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Florida Keys Rentals

From $310 per night (USD)
VRBO
Duval Street Suites full kitchen, free parking, heated pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Paradise Suite is a one bedroom (king bed) 1 bath suite with a murphy bed (queen) and kitchen. In historic Old ...
From $310 per night (USD)
VRBO
From $239 per night (USD)
Expedia
Duval Street Suites full kitchen and heated pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: The Little Palm Suite is a one bedroom (king) 1 bath suite with a sleeper sofa (queen) and kitchen. Overlookin ...
From $239 per night (USD)
Expedia
From $321 per night (USD)
VRBO
Duval Street Suites with full kitchen heated pool, free parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Mile Zero Suite is a one bedroom (queen) 1 bath suite with a sleeper sofa (king) and kitchen. Overlooking Duva ...
From $321 per night (USD)
VRBO
From $1134 per night (USD)
Expedia
6 BR 6 BA Guesthouse Suites on Duval free parking, private pool
Bedrooms:
6
Bathrooms:
6
Sleeps:
24
Summary: This can accommodate 24 people, each apartment has 2 beds. You'll have privacy with 6 individual suites each eq ...
From $1134 per night (USD)
Expedia
From $530 per night (USD)
VRBO
P60 - 4 bedroom 4 bathroom home with pool and dockage. Amazing outside living...
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This fabulous 4 bedroom, 4.5 bathroom home was designed and built for comfort and style! Guests love the different theme ...
From $530 per night (USD)
VRBO
From $1045 per night (USD)
Expedia
Great deal ! Private pool and dock. Five minute bike ride to Sombrero Beach.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This 3 bedroom and 3.5 bath house has everything you need in order to experience a relaxing and enjoyable vacation at S ...
From $1045 per night (USD)
Expedia
From $978 per night (USD)
VRBO
ATLANTIS...Ocean Front Cottage Retreat!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
ATLANTIS~An ocean front cottage retreat! Completely remodeled, direct ocean-front cottage offers everything you'll need ...
From $978 per night (USD)
VRBO
From $392 per night (USD)
Expedia
Sunset Villas: Bayfront Beach Compound<br>**28 Night Min**
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Sunset Villas is a boutique resort boasting 4 private villas on a Bayfront acre with one of the few swimmable sandy beac ...
From $392 per night (USD)
Expedia
From $155 per night (USD)
VRBO
MONTHLY RENTAL, Old Town Duplex, private backyd, SUMMER DEALS, 2 BR/2 BA,pets ok
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
ou must cancel.Welcome to Sea Monkey and The Mermaid! Our home is a duplex located in Old Town and full of Key West ch ...
From $155 per night (USD)
VRBO
From $206 per night (USD)
Expedia
Key Largo, Calusa Resort, 2 bedroom 1 bath with screened in patio
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Calusa resort is a gated community located in Key Largo. The resort rests on the peaceful edge of Buttonwood bay. Guests ...
From $206 per night (USD)
Expedia
From $502 per night (USD)
VRBO
Quiet canal-front 3/3 Single-Family Home with Private Pool & Cabana Club Access
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Blue Heron House. Enjoy and relax in our ground-level 3 bedroom / 3 bathroom private, single-family home whi ...
From $502 per night (USD)
VRBO
From $302 per night (USD)
Expedia
Easy Ocean Access House 30' Dock & Pool at Cabana Club
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our Beach House in the prestigious Key Colony Beach. 30 FT dock house in a 90 FT canal with easy access to th ...
From $302 per night (USD)
Expedia
From $319 per night (USD)
VRBO
Tropical oasis near all the action with central AC & balcony
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Harbor Villa 7103 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $319 per night (USD)
VRBO
From $496 per night (USD)
Expedia
115 Mariners Club | 3 Bed, 2.5 Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Key Largo’s coastal setting beckons from inside your marina-front villa as you enter through the front door with a spect ...
From $496 per night (USD)
Expedia
From $635 per night (USD)
VRBO
Parking & Near Duval - Poolside Suite
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: Poolside Suite is the PERFECT vacation home for family and friends looking for a fun-filled getaway in the hear ...
From $635 per night (USD)
VRBO
From $372 per night (USD)
Expedia
Cozy Home!!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Newly renovated half duplex on a quiet street in Marathon. Conveniently located in the heart of Marathon, on a canal jus ...
From $372 per night (USD)
Expedia
From $524 per night (USD)
VRBO
Amazing Views in Florida Keys Bayside BAY BREEZES, SUNSETS, SAILBOATS n SEAGULLS
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Make memories lasting a lifetime at Anchors Aweigh - experience Bay Breezes, Sunsets, Sailboats n Seagulls with this per ...
From $524 per night (USD)
VRBO
From $380 per night (USD)
Expedia
AWAY FROM IT ALL @ The Truman Annex
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The c ...
From $380 per night (USD)
Expedia
From $500 per night (USD)
VRBO
Sale!! Rates have been Discounted 16% off remaining July days! Coral Lagoon #13
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Coral Lagoon #13: Pool, Water Views, Located just off Vaca Cit with easy Gulf & Atlantic Access. ****Please note that t ...
From $500 per night (USD)
VRBO
From $534 per night (USD)
Expedia
Galleon Resort beach hotel luxury in Old Town Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
This is a large (1245 SF) 1BR/1BA condo on the 6th floor of the Galleon Resort & Marina.....and is a one of a kind. It ...
From $534 per night (USD)
Expedia
From $273 per night (USD)
VRBO
*New Modern* 3br/2ba Duplex/37' Dock/Cabana/Kayaks/Bikes
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Perfectly situated in KCB w/ 37.5 feet of dockage on a wide and pristine canal that leads easy access to both the Ocean ...
From $273 per night (USD)
VRBO
From $354 per night (USD)
Expedia
Waterfront Sunset View Aqua Villa at Conch Shell @ Mangrove Resort LLC
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The Conch Shell houseboat has 1 Queen bed, 1 Queen sofa sleeper and 2 Twin beds in the loft. Each houseboat has flat-scr ...
From $354 per night (USD)
Expedia
From $374 per night (USD)
VRBO
NEW 2/2 KEY LARGO REMODEL , 2 KINGS,KAYAKS,MARINA, RAMP, POOL TENNIS, PICKLEBALL
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Please check out our other properties in Kawama by entering the following property numbers in the section "where do you ...
From $374 per night (USD)
VRBO
From $511 per night (USD)
Expedia
VOTED TRIPADVISOR'S #1 DESTINATION 5 REMODELED UNITS! KAYAKS, MARINA, TENNIS
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Please check out our other properties in Kawama by entering the following property numbers in the section "where do you ...
From $511 per night (USD)
Expedia
From $523 per night (USD)
VRBO
Gorgeous 3/2 plus loft Islamorada next to Marina, Pool, Dock & Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Townhome with all extras. Keys style with beautiful new furnishings, newly remodeled with three bedrooms plus oversized ...
From $523 per night (USD)
VRBO
From $163 per night (USD)
Expedia
Enjoy this relaxing beachy house on a canal flowing into sexton cove bay.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy this cozy home with a beautiful water front terrace. Conveniently located close to grocery stores, great restaura ...
From $163 per night (USD)
Expedia
From $270 per night (USD)
VRBO
Vibrant Family Condo / Pool & Ocean Panorama #3
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy vibrant living at our 2-bedroom Colourful Keys Condo, where fun meets relaxation. Boasting pool and ocean views, t ...
From $270 per night (USD)
VRBO
From $652 per night (USD)
Expedia
P82 - Sombrero Beach - 4 bedroom pool home with dock and private ramp.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sombrero Beach Sea-clusion awaits our guests! Get ready to create great vacation memories! This spacious 4- ...
From $652 per night (USD)
Expedia
From $658 per night (USD)
VRBO
3bed vacation ocean side townhome 2pools,marina,lagoon,golf cart,bikes,kayaks
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Family and Friends vacation in mind - beautiful Key Largo townhouse with 2 separate living rooms which that offers a un ...
From $658 per night (USD)
VRBO
From $940 per night (USD)
Expedia
**THE ZESTY LIME @ OLD TOWN** Beautifully Restored Home + 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! Key West is k ...
From $940 per night (USD)
Expedia
From $357 per night (USD)
VRBO
Craig & Cindy Key West Truman Annex Shipyard Condo w/ a patio at Mile Marker 0!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Partial list of rental amenities at Craig & Cindy's Truman Annex Shipyard Condo includes: 2 bedrooms 1 bath {queen and ...
From $357 per night (USD)
VRBO
From $399 per night (USD)
Expedia
Sunsets on the bay at Villa Mia
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Come and enjoy sunsets on the bay at Villa Mia! We created a peaceful retreat for our family and friends to enjoy. It is ...
From $399 per night (USD)
Expedia
From $525 per night (USD)
VRBO
Balcony, Pool, & Pet Friendly - The Grand Turk
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Welcome to Sunrise Suites, a peaceful community on Key West's southeast side. Just 1 mile from the beach and 10 ...
From $525 per night (USD)
VRBO
From $261 per night (USD)
Expedia
The Salty Sailfish: Live the Keys Life, Stunning Canal Front Home, Pool, Dock & Dog-Friendly Bliss!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
County zoning requires a minimum rental period of 28 nights, and no exceptions can be made. Please review additional pol ...
From $261 per night (USD)
Expedia
From $304 per night (USD)
VRBO
Paradise in Key Colony with Cabana Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
This is a fisherman's dream rental. 3/2 half duplex in Key Colony Beach. By water 5 min. to the Atlantic and 15 min. to ...
From $304 per night (USD)
VRBO
From $571 per night (USD)
Expedia
P18 - Spectacular 4 bedroom home with dockage and oversized private pool in...
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This lovely 4 bedroom, 4 bath home is located in the highly desirable area of Key Colony Beach. - Maximum ...
From $571 per night (USD)
Expedia
From $1734 per night (USD)
VRBO
NEW PRICING: DRIVE TO YOUR GETAWAY - BIG Pool, Steps to Beach & Free Parking
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Seaside Place welcomes guests from all states and follows all cleanliness and safety guidelines. Your safety and comfor ...
From $1734 per night (USD)
VRBO
Click For Pricing
Expedia
Reel Paradise I 2bed/2bath updated half duplex with brand new private pool, deck
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This two bedroom two bath half duplex is recently remodeled and updated with brand new everything! The kitchen & living ...
Click For Pricing
Expedia
From $893 per night (USD)
VRBO
P87 - New Construction house. 4 bedrooms, open water view - Sombrero Beach home!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Stunning views with premier Sombrero Beach location sets this home apart from all others! This ocean front home is spect ...
From $893 per night (USD)
VRBO
From $130 per night (USD)
Expedia
Beautiful, sunlit home with pool, tennis court & beach access - near the marina
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Executive Bay Club Condo M-1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $130 per night (USD)
Expedia
From $1151 per night (USD)
VRBO
5 bedrooms, pool/spa heated, bikes, kayaks, game room, elevator, deep 75' dock.
Bedrooms:
7
Bathrooms:
5
Sleeps:
12
Mediterranean-Style Paradise Retreat in Key Colony Beach Escape to luxury at this stunning Mediterranean-style waterfron ...
From $1151 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Waterfront Community in Key Largo, Florida - Moon Bay Condo A210 Sunsets
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Moon Bay, a piece of paradise! It is located on Blackwater Sound in Key Largo, Florida. Unit A210 is an end ...
From $348 per night (USD)
Expedia
Click For Pricing
VRBO
Key Largo Beautiful House
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to your dream vacation in a gorgeous 3 bedroom, 2 bathroom house, with bay views on one side and a canal view on ...
Click For Pricing
VRBO
From $330 per night (USD)
Expedia
Duval Street Suites full kitchen Old Town with heated pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: The Key Lime Suite is a one bedroom (king) 1 bath suite with a sleeper sofa (queen) and full kitchen complete w ...
From $330 per night (USD)
Expedia
From $719 per night (USD)
VRBO
Oceanside Kawama Villa R5
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Come experience ultimate relaxation and comfort in this stunning three-story vacation home. On the first floor, you will ...
From $719 per night (USD)
VRBO
From $3199 per night (USD)
Expedia
BEAUTIFUL SANCTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
Bedrooms:
8
Bathrooms:
9
Sleeps:
20
A Castle on an Island On A Privately Owned Key West Island Private Bridge for Cars and Trucks connected to Key West Fr ...
From $3199 per night (USD)
Expedia
From $243 per night (USD)
VRBO
Relax in Paradise! Enjoy a tropical lifestyle.
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Impeccable 42' Luxury RV: One bedroom, loft with 3 beds,1 Bath stylish kitchen and living areas. Welcoming and spacious ...
From $243 per night (USD)
VRBO
From $679 per night (USD)
Expedia
Luxurious waterfront home with panoramic views, pool, spa, & dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Plein Air Point Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $679 per night (USD)
Expedia
From $131 per night (USD)
VRBO
Keys Life Cottage ~ Downtown Islamorada Cottage with Pool Access!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to the Keys Life Cottage! This coastal inspired two-bedroom, one-bath home is tucked away on a large landscaped ...
From $131 per night (USD)
VRBO
From $479 per night (USD)
Expedia
Ocean Hideaway a Key West Nature retreat close to Smathers & 15 to Duval
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 Atlantic Start Date: May 2025-Estimated Completion: Spring 2026 ...
From $479 per night (USD)
Expedia
From $427 per night (USD)
VRBO
Caribbean Conch 5 Minutes to Smathers Beach & 10 minute Bike Downtown - Value
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 Atlantic Start Date: May 2025-Estimated Completion: Spring 2026 ...
From $427 per night (USD)
VRBO
From $581 per night (USD)
Expedia
Key Largo Vacation Rental with Dock Slip and Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This centrally located boater's paradise is the perfect place to relax. Walk to restaurants, cook in kitchen or grill do ...
From $581 per night (USD)
Expedia
Click For Pricing
VRBO
Close enough to Bike Ride to Mallory Square,far away to sleep during FantasyFest
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Coconut Mallory Resort and marina has multiple amenities including two pools, hot tubs, open air restaurant and bar, mar ...
Click For Pricing
VRBO
From $313 per night (USD)
Expedia
Coral Club Condo - Your Slice of Paradise in the Sombrero Beach Neighborhood
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Coral Club Condo is your tropical haven in the serene Sombrero Beach Neighborhood, just a brief 10-minute walk from the ...
From $313 per night (USD)
Expedia
From $307 per night (USD)
VRBO
P11 - Charming 2 bedroom 2 bath duplex with private pool and dock -...
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This lovely 2 bedroom, 2 bath home is located on the gulfside with immediate Gulf water access and near the Vaca Cut for ...
From $307 per night (USD)
VRBO
From $656 per night (USD)
Expedia
335 Mariners Club Key Largo | 3 Bed, 2.5 Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Infinite horizons...from this third floor, luxury, three-bedroom, two and one-half bath villa! A peaceful, relaxing get ...
From $656 per night (USD)
Expedia
From $741 per night (USD)
VRBO
Beautiful Oceanside Mariner's 3 Bedroom Townhome
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Best vacation rental to explore the Florida keys. Marina Villa 210 (3b/3b) with Marina and ocean views. Escape to pa ...
From $741 per night (USD)
VRBO
From $1117 per night (USD)
Expedia
Waterfront, 100ft Boat Dock, Kayaks, Paddle boards, Bikes, Private Pool, Sunsets
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Welcome to Coco Plum on the Bay, your private waterfront single family home in Marathon, FL. You will enjoy a spacious ...
From $1117 per night (USD)
Expedia
From $300 per night (USD)
VRBO
RV Camper in the heart of Key Largo
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
A beautiful RV camper right in the middle of paradise. A beautiful ambiance with such friendly neighbors. You wake up an ...
From $300 per night (USD)
VRBO
From $305 per night (USD)
Expedia
Rent a Piece of Paradise, Best Location on the Island!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Rent a piece of paradise right in the heart of beautiful Old Town Key West. Walking distance to all major attraction (r ...
From $305 per night (USD)
Expedia
From $548 per night (USD)
VRBO
Balcony, Pool, & Pet Friendly - The Trinidad
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Welcome to Sunrise Suites, a peaceful community on Key West's southeast side. Just 1 mile from the beach and 10 ...
From $548 per night (USD)
VRBO
From $1046 per night (USD)
Expedia
W09 - New Luxury Property! Breathtaking Canal Front Pool Home - Sleeps 14
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
Welcome to paradise! Escape to this luxurious 6 bedroom/6.5 bathroom home designed for VIP guests. Each bedroom i ...
From $1046 per night (USD)
Expedia
From $331 per night (USD)
VRBO
**TIDEWATER VIEWS @ VENTURE OUT** 2BR/2BA Cottage + 35’ Private Slip | 80’ Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! TIDEWATER VIE ...
From $331 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Tropical Getaway in Paradise.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
3 Nite Minimum Stay! ** 5 day minimum for Lobster Fest, July 22-Aug. 13. ** This bright, freshly decorated, modern 2 bed ...
From $250 per night (USD)
Expedia
From $615 per night (USD)
VRBO
Beautiful 4 Bedroom, 3 Bath, Spacious Pool/SPA Home with 200' wide Canal.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Welcome to Casa del Cielo. Enjoy breathtaking views of the Gulf and Ocean from this beautiful canal front home. Bring y ...
From $615 per night (USD)
VRBO
From $378 per night (USD)
Expedia
Little Island Pearl
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Have you been dreaming of a get away in the Florida Keys in Key Colony Beach. A little piece of heaven with a brand ne ...
From $378 per night (USD)
Expedia
From $315 per night (USD)
VRBO
B-105 Moon Bay | 3 Bed, 2.5 Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
7-night minimum stay requirement. Lovely bayside townhouse with 2 bedrooms, 1 1/2 baths on the main floor and a studio ...
From $315 per night (USD)
VRBO
From $563 per night (USD)
Expedia
Great Location , Great Vibes, Great Pool
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
Quiet, secluded Keys house with a pool. Ideal for larger groups of friends and family's. Equal distance to Marathon an ...
From $563 per night (USD)
Expedia
From $372 per night (USD)
VRBO
The Palms...A beautiful space in the perfect place.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The perfect space in the perfect place. A quiet oasis on the 2nd floor nestled amongst palm trees in the shipyard secti ...
From $372 per night (USD)
VRBO
From $374 per night (USD)
Expedia
Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
This beautiful home overlooking the Atlantic Ocean is part of the Sunrise Beach Resort, an exclusive gated community bui ...
From $374 per night (USD)
Expedia
From $604 per night (USD)
VRBO
Key Largo Ocean Shore Villa 1 with pool & boat slip
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Located in the heart of the Florida Keys, this one-of-a-kind vacation rental offers the perfect combination of luxury an ...
From $604 per night (USD)
VRBO
From $428 per night (USD)
VRBO
TA Beach, Pool, Marina, family friendly, Kitchen, Jacuzzi
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This listing is for a TROPICAL ISLAND villa, at Cocoplum Beach and Tennis Club and Marina, which is one of the 2 villas ...
From $428 per night (USD)
VRBO
From $385 per night (USD)
VRBO
Waterfront Bliss! Marina Access, Pool, Tiki Bar & Dining – Spring Break!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
THE DAPPER DOLPHIN, an updated coastal-themed 1-bedroom, 1-bathroom condo, is the perfect getaway, accommodating up to 4 ...
From $385 per night (USD)
VRBO
From $344 per night (USD)
Expedia
**DANCE OF THE BUTTERFLIES @ SOUTHERNMOST** New Home & Pool + 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! For a month i ...
From $344 per night (USD)
Expedia
From $500 per night (USD)
VRBO
207 Mariners Club Key Largo | 3 Bed, 3 Bath
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Perfectly located along the picture perfect marina front overlooking the beautifully landscaped gardens of Mariners Club ...
From $500 per night (USD)
VRBO
From $659 per night (USD)
Expedia
611 Mariners Club Key Largo | 4 Bed, 4 Bath
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This luxury Key Largo vacation townhome rental (Unit 611) is a 4 bedroom/4 bath unit. Ideal accommodations for the Flori ...
From $659 per night (USD)
Expedia
From $755 per night (USD)
VRBO
**THE TOASTED COCONUT @ OLD TOWN** Fully Restored + Pool + 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! Throughout Ke ...
From $755 per night (USD)
VRBO
From $662 per night (USD)
Expedia
M12 - Beautiful house in Key Colony offering 4 bedrooms, pool and dockage!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This 4 bedroom, 3 bathroom home in the heart of the Florida Keys is located in the very desirable Key Colony Beach and w ...
From $662 per night (USD)
Expedia
From $292 per night (USD)
VRBO
M18 - Spacious 3 bedroom, 2 bath Gulf side condo!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Spacious 3 bedroom, 2 bathroom, second floor condo, with split floor plan. Large screened wrap around porc ...
From $292 per night (USD)
VRBO
From $232 per night (USD)
Expedia
M123 - Cabana Beach Duplex! Premier location across the street from Cabana...
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This comfy, cozy 2 bedroom, 2 bathroom duplex is ideally located in the heart of the Keys in Key Colony Beach. ...
From $232 per night (USD)
Expedia
From $275 per night (USD)
VRBO
P63 - Beautiful, waterfront Key Colony Duplex. Short walk to the Cabana Beach...
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautiful duplex home in Key Colony Beach. Key Colony Beach is a small, friendly, walkable island with easy access to lo ...
From $275 per night (USD)
VRBO
From $590 per night (USD)
Expedia
Luxury and Lovely Water Front House
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
If you're looking for a low-key vacation, Big Pine Key is the place for you. In Big Pine Key, about 100 miles south of M ...
From $590 per night (USD)
Expedia
From $261 per night (USD)
VRBO
Florida keys Waterfront,Forever Summer
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
MINIMUM STAY OF 28 DAYS REQUIERED BY THE COUNTY.Booking from the 1st of the month. Waterfront house with heated pool. Lo ...
From $261 per night (USD)
VRBO
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Expedia
Fully Furnished Condo
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Large Living Room with water view. Park you boat at the private Boat Dock. Swim in the heated Pool. Grill you fresh cau ...
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Expedia
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VRBO
Fully Furnished Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Large Living Room with water view. Park you boat at the private Boat Dock. Swim in the heated Pool. Grill you fresh cau ...
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VRBO
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Expedia
Fully Furnished Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Large Living Room with water view. Park you boat at the private Boat Dock. Swim in the heated Pool. Grill you fresh cau ...
Click For Pricing
Expedia
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VRBO
Fully Furnished Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Large Living Room with water view. Park you boat at the private Boat Dock. Swim in the heated Pool. Grill you fresh cau ...
Click For Pricing
VRBO
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Expedia
Fully Furnished Condo
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Large living room with water view and deck. Deck off Master Bedroom overlooking the Adams cut waterway and pool. Relax ...
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Expedia
From $519 per night (USD)
VRBO
Balcony, Pool, & Pet Friendly - The Barbados
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Welcome to the quiet Sunrise Suites community located on the southeast side of Key West. Just 1 mile from the b ...
From $519 per night (USD)
VRBO
From $342 per night (USD)
Expedia
Immaculate oceanfront townhouse with ocean view & private beach access
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Duck Key Retreat Villa #5105 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $342 per night (USD)
Expedia
From $379 per night (USD)
VRBO
Water front property with bar, tennis, market place, and restaurants close by.
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Comfortable home with 2 bedrooms and a bath on both upper level and lower level. Great for fishing and kayaking, has a d ...
From $379 per night (USD)
VRBO
From $279 per night (USD)
Expedia
Boaters Delight [Ocean Pointe 5301]
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
With thoughtful and creative touches both inside and out mixed with a keen attention to the smallest of details, this oc ...
From $279 per night (USD)
Expedia
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VRBO
Modern Key Largo Waterfront Bayside Home - Dock your boat!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
WWW.MEETMEINKEYLARGO.COM Impeccable Waterfront Home in Key Largo on the bayside. This beautiful stilted home is new co ...
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VRBO
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Expedia
Affordable, Adorable home waiting for you in Cudjoe Key
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Adorable canal front 2 bed/2 bath home for rent in Cudjoe Key. This indoor/outdoor floor plan is complemented by 3 twelv ...
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Expedia
From $417 per night (USD)
VRBO
Waterfront luxury Villa (42) with sunset views and boat slip
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This spacious 3BD, 2.5BA Villa is the perfect blend of comfort and coastal charm. Each bedroom features its own televisi ...
From $417 per night (USD)
VRBO
From $387 per night (USD)
Expedia
The most setup home in BPK TIKI HUT,POOL ,GRILL ,CANAL FRONT, FREE UNLIMITED ICE
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
This Private Canal front Pool/TIKI home with Dock, sits in Port Pine Heights BIG PINE KEY FL. See key deer every day wa ...
From $387 per night (USD)
Expedia
From $354 per night (USD)
VRBO
Waterfront Sunset View Aqua Villa at Sea Biscuit @ Mangrove Resort LLC
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The Sea Biscuit houseboat has 1 Queen bed, 1 Queen sofa sleeper and 2 Twin beds in the loft. Each houseboat has flat-scr ...
From $354 per night (USD)
VRBO
From $341 per night (USD)
Expedia
Bright Key West House with Private Pool, Gas Grill, W/D, Central AC, & Free WiFi
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Tropical Vibes Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $341 per night (USD)
Expedia
From $186 per night (USD)
VRBO
Atlantic Ocean Breezes Tropical Island Key West Sunrises
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
CONSTRUCTION NOTICE- Balcony Restoration Project – 1800 Atlantic Start Date: May 2025-Estimated Completion: Spring 2026 ...
From $186 per night (USD)
VRBO
From $300 per night (USD)
Expedia
Tropical 2BR Condo w/ Pool, Tennis, Near Beach & Downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our piece of paradise in Key West! Our beautifully maintained, fully tiled 2-bedroom condo is your perfect ho ...
From $300 per night (USD)
Expedia

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