Florida Keys National Marine Sanctuary Rentals
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Luxury Villa in Key Largo with Resort Privileges
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
4 Bed 4.5 Bath | 3888 SF | 3-Story Home | Multi Terrace | Oceanfront Pool | Clubhouse | Covered Parking | Playa Largo Re ...
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Luxury Villa in Key Largo with Resort Privileges
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
4 Bed 4.5 Bath | 3388 SF | 3-Story Home | Multi Terrace | Oceanfront Pool | Clubhouse | Covered Parking | Playa Largo Re ...
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Luxury Villa in Key Largo with Resort Privileges
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
3 Bed 2.5 Bath | 3318 SF | 3-Story Home | Multi Terrace | Oceanfront Pool | Clubhouse | Covered Parking | Playa Largo Re ...
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Luxury Villa in Key Largo with Resort Privileges
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
4 Bed 4.5 Bath | 3888 SF | 3-Story Home | Multi Terrace | Oceanfront Pool | Clubhouse | Covered Parking | Playa Largo Re ...
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Luxury Villa in Key Largo with Resort Privileges
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
4 Bed 4.5 Bath | 3888 SF | 3-Story Home | Multi Terrace | Oceanfront Pool | Clubhouse | Covered Parking | Playa Largo Re ...
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Luxury Villa in Key Largo with Resort Privileges
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
4 Bed 4.5 Bath | 3888 SF | 3-Story Home | Multi Terrace | Oceanfront Pool | Clubhouse | Covered Parking | Playa Largo Re ...
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Luxury Villa in Key Largo with Resort Privileges
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
4 Bed 4.5 Bath | 3888 SF | 3-Story Home | Multi Terrace | Oceanfront Pool | Clubhouse | Covered Parking | Playa Largo Re ...
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Luxury Villa in Key Largo with Resort Privileges
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 9
4 Bed 4.5 Bath | 3888 SF | 3-Story Home | Multi Terrace | Oceanfront Pool | Clubhouse | Covered Parking | Playa Largo Re ...
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From $485 per night (USD)VRBO
Happy Tingler With Pool Tiki and 100 ft of Dockage Right Next to Sombrero Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Dreaming of the beach? Look no further...located in the small subdivision just a couple of blocks from Sombrero beach, ...
From $485 per night (USD)VRBO
From $890 per night (USD)VRBO
Tropical Shores | Sublime resort-style retreat with 3 bed\/3.5 baths
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to paradise at this secluded resort-style retreat nestled on serene Big Pine Key. Spanning over 3 acres, this ope ...
From $890 per night (USD)VRBO
From $302 per night (USD)VRBO
**MODERN MAJESTY @ THE ANNEX** Oceanside 3BR\/3.5BA Condo & Pool + LAST KEY SERVI
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! MODERN MAJEST ...
From $302 per night (USD)VRBO
From $389 per night (USD)Expedia
P08 - Beautiful 4 bedroom, 3 bathroom half Duplex in Key Colony with private...
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This lovely two story half duplex in Key Colony Beach offers 4 bedrooms, 3 bathrooms and abundant living space on both l ...
From $389 per night (USD)Expedia
From $336 per night (USD)VRBO
Brand New '23 Canal Home - 3BR\/3BA, Sleeps 8, with Pool, 50' Dock, & Cabana Club
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our brand new (SEPTEMBER 2023), thoughtfully curated Key Colony Beach canal front home! Each side of the dupl ...
From $336 per night (USD)VRBO
From $270 per night (USD)Expedia
Bayside Condo with Pool and Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly updated, beachy inspired, 2 bedroom, 2 bathroom condo next to pool and marina. Unit comes complete with all the a ...
From $270 per night (USD)Expedia
From $510 per night (USD)VRBO
Impressive 4\/4 waterfront family\/pet friendly home in beautiful Duck Key FL.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy this Cape Cod-style beautiful and cozy two-story waterfront home with two separate living areas and two separate s ...
From $510 per night (USD)VRBO
From $293 per night (USD)Expedia
The Elizabeth #1 Suite | 1 Bed, 1 Bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We are pleased to introduce The Fleming Suite at The Bayview House , a 1-bedroom, 1-bathroom nightly rental. Located in ...
