Florida Keys, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Florida Keys, Florida on RentalSaver.com!

Florida Keys Rentals

From $1587 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 $1587 per night (USD)
VRBO
From $302 per night (USD)
Expedia
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 $302 per night (USD)
Expedia
From $259 per night (USD)
VRBO
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 $259 per night (USD)
VRBO
From $253 per night (USD)
Expedia
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 $253 per night (USD)
Expedia
From $504 per night (USD)
VRBO
Vaca Cove unit A Shore Thang 4 Bedrooms 3 Baths, P
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
VACA-23-193Shore Thang: A Waterfront Paradise with Boating, Fishing & Luxury LivingWelcome to Shore Thang, a stunning va ...
From $504 per night (USD)
VRBO
From $425 per night (USD)
Expedia
Vaca Cove unit D Sunset Pointe 4 Bed 3 Baths, Salt
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
VACA-23-232Vaca Cove: Your Private Waterfront Oasis in the Florida KeysWelcome to Vaca Cove, a serene retreat located in ...
From $425 per night (USD)
Expedia
From $477 per night (USD)
VRBO
Vaca Cove B Sea Forever 4 Bed 3 Baths, Saltwater P
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
VACA-22-360Built in 2016, this rental offers beautiful Bonefish Bay views and private boat access. This home features a ...
From $477 per night (USD)
VRBO
From $215 per night (USD)
Expedia
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 $215 per night (USD)
Expedia
From $311 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 $311 per night (USD)
VRBO
From $455 per night (USD)
Expedia
Vaca Cove G Life's a Marathon 4 Bed 3 Baths, Salt
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
VACA-23-193Welcome to Vaca Cove, a secluded paradise nestled in the heart of Shelter Bay, where tranquility and luxury m ...
From $455 per night (USD)
Expedia
From $323 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 $323 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 ...
Click For Pricing
Expedia
From $258 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 $258 per night (USD)
VRBO
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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 $380 per night (USD)
VRBO
B307 Moon Bay | 3 Bed, 2.5 Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
6-night minimum stay requirement. This fully renovated bay front end-unit condo in Moon Bay has been reconfigured to a ...
From $380 per night (USD)
VRBO
From $516 per night (USD)
Expedia
**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 $516 per night (USD)
Expedia
Click For Pricing
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 $520 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 $520 per night (USD)
Expedia
From $318 per night (USD)
VRBO
Renovated 2BR Villa with Spa, Water Views & Private Patio with Private Dip Pool!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We offer nightly and weekly rentals, you can save money by booking directly from an owner. We would love to host your ...
From $318 per night (USD)
VRBO
From $404 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 $404 per night (USD)
VRBO
From $282 per night (USD)
VRBO
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 $282 per night (USD)
VRBO
From $497 per night (USD)
Expedia
Hidden Paradise in Marathon
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Discover comfort and ample space in this three-bedroom waterfront oasis, a perfect single family abode that boasts an ex ...
From $497 per night (USD)
Expedia
From $398 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 $398 per night (USD)
VRBO
From $496 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 $496 per night (USD)
Expedia
From $344 per night (USD)
VRBO
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 $344 per night (USD)
VRBO
From $488 per night (USD)
Expedia
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)
Expedia
From $458 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 $458 per night (USD)
VRBO
From $470 per night (USD)
Expedia
OCEANFRONT with Pool & Dock - Approved Dog OK! Gated Estate - A Tropical Oasis!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Mar Azul is a High-end Oceanfront Residence overlooking the tranquil Offshore Flats of Marathon. Enjoy a Secluded, Luxur ...
From $470 per night (USD)
Expedia
From $593 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 $593 per night (USD)
VRBO
From $517 per night (USD)
Expedia
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 $517 per night (USD)
Expedia
From $274 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 $274 per night (USD)
VRBO
From $1864 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 $1864 per night (USD)
VRBO
From $527 per night (USD)
VRBO
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 $527 per night (USD)
VRBO
From $774 per night (USD)
Expedia
50% OFF~FALL BOOKINGS~POOL/ICE MACHINE, DOCK~DEEP H20 CANAL~C VIDEO OF OUR HOME!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
**OUR VACATION RENTAL PROVIDES A WALK AROUND VIDEO TO HELP YOU SEE WHAT YOU ARE BOOKING AND TO HELP WITH PLANNING ON YOU ...
From $774 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 $234 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 $234 per night (USD)
Expedia
From $253 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 $253 per night (USD)
VRBO
From $291 per night (USD)
Expedia
Bayside: Bayfront villa W/ free onsite boat ramp marina & trailer parking.
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 $291 per night (USD)
Expedia
From $542 per night (USD)
VRBO
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 $542 per night (USD)
VRBO
From $674 per night (USD)
Expedia
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 $674 per night (USD)
Expedia
From $602 per night (USD)
VRBO
CASA PALMA Key Largo Vacation Rental, Golf Cart, Kayaks, Pools, Beach, 2 Kings
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Casa Largo Key Largo Vacation Rental - 5 Star Oceanside Key Largo Villa - Live The Lavish Keys Life Welcome to your Key ...
From $602 per night (USD)
VRBO
From $836 per night (USD)
Expedia
Private Keys Retreat: Waterfront, Pool, Tiki Bar & 5-Bay Dock
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
🐠 Fish Camp – Private Keys Oasis | Pool, Tiki Bar, 5-Bay Dock Welcome to Fish Camp – your private, gated slice of parad ...
From $836 per night (USD)
Expedia
From $912 per night (USD)
VRBO
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 $912 per night (USD)
VRBO
From $562 per night (USD)
Expedia
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 $562 per night (USD)
Expedia
From $227 per night (USD)
VRBO
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 $227 per night (USD)
VRBO
From $350 per night (USD)
Expedia
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 $350 per night (USD)
Expedia
From $461 per night (USD)
VRBO
~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 $461 per night (USD)
VRBO
From $281 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 $281 per night (USD)
Expedia
From $623 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 $623 per night (USD)
VRBO
From $185 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 $185 per night (USD)
Expedia
From $380 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 $380 per night (USD)
VRBO
From $214 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 $214 per night (USD)
Expedia
From $785 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 $785 per night (USD)
VRBO
From $598 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 $598 per night (USD)
Expedia
From $568 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 $568 per night (USD)
VRBO
From $229 per night (USD)
Expedia
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 $229 per night (USD)
Expedia
From $592 per night (USD)
VRBO
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 $592 per night (USD)
VRBO
From $657 per night (USD)
Expedia
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 $657 per night (USD)
Expedia
From $588 per night (USD)
VRBO
CASA AZUL Key Largo Vacation Rental! Free Golf Cart, Kayaks,Pools,Beach, 2 Kings
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Casa Azul Key Largo Vacation Rental - 5 Star Oceanside Key Largo Villa - The Salt Life Meets Luxury Welcome to your Key ...
From $588 per night (USD)
VRBO
From $239 per night (USD)
Expedia
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 $239 per night (USD)
Expedia
From $208 per night (USD)
VRBO
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 $208 per night (USD)
VRBO
From $1453 per night (USD)
Expedia
~ 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 $1453 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Private Tropical Beach White Sand-No Stairs-King Bed-Heated Pool- Superfast WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Step outside your door and onto your private white sandy tropical beach—no stairs, no crowds, just the sound of the wave ...
From $320 per night (USD)
VRBO
From $204 per night (USD)
Expedia
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 $204 per night (USD)
Expedia
From $625 per night (USD)
VRBO
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 $625 per night (USD)
VRBO
From $175 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 $175 per night (USD)
Expedia
From $181 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 $181 per night (USD)
VRBO
From $263 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 $263 per night (USD)
Expedia
From $323 per night (USD)
VRBO
Dog-friendly waterfront home with dock, pool, gas grill, & beach access
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Ninth Street Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $323 per night (USD)
VRBO
From $262 per night (USD)
Expedia
Gulf Pointe Paradise
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Gulf Pointe Paradise is a tranquil townhouse featuring a balcony with sweeping Gulf of Mexico views. Dockage is availabl ...
From $262 per night (USD)
Expedia
From $592 per night (USD)
VRBO
Oceanfront Duplex with Beautiful Beach & Dock for Boat Access - Dogs OK
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The Zane Grey Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $592 per night (USD)
VRBO
From $273 per night (USD)
Expedia
Waterfront home with 24-foot dock, shared pool, & beach access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Key Lime on Fifth Street Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $273 per night (USD)
Expedia
From $540 per night (USD)
VRBO
Waterfront Home with 35-Foot Dock, Bay Views, WiFi, and Shared Pool and Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Tropical Charm Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $540 per night (USD)
VRBO
From $347 per night (USD)
Expedia
Breezy waterfront home with pool, 35-foot dock & cabana club access
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Captain's Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $347 per night (USD)
Expedia
From $263 per night (USD)
VRBO
Dog-Friendly Home with 60-Ft. Dock and Access to Cabana Club and Shared Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Downhome Cabin by the Canal Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
From $263 per night (USD)
VRBO
From $350 per night (USD)
Expedia
Waterfront Home with 35-Foot Dock and Access to Private Beach and Shared Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Ninth Street Utopia Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $350 per night (USD)
Expedia
From $339 per night (USD)
VRBO
Waterfront home with 35-ft dock & access to Cabana Club pool & beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Canal-side Charisma Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $339 per night (USD)
VRBO
From $188 per night (USD)
Expedia
Cozy Canal-Front House w/ Free WiFi and Deck - Close to Beaches & State Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Anchors Aweigh Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $188 per night (USD)
Expedia
From $608 per night (USD)
VRBO
Oceanfront Duplex with Spectacular Views, Beach, & Dock
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
The Henry Flagler Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $608 per night (USD)
VRBO
From $601 per night (USD)
Expedia
Oceanfront Paradise w new 365' Dock Huge Tiki and Firepit. Dogs OK
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Direct Oceanfront Home with plenty of outdoor living space. Huge Tiki Hut with, 50" TV, refrigerator, fire pit area, an ...
From $601 per night (USD)
Expedia
From $364 per night (USD)
VRBO
Waterfront Tiny House w Pool, Beach, and Boat Dock
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Private community with 2 private beach areas, boat ramp, heated swimming pool, beach volleyball, children's area with pl ...
From $364 per night (USD)
VRBO
From $370 per night (USD)
VRBO
Group Therapy | 3 bed, 2 bath home w/ pool, quick ocean access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your dream escape! This beautifully remodeled 3-bedroom, 2-bathroom pool home on Cudjoe Key's oceanside is th ...
From $370 per night (USD)
VRBO
From $1086 per night (USD)
VRBO
One of the very few beach houses with a daily, rental license in the Keys.
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
"THE POOL MAY BE HEATED FOR AN ADDITIONAL FEE OF $25 PER DAY OF STAY" This is a newly remodeled four bedrooms elegant ho ...
From $1086 per night (USD)
VRBO
From $495 per night (USD)
Expedia
**VILLA CUBANA @ OLD TOWN** Comfy Cottage Near Duval + LAST KEY SERVICES...
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! This colorful ...
From $495 per night (USD)
Expedia
From $483 per night (USD)
VRBO
**MAISON TROPICALE @ OLD TOWN** Historic Home + LAST KEY SERVICES...
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! Imagine a tra ...
From $483 per night (USD)
VRBO
From $506 per night (USD)
Expedia
W10 - 4 Bedroom Sombrero Isle Beauty on Crystal Lagoon!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This spacious 4-bedroom, 3-bath home is a half a mile from the picturesque Sombrero Beach. Located on Sombrero Is ...
From $506 per night (USD)
Expedia
From $1107 per night (USD)
VRBO
**BRISA FRESCA @ THE ANNEX** Airy Home by Duval & Beach + LAST KEY SERVICES...
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! A trip to Key ...
From $1107 per night (USD)
VRBO
From $607 per night (USD)
Expedia
**VILLA OLIVIETTA @ SOLARES HILL** Upscale Home & Pool + LAST KEY SERVICES...
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! This ultimate ...
From $607 per night (USD)
Expedia
From $632 per night (USD)
VRBO
**SMOOTH SAILING @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONSTRUCTION NOTICE - 25% off!!! - 25% off any stay through summer 2026 due to construction at the complex! 25% discount ...
From $632 per night (USD)
VRBO
From $524 per night (USD)
Expedia
**VILLA BAHAMA @ THE ANNEX** Villa Near Duval & Beach + 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! VILLA BAHAMA ...
From $524 per night (USD)
Expedia
From $920 per night (USD)
VRBO
**THE CONTENTED CRANE @ OLD TOWN** Home & Pool Near Duval + LAST KEY SERVICES...
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Traveling to ...
From $920 per night (USD)
VRBO
From $1850 per night (USD)
Expedia
**THE ROYAL COMPOUND @ THE ANNEX** Lush Estate & Pool + LAST KEY SERVICES...
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Located in th ...
From $1850 per night (USD)
Expedia
From $1731 per night (USD)
VRBO
**SOUTHERNMOST HOSPITALITY VII** 7BR/7BA & Pool + LAST KEY SERVICES...
Bedrooms:
7
Bathrooms:
7
Sleeps:
16
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! SOUTHERNMOST ...
From $1731 per night (USD)
VRBO
From $1342 per night (USD)
Expedia
**GULFSIDE VISTAS @ THE ANNEX** Condo & Pool + LAST KEY SERVICES...
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! GULFSIDE VIST ...
From $1342 per night (USD)
Expedia
From $2524 per night (USD)
VRBO
**STAR OF THE SEAPORT @ OLD TOWN** Huge Home & Pool + LAST KEY SERVICES...
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! For a truly o ...
From $2524 per night (USD)
VRBO
From $775 per night (USD)
Expedia
**CASA OLIVIANA @ SOLARES HILL** Grand Home & Pool + LAST KEY SERVICES...
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! Finally, a la ...
From $775 per night (USD)
Expedia
From $171 per night (USD)
VRBO
Beautiful Modern House in Key Largo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Open layout of the living area, dining room and kitchen. Large, screened patio offers the tropical 'out of doors and fre ...
From $171 per night (USD)
VRBO
From $696 per night (USD)
Expedia
Coral Hammock Poolside Home 3 bdrm 3 bath10 minute drive to Old Town Key West
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Coral Hammock – 3BR/3BA Home with Pool Views in Coral Hammock 3 Bedrooms | 3 Full Bathrooms | Sleeps up to 8 | Backs to ...
From $696 per night (USD)
Expedia
From $527 per night (USD)
VRBO
**CONCH IN THE TREETOPS @ 1800 ATLANTIC** Beach Condo / Pool + LAST KEY SERVICES
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONSTRUCTION NOTICE - 25% off!!! - 25% off any stay through summer 2026 due to construction at the complex! 25% discount ...
From $527 per night (USD)
VRBO
From $554 per night (USD)
Expedia
**CASA SUITE CASA @ CASA MARINA** Lush Home / Pool + LAST KEY SERVICE...
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 60 days prior to your arrival! Imagine your ...
From $554 per night (USD)
Expedia

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