Monroe Area Rentals
- From $222 per night (USD)
VRBO
The Salty Sailfish: Live the Keys Life, Stunning Canal Front Home, Pool, Dock & Dog-Friendly Bliss!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to The Salty Sailfish, a magnificent canal-front home nestled on Cudjoe Key. With updated furnishings and a comm ...
From $222 per night (USD)VRBO
- From $253 per night (USD)
Expedia
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 $253 per night (USD)Expedia
- From $322 per night (USD)
VRBO
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 ...
From $322 per night (USD)VRBO
- From $877 per night (USD)
Expedia
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 set this home apart from all others. This ocean front home is specta ...
From $877 per night (USD)Expedia
- From $150 per night (USD)
VRBO
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 $150 per night (USD)VRBO
- From $1199 per night (USD)
Expedia
Costamar! 5 bedrooms. 7 bath, pool, boat dock, bikes, kayas.
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Brand new! Mediterranean Style Residential Home - 5 bedrooms, 5 full bathrooms, 2 half bathroom, pool/spa boat dock, o ...
From $1199 per night (USD)Expedia
- From $375 per night (USD)
VRBO
Waterfront Community in Key Largo, Florida - Moon Bay Condo A210 Sunsets
- Bedrooms:
- 2
- 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 $375 per night (USD)VRBO
- Click For Pricing
Expedia
Key Largo Beautiful House
- Bedrooms:
- 2
- 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 PricingExpedia
- From $243 per night (USD)
VRBO
Duval Street Suite full kitchen Old Town with 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 $243 per night (USD)VRBO
- From $693 per night (USD)
Expedia
GREAT LOCATION! VILLA R5,MARINA, BEACH, LAGOON, 2POOLS,TENNIS,KAYAKS&BIKES
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
IF YOUR DATES ARE NOT AVAILABLE, PLEASE SEE OUR OTHER PROPERTIES AND REVIEWS in Kawama by entering the following propert ...
From $693 per night (USD)Expedia
- From $999 per night (USD)
VRBO
BEAUTIFUL SANCTUARY PRIVATE ISLAND CONNECTED BY BRIDGE TO KEY WEST
- Bedrooms:
- 9
- 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 $999 per night (USD)VRBO
- From $239 per night (USD)
Expedia
Oceanfront escape with pool, hot tub, marina, & central AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Aqua Vista: Ocean Pointe #3307 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simpl ...
From $239 per night (USD)Expedia
- From $199 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 $199 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Historic Caroline Street Condo!1 Bedroom 2 Bath, Pool, Amazing Old Town Location
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
The gracious building at 616 Caroline Street, exquisitely renovated into 6 condominiums, claims a long and proud history ...
From $275 per night (USD)Expedia
- Click For Pricing
Expedia
Sunrise Retreat 3bed\/2bath | 3 Bed, 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the Keys in style and comfort! This luxurious 3 bedroom 2 bath canal front home is located in prestigious and fam ...
Click For PricingExpedia
- From $910 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 $910 per night (USD)Expedia
- From $144 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 beautifully updated and spacious two bedroom, one bath home is tucked away on ...
From $144 per night (USD)VRBO
- From $331 per night (USD)
Expedia
Ocean Hideaway a Key West Nature retreat close to Smathers & 15 to Duval
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Where the Ocean Meets the Windswept is nothing like . You don't have to spend a fortune to enjoy a spacious, clean and ...
From $331 per night (USD)Expedia
- From $339 per night (USD)
VRBO
Caribbean Conch 5 Minutes to Smathers Beach & 10 minute Bike Downtown - Value
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Caribbean Conch is a fantastic rental with a great location close to the pool. This unit features an extra large floor p ...
From $339 per night (USD)VRBO
- From $598 per night (USD)
Expedia
BEST LOCATION! VILLA 3, BOAT SLIP, POOL, KAYAKS, BIKES
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
THIS PROPERTY HAS THE REQUIRED PERMITS PER MONROE COUNTY FOR VACATION RENTALS LOW FEES! NO HIDDEN FEES OR EXTRA CHARGES ...
From $598 per night (USD)Expedia
- Click For Pricing
VRBO
Close enough to Bike Ride to Mallory Square,far away to sleep during FantasyFest
- Bedrooms:
- 3
- 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 PricingVRBO
- From $192 per night (USD)
Expedia
The Trinidad by Brightwild | Pool View & Parking
- 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 t ...
From $192 per night (USD)Expedia
- From $179 per night (USD)
VRBO
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 $179 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Casa de Coco - Beautiful Ground Level Ocean Front Home.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This rental encompasses the ground-level 2-bedroom section of the residence, ensuring your exclusive occupancy of the pr ...
From $450 per night (USD)Expedia
- From $264 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 $264 per night (USD)VRBO
- From $581 per night (USD)
Expedia
Irresistible Ocean View! 335 Mariners Club Key Largo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Infinite horizons...from this third floor, luxury, three-bedroom, two and one-half bath villa! A peaceful, relaxing get ...
From $581 per night (USD)Expedia
- From $767 per night (USD)
VRBO
Beautiful Marina Villa in Mariner's Club. Best New Listing November 2021.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
3 bedroom, 3 bathroom Luxurious Villa remodeled in 2021 in the exclusive Mariner's Club of Key Largo, Florida. This prop ...
From $767 per night (USD)VRBO
- From $900 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 $900 per night (USD)Expedia
- From $250 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 $250 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Rent a Piece of Paradise, Best Location on the Island!
- Bedrooms:
- 1
- 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 $300 per night (USD)Expedia
- From $836 per night (USD)
VRBO
W09 - New Luxury Property! Breathtaking Canal Front Pool Home - Sleeps 14
- Bedrooms:
- 7
- 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 $836 per night (USD)VRBO
- From $238 per night (USD)
Expedia
Charming dog-friendly home surrounded by palm trees Close to attractions
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Barefoot Bungalow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $238 per night (USD)Expedia
- From $600 per night (USD)
VRBO
Beautiful 4 Bedroom, 3 Bath, Spacious Pool\/SPA Home with 200' wide Canal.
- Bedrooms:
- 4
- 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 $600 per night (USD)VRBO
- From $477 per night (USD)
Expedia
Airy, dog-friendly condo with pool, AC, high-speed WiFi, balcony, & hot tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise Suites - Butterfly Nest 107 Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $477 per night (USD)Expedia
- From $296 per night (USD)
VRBO
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 $296 per night (USD)VRBO
- From $280 per night (USD)
Expedia
Unique design! 3-bedroom townhouse includes studio apartment and boat dockage!
- Bedrooms:
- 3
- 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 stu ...
From $280 per night (USD)Expedia
- From $231 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 $231 per night (USD)VRBO
- From $234 per night (USD)
Expedia
Tropical Getaway in Paradise.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
3 Nite Minimum Stay! **7 day minimum for Lobster Fest, July 22-Aug. 13. ** This bright, freshly decorated, modern 2 bedr ...
From $234 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Great Location , Great Vibes
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Quiet, secluded Keys house ideal for larger groups of friends and family's. Equal distance to Marathon and Key West. ...
From $400 per night (USD)VRBO
- From $356 per night (USD)
Expedia
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 $356 per night (USD)Expedia
- From $306 per night (USD)
VRBO
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 $306 per night (USD)VRBO
- From $465 per night (USD)
Expedia
BEST LOCATION! VILLA 1, BOAT SLIP, POOL, KAYAKS, BIKES, DIRECT OCEAN ACCESS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
THIS PROPERTY HAS THE REQUIRED PERMITS FROM MONROE COUNTY FOR VACATION RENTALS. LOW FEES! NO HIDDEN FEES OR EXTRA CHAR ...
From $465 per night (USD)Expedia
- From $284 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 $284 per night (USD)VRBO
- From $465 per night (USD)
Expedia
A BANANA REPUBLIC in Old Town Key West
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
A Banana Republic Gem. This Old Town house may be the nicest property in Key West. Totally redone and professionally dec ...
From $465 per night (USD)Expedia
- From $215 per night (USD)
VRBO
Marina, Resort Pool, Tiki Bar & Restaurant, Pickleball, Beach, Waterfront & more
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
THE DAPPER DOLPIN updated coastal themed 1-bedroom, 1-bathroom condo, accommodating up to 4 guests. Featuring a complete ...
From $215 per night (USD)VRBO
- From $175 per night (USD)
Expedia
Efficient Oceanfront Condo W\/ Boat Dock, Private Balcony, & Full Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
98th Street Retreat Side B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $175 per night (USD)Expedia
- From $292 per night (USD)
VRBO
**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 30 days prior to your arrival! For a month i ...
From $292 per night (USD)VRBO
- From $481 per night (USD)
Expedia
Marina front townhouse with garage! 207 Mariners Club Key Largo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Perfectly located along the picture perfect marina front overlooking the beautifully landscaped gardens of Mariners Club ...
From $481 per night (USD)Expedia
- From $646 per night (USD)
VRBO
4 bed 4 bath - Sleeps 10! 611 Mariners Club Key Largo
- 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 $646 per night (USD)VRBO
- From $723 per night (USD)
Expedia
**THE TOASTED COCONUT @ OLD TOWN** Fully Restored + Pool + LAST KEY SERVICES…
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Throughout Ke ...
From $723 per night (USD)Expedia
- From $207 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 $207 per night (USD)VRBO
- From $489 per night (USD)
Expedia
M12 - Beautiful new construction house offering 4 bedrooms, pool and on the...
- 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 $489 per night (USD)Expedia
- From $279 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 $279 per night (USD)VRBO
- From $198 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 $198 per night (USD)Expedia
- From $523 per night (USD)
VRBO
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 $523 per night (USD)VRBO
- From $203 per night (USD)
Expedia
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 $203 per night (USD)Expedia
- Click For Pricing
VRBO
Fully Furnished Condo
- Bedrooms:
- 3
- 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 PricingVRBO
- Click For Pricing
Expedia
Fully Furnished Condo
- Bedrooms:
- 3
- 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 PricingExpedia
- Click For Pricing
VRBO
Fully Furnished Condo
- Bedrooms:
- 3
- 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 PricingVRBO
- Click For Pricing
Expedia
Fully Furnished Condo
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Large living room with water view and deck. Deck off Master Bedroom overlooking the Adams cut waterway and pool. Relax ...
Click For PricingExpedia
- Click For Pricing
VRBO
Fully Furnished Condo
- Bedrooms:
- 4
- 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 ...
Click For PricingVRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $193 per night (USD)
VRBO
The Barbados by Brightwild | Balcony & Pool View!
- 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 t ...
From $193 per night (USD)VRBO
- From $361 per night (USD)
Expedia
Immaculate oceanfront townhouse with ocean view & private beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Duck Key Retreat Villa #5105 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $361 per night (USD)Expedia
- From $286 per night (USD)
VRBO
Dog-Friendly, Waterfront Duplex with Dock, WiFi, and Private Washer\/Dryer!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Teal Macaw Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $286 per night (USD)VRBO
- From $165 per night (USD)
Expedia
**FAIRWAY TO HEAVEN @ THE GOLF CLUB** Lavish 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! ‘There’s a fe ...
From $165 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Ocean Pointes Finest Master Suite W\/ Endless Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Beautifully designed 1 bedroom 2 bath corner suite in Ocean Pointe Suites; a private gated community nestled on the Atla ...
From $250 per night (USD)VRBO
- Click For Pricing
Expedia
Modern Key Largo Waterfront Bayside Home - Dock your boat!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
WWW.MEETMEINKEYLARGO.COM Impeccable Waterfront Home in Key Largo on the bayside. This beautiful stilted home is new co ...
Click For PricingExpedia
- From $320 per night (USD)
VRBO
Atocha Cottage by Brightwild | Amazing Find!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Atocha is part of the quiet complex called "Harborwalk Hideaways," located in the Historic Seaport district of ...
From $320 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $342 per night (USD)
VRBO
Waterfront luxury Villa (42) with sunset views and boat slip
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Located in the secluded Indigo Reef Resort in Marathon, this luxury vacation rental is pure paradise. You will immerse y ...
From $342 per night (USD)VRBO
- From $424 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
Enjoy having ONLY1 neighbors directly next to you on top of being Just 6 houses from the open water. This Beautiful ful ...
From $424 per night (USD)Expedia
- From $219 per night (USD)
VRBO
Summerland Cove Paradise Waterfront Deep Water Canal
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3 Bed 2 bath Florida Keys home. In need of a serene getaway with the ocean at arms reach? This 3 bedroom, 2 bathroom hom ...
From $219 per night (USD)VRBO
- From $315 per night (USD)
Expedia
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 $315 per night (USD)Expedia
- From $351 per night (USD)
VRBO
Bright Key West House with Private Pool, Gas Grill, W\/D, Central AC, & Free WiFi
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 8
Tropical Vibes Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $351 per night (USD)VRBO
- From $553 per night (USD)
Expedia
Got stress? 409 Mariners Club has the power to restore you...
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Instantly feel the warmth of the island spirit as you enter this recently renovated and refreshed 3-bedroom, 3-bath, tri ...
From $553 per night (USD)Expedia
- From $485 per night (USD)
VRBO
Lux Key Largo Oceanfront 3 Bed \/ 3.5 Bath all suite w Private Beach & Boat Dock
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
This Oceanfront Luxury Home features 3 bedroom, 3 1/2 bath vacation home with private beach on the gulf in beautiful Key ...
From $485 per night (USD)VRBO
- From $212 per night (USD)
Expedia
Blue Water Escape 2 bed 2 bath includes Kayak and paddleboard
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
House is centrally located in Tavernier and a short boat ride to Tavernier Creek. Tavernier Creek is a gateway to fi ...
From $212 per night (USD)Expedia
- From $285 per night (USD)
VRBO
Spacious Ocean View Suite with Private Kitchen & Balcony! Pool & Beach Access!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to a tropical paradise and experience the ultimate beachfront retreat! Nestled in the heart of Key Largo, this pr ...
From $285 per night (USD)VRBO
- From $278 per night (USD)
Expedia
Nature Retreat Sailboat Escape
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
PLEASE READ! The Salty Conch is a 30ft monohull sailboat that was brought to Key Largo after sailing the Atlantic Oce ...
From $278 per night (USD)Expedia
- From $142 per night (USD)
VRBO
Atlantic Ocean Breezes, Tropical Island Sunrises, Downtown 10 minutes away
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
1800 Atlantic Condominiums Unit C433 2 Bedroom 2 full baths. Available May 1st for a 6 month rental 2022. Elegant soph ...
From $142 per night (USD)VRBO
- From $125 per night (USD)
Expedia
BOOK NOW FOR AMAZING DEALS FOR KEY WEST APRIL - SEPTEMBER $3750 A MONTH
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
You will love our piece of paradise. Our home away from home is tiled throughout. All new furnishings in 2017. Large fla ...
From $125 per night (USD)Expedia
- From $196 per night (USD)
VRBO
1 br Peaceful Ocean View Retreat in the Florida Keys!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Newly renovated ocean view condo in beautiful Tavernier, FL! Ideally situated in the Upper Keys, between Miami and Key W ...
From $196 per night (USD)VRBO
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Expedia
Marathon 2BR Deluxe resort on the water w\/ Resort Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Situated just off the historic Florida Keys Overseas Highway, The Hammocks at Marathon™ lets you and your family experie ...
Click For PricingExpedia
- Click For Pricing
VRBO
Feel The Ocean Breeze! Enjoy Family-Friendly Unit | Water Activities Awaits
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to a tropical paradise and experience the ultimate beachfront retreat! Nestled in the heart of Key Largo, this pr ...
Click For PricingVRBO
- From $989 per night (USD)
Expedia
Contra House by Brightwild | Luxury Home w\/Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: This captivating modern home with a striking exterior and vaulted ceilings makes for the perfect vacation home. ...
From $989 per night (USD)Expedia
- From $434 per night (USD)
VRBO
Island Time Hideaway at Old Town Key West Historic Seaport - 3 Blocks to Duval
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
LOCATION, LOCATION, LOCATION! Located on a picturesque Old Town street, in one of the most desirable areas of the hist ...
From $434 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Key West Cabana-Old Town Key West- Steps to Duval Street
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Key West Cabana welcomes you to our quaint 2 bedroom, 2 bathroom home with large private pool, assigned parking for 2 ca ...
From $300 per night (USD)Expedia
- From $305 per night (USD)
VRBO
Fishermen's Paradise- Private Pool, Hot Tub, Quick Access To Ocean, 60 ft Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Vacation in Paradise in our spacious (approx 1,700 sq. ft living space 3 bedroom 2 bath ground level home located in ...
From $305 per night (USD)VRBO
- From $350 per night (USD)
Expedia
Modern Nautical Townhome on Moonbay Key Largo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to a piece of paradise! This is a beautiful two-story townhouse that has been newly furnished. Upstairs you will ...
From $350 per night (USD)Expedia
- Click For Pricing
VRBO
WaterFront community in Islamorada w\/ Marina\/Pool\/Tennis!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
20% OFF FROM APRIL-JUNE!!! This 3 bed/2 bath features an open and spacious floor plan! Enjoy king beds, great sound sys ...
Click For PricingVRBO
- From $319 per night (USD)
Expedia
🌸Home(#3) BIKINI👙 BOTTOM (Partial View Property-approximately 200 ft from private beach entrance🌸
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
#3: BIKINI BOTTOM 👙Totally Private😉- Turn-Key and fully Stocked- Single Family Home 4BR/3BA with your own Heated-Coole ...
From $319 per night (USD)Expedia
- Click For Pricing
VRBO
Remodeled Townhome with Beach, Pool, Tennis and Marina!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly renovated and remodeled 1,359sf townhome at EXECUTIVE BAY CLUB in the heart of Islamorada REDUCED 20% APRIL-JUNE!! ...
Click For PricingVRBO
- From $165 per night (USD)
Expedia
Paradise 201 East Ocean Drive,Key Colony Beach 33051. Minutes to Marathon.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Competently remodeled from quartz countertops in kitchen and both full bathrooms. New doors throughout the unit with up ...
From $165 per night (USD)Expedia
- From $195 per night (USD)
VRBO
The Andros by Brightwild | 4th Floor Sunset View
- 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 t ...
From $195 per night (USD)VRBO
- From $325 per night (USD)
Expedia
Gulf side Gem, 45 ft. Dock, pool , hot tub and more
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Spacious 3 Bedrooms and 3 Baths 1,600 sq ft home overlooking a canal with a brand new dock that spans the width of the ...
From $325 per night (USD)Expedia
- From $325 per night (USD)
VRBO
DUPLEX IN DUCK KEY, 2 Bedroom \/2 Bath w\/40' Dock, Trailer Storage Incl.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unit in Duck Key next to the biggest resort in the Florida Keys! Located near stores, restaurants, delicatessen, bait an ...
From $325 per night (USD)VRBO
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Expedia
Beautiful Ocean Front View
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Oceanfront 2BD/2BA and separate 1BD/1BA pool-side overlooking the Atlantic* Enter your paradise dream home with stunni ...
Click For PricingExpedia
- From $275 per night (USD)
VRBO
Ocean view condo with balcony\/marina view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the most visited resort in the beautiful Florida Keys. Ocean Pointe is one of the most luxurious resorts in ...
From $275 per night (USD)VRBO
- From $695 per night (USD)
Expedia
Venetian Tropics weekly Pvt home w\/heated Pool, 3 bedroom \/70ft dock w\/canal
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Vacation Rental License No VR-001 WEEKLY RENTAL Located on the peaceful upper Keys, in Islamorada, this home is situat ...
From $695 per night (USD)Expedia