From $293 per night (USD)Expedia
From $345 per night (USD)VRBO
The Fleming #3 Suite | 1 Bed, 1 Bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We are pleased to introduce The Fleming Suite at The Bayview House , a 1-bedroom, 1-bathroom nightly rental. Located in ...
From $345 per night (USD)VRBO
From $242 per night (USD)Expedia
New Listing-Golf Course Charmer!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
As you make your way into The Sweet Tee, an immediate sense of relaxation and vacation mode envelops you. The carefully ...
From $242 per night (USD)Expedia
From $250 per night (USD)VRBO
Beautiful spacious completely remodeled townhouse in Key Largo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to paradise in this beautiful 3 bedroom 3 bathroom Corner unit townhouse. The master bedroom has a king bed with ...
From $250 per night (USD)VRBO
From $182 per night (USD)Expedia
Tropical Paradise in Marathon Key-minutes from Sombrero beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautiful condo located in the heart of Marathon Key! 5 minutes to Sombrero beach which has a playground, bbq grills, an ...
From $182 per night (USD)Expedia
From $300 per night (USD)VRBO
Private & Haven-ly pool home on boating canal
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
About this space This Haven-ly Marina home is a picture perfect Keys escape. The 2 bed/2 bath main home and 1/1 casita i ...
From $300 per night (USD)VRBO
From $352 per night (USD)Expedia
Southern Skies, Stylish Home in Old Town Key West
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
About this space Experience the paradise of Southern Skies, an elegant 3 bedroom and 2.5 bath home nestled in the heart ...
From $352 per night (USD)Expedia
From $851 per night (USD)VRBO
4 Bed 5 Bath 75ftDock DeepWater Canal Private SaltWater Heated Pool Kayaks Bikes
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Luxury at its BEST! Whether its Dining Fishing Sunning or Shopping that floats your boat you can "Expect the BEST and t ...
From $851 per night (USD)VRBO
From $259 per night (USD)Expedia
Speakeasy Inn -Room 1B-1 Queen Bed
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Speakeasy Inn is a quaint guesthouse located in an historic Key West conch style house. It is situated on upper Duva ...
From $259 per night (USD)Expedia
From $400 per night (USD)VRBO
Large Estate Modern Home on The Water with Great Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
LARGE 4 BEDROOMS 3 BATHROOMS IN KEY LARGO ON THE WATER, MODERN HOME ALL GATED, ELECTRIC GATE, EV READY, 4 STORY HOME WIT ...
From $400 per night (USD)VRBO
From $262 per night (USD)Expedia
Largo Sound Casita Su
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Summary: *NEW Listing* This is a 2 story building right next to John Pennekamp Coral Reef State Park. Beautiful water vi ...
From $262 per night (USD)Expedia
From $400 per night (USD)VRBO
Large Estate Modern Home on The Water with Great Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
LARGE 4 BEDROOMS 3 BATHROOMS HOME IN KEY LARGO ON THE WATER, MODERN HOME ALL GATED, ELECTRIC GATE, EV READY, TWO MASTER ...
From $400 per night (USD)VRBO
From $456 per night (USD)VRBO
Starr's Suite - 2 person K Suite w\/Private Spa!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Starr's Suite features a King Pillow-Top Memory Foam mattress. Renovated in 2010, it features a tumbled marble shower, ...
From $456 per night (USD)VRBO
From $247 per night (USD)VRBO
**KESTRAL KOVE @ THE GOLF CLUB** Townhome w\/ Community Pool + LAST KEY SERVICES…
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
FLEXIBLE, NO-FEE CANCELLATION INCLUDED: Rentals are 100% Refundable until 30 days prior to your arrival! Dreaming of va ...
From $247 per night (USD)VRBO
From $1840 per night (USD)Expedia
Bumpa's Big House - Bring the Grandkids!
- Bedrooms:
- 13
- Bathrooms:
- 10
- Sleeps:
- 22
Escape to the epitome of luxury at Bumpa's Big House. This exquisite retreat accommodates gatherings of up to 22 guests, ...
From $1840 per night (USD)Expedia
From $300 per night (USD)VRBO
FISHERMANS DREAM HOUSE
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Bring your boats to this amazing house with 180ft. of seawall secluded on a corner lot. Boat ramp minutes away. Ice make ...
From $300 per night (USD)VRBO
From $325 per night (USD)Expedia
Dolphin Retreat-3 bedroom 2 Bath Marathon Home w Private Pool & 60 foot Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Have you been dreaming of a sun-soaked Florida Keys getaway with ample space for your whole family? Turn those dreams in ...
From $325 per night (USD)Expedia
From $275 per night (USD)VRBO
Bimini Breeze in Cudjoe Key
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your dream vacation destination! This beautifully updated and remodeled 2-bedroom, 1-bathroom rental property ...
From $275 per night (USD)VRBO
From $299 per night (USD)Expedia
The Speakeasy Inn - Room 1A (1 Queen Bed & 1 Single Bed)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Speakeasy Inn is a quaint guesthouse located in an historic Key West conch style house. It is situated on upper Duva ...
From $299 per night (USD)Expedia
From $259 per night (USD)VRBO
Room 2 (1 Queen Bed & Single Sleeper Sofa)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Speakeasy Inn is a quaint guesthouse located in an historic Key West conch style house. It is situated on upper Duva ...
From $259 per night (USD)VRBO
From $131 per night (USD)Expedia
Breezy Key West 1st-Floor Condo w\/ Community Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience your next seaside vacation in style at this 2-bedroom, 2-bathroom Key West vacation rental. This 1st-floor co ...
From $131 per night (USD)Expedia
From $280 per night (USD)VRBO
HotTub Hideaway! PoolTable& More
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome To Your HotTub Hideaway! PRIVATE, SECLUDED, INTIMATE AREA (JACUZZI, PUTT-PUTT, BBQ, CORNHOLE, PRIVATE BAR, POOL ...
From $280 per night (USD)VRBO
From $270 per night (USD)VRBO
Our Florida Keys \"Sea-Cove\"! Canal front, Boat dockage, Pool, Private!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Make our happy place, your happy place! Escape to this canal front retreat and leave your worries behind. This 2-bedr ...
From $270 per night (USD)VRBO
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Paradise Palace 3\/3 Waterfront Pool Kayak 70' Dock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Close to restaurants and dining, parks, and great views. You’ll love my home because of the peaceful atmosphere, sitting ...
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From $821 per night (USD)Expedia
Sandy Beach Cove🏝️🏖️ Private Beach Home and Cottage Compound with Dock
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Relax , Enjoy and Indulge yourself with Family and friends on this Over Half Acre Private Ocean Beach Oasis 🏝️🏖️ with ...
From $821 per night (USD)Expedia
From $300 per night (USD)VRBO
Keys To The Kingdom! Private Oceanfront Retreat with Beach and Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
There's no better place to experience the magic of the Florida Keys than this bright and remodeled three-bedroom getaway ...
From $300 per night (USD)VRBO
From $151 per night (USD)Expedia
Radiant waterfront retreat with remarkable views, patio, tennis court, & grill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Tollgate Tides Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $151 per night (USD)Expedia
From $349 per night (USD)VRBO
SIGNIFICANTLY DISCOUNTED!! 45' Sea Ray Yacht Located in 5 Star Resort!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
You and your guests will have exclusive use of this 45 ft yacht all to yourselves. The yacht stays docked, the entire re ...
From $349 per night (USD)VRBO
From $281 per night (USD)Expedia
Islamorada waterfront villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Resort Style Venetian Shores Home with 70 ft Dock on a 100 foot wide canal Completely remodeled. Two Bedrooms with King ...
From $281 per night (USD)Expedia
From $675 per night (USD)VRBO
Waterfront Captain House with Boat Basin & Ramp!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with boat basin for your boat. The property ...
From $675 per night (USD)VRBO
From $199 per night (USD)Expedia
Your Happy Place - gorgeous 2 bed 2 bath oceanfront suite with full kitchen
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Experience the ultimate coastal getaway at Ocean Point in Tavernier, Florida. Nestled along the stunning shores of the A ...
From $199 per night (USD)Expedia
From $414 per night (USD)VRBO
Seeking Paradise in the Keys? Dock for 35’ boat and pool & beach access included
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This waterfront home has a cozy coastal feel with a master bathroom that has a king bed and a full bath. The second bed ...
From $414 per night (USD)VRBO
From $240 per night (USD)Expedia
**THE OSPREY'S NEST @ SUNRISE SUITES** Condo & Pool + 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! Want to be in ...
From $240 per night (USD)Expedia
From $807 per night (USD)VRBO
Brand New Luxury 5 Bedroom Oceanfront Home w\/Pool, 38' Boat Slip, Prime Location
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Emerald Oasis, a premier retreat in the heart of the Florida Keys! Experience luxury and comfort in a brand- ...
From $807 per night (USD)VRBO
From $239 per night (USD)Expedia
Sunny Key Largo Home w\/ Golf Cart & Kayaks
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Sunny skies, balmy breezes, and crisp cocktails await at this tropical 4-bed, 4-bath oasis in the Florida Keys. Make use ...
From $239 per night (USD)Expedia
From $300 per night (USD)VRBO
3BR Oasis, Key Largo - Central Paradise Location
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Cozy and Great Remodeled 3/3 House in the heart of Key Largo! Enjoy this beautiful destination near world class fishing, ...
From $300 per night (USD)VRBO
From $250 per night (USD)Expedia
Lower Keys Home getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 30
This lovely 2 bedroom is close to many popular restaurants and is only 35 min from key west. Very close to several boat ...
From $250 per night (USD)Expedia
From $279 per night (USD)VRBO
P76 - Meticulous 2 bed, 2 bath home with stunning open water views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Seaside Serenity! This spacious 2 bedroom, 2 bathroom, open waterfront home is located at the south end of ...
From $279 per night (USD)VRBO
From $350 per night (USD)Expedia
Islamorada Home on Canal with Private Beach Access\n\/ 4 bedroom 3 bath
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
This luxurious 4 bedroom, 3 bathroom house offers exceptional opportunity to experience the Florida keys in style with i ...
From $350 per night (USD)Expedia
From $280 per night (USD)VRBO
Cozy Corner 2A
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This family friendly neighbor is peaceful and relaxing, very close to many restaurants and also 35 min from key west. Th ...
From $280 per night (USD)VRBO
From $800 per night (USD)Expedia
New! Windrose House by Brightwild | Pool
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Summary: Welcome to Key Haven Estates! The Windrose is one of four newly designed homes on the exclusive island of Key H ...
From $800 per night (USD)Expedia
From $95 per night (USD)VRBO
RV by the Sea - Glamping in the Keys - Sleeps 6
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Create unique experiences and memories at this rare property nestled in the heart of Key Largo in a peaceful, quiet 40 a ...
From $95 per night (USD)VRBO
From $219 per night (USD)Expedia
Steps to the Ocean & Heated Pool
- Bedrooms:
- 4
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to paradise in a new 1 bed/2 bath centrally located in Marathon. Our condo is steps away from open ocean views, w ...
From $219 per night (USD)Expedia
From $221 per night (USD)VRBO
Gated Oceanfront Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy your tropical getaway at this condo, within the gated, newly built, Ocean Isles Fishing Village, centrally located ...
From $221 per night (USD)VRBO
From $221 per night (USD)Expedia
Oceanfront Getaway in Marathon!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy your tropical getaway at this condo, within the gated, newly built, Ocean Isles Fishing Village, centrally located ...
From $221 per night (USD)Expedia
From $250 per night (USD)VRBO
Keys paradise
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Casa Mar is an beautiful 3 bedroom home nestled among tropical foliage. There are three bedrooms and two baths on the h ...
From $250 per night (USD)VRBO
From $362 per night (USD)Expedia
Vista Del Mar ~ Private Pool Home with Open Ocean Views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Vista Del Mar Introducing Vