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 Atlantic Start Date: May 2025-Estimated Completion: Spring 2026 ...
From $467 per night (USD)
VRBO
From $163 per night (USD)
Expedia
Monthly historic old town rental Key West
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Historic 2-Bedroom Cigar Maker’s Cottage – A Key West Gem! Step back in time and experience Old Key West charm in this ...
From $163 per night (USD)
Expedia
From $208 per night (USD)
VRBO
Carolina to Keys Ocean view dream Monthly pricing Best pool on the Island
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
CONSTRUCTION NOTICE - There will be concrete restoration project happening at 1800 Atlantic Starting in May 2025 through ...
From $208 per night (USD)
VRBO
From $530 per night (USD)
Expedia
Anchor Drop modern elegance upgrades throughout views of Atlantic Ocean
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 Atlantic Start Date: May 2025-Estimated Completion: Spring 2026 ...
From $530 per night (USD)
Expedia
From $469 per night (USD)
VRBO
Tropical Paradise Key West - Upgraded Master Bath - Best Value Discounts
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 Atlantic Start Date: May 2025-Estimated Completion: Spring 2026 ...
From $469 per night (USD)
VRBO
From $517 per night (USD)
Expedia
NEW! OCEANSIDE CASA AZUL!VOTED #1! GOLF CART-PICKELBALL-KAYAK- BEACH- POOLS-FISH
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to Casa Azul, where The Salt Life Meets Luxury! This oceanside licensed and legal vacation rental has received h ...
From $517 per night (USD)
Expedia
From $242 per night (USD)
VRBO
Stunning Oceanfront Retreat with Panoramic Views & Private Balcony
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 Atlantic Start Date: May 2025-Estimated Completion: Spring 2026 ...
From $242 per night (USD)
VRBO
From $196 per night (USD)
Expedia
Sea La Vie, Elegant Key West 2BR/2BA | Renovated Condo at 1800 Atlantic
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 Atlantic Start Date: May 2025-Estimated Completion: Spring 2026 ...
From $196 per night (USD)
Expedia
From $1513 per night (USD)
VRBO
~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
THE PROPERTY: Come enjoy the Key West cottage lifestyle where you can people watch from your front porch or take a dip ...
From $1513 per night (USD)
VRBO
From $239 per night (USD)
Expedia
Private Beach steps from condo-no stairs-king size bed-fast wifi-it's loaded.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our White Sandy Tropical Private is Beautiful and Private! I also own 3 other listings at the same location and all of t ...
From $239 per night (USD)
Expedia
From $233 per night (USD)
VRBO
Key West Getaway – Island Style Living with Ocean Views & Sunrises
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONSTRUCTION NOTICE - There will be concrete restoration project happening at 1800 Atlantic Starting in May 2025 through ...
From $233 per night (USD)
VRBO
From $392 per night (USD)
Expedia
Thirsty Mermaid - Large 4/3 Pool Home
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Thirsty Mermaid is located in the Casa Marina area just minutes from the Atlantic Ocean. This beautiful property has 2 f ...
From $392 per night (USD)
Expedia
From $431 per night (USD)
VRBO
Duck Key Darling: 2-Bedroom, 2-Bath Townhouse with Exclusive Cabana Club Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience the epitome of luxury at Duck Key Darling, a splendid 2-bedroom, 2-bath Townhouse Villa nestled within Hawks ...
From $431 per night (USD)
VRBO
From $191 per night (USD)
Expedia
Couples paradise-king bed/AC/kayaks for your use/fishing/snorkeling/diving
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
Comforting king size bed with an extra room for storage or office, and perfect outdoor living space make for a great cou ...
From $191 per night (USD)
Expedia
From $218 per night (USD)
VRBO
Old Town! Spacious Condo in Historic Home w/Pool!
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Tony's Conch Retreat is a spacious updated condo is located in a historic home on William Street that was converted into ...
From $218 per night (USD)
VRBO
From $226 per night (USD)
Expedia
Deep/Wide/Flow-Though Canal, 1st Canal From Open Water, No Hwy 1 Road Noise
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Amazing canal front 3 bed 3 bath open concept house located in prestigious community of Summerland Key Cove. It is the ...
From $226 per night (USD)
Expedia
From $346 per night (USD)
VRBO
Breezy Half-Duplex with 35 Ft. Dock. - Cabana Club Access with Pool and Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
Breezy Palms Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $346 per night (USD)
VRBO
From $313 per night (USD)
Expedia
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 $313 per night (USD)
Expedia

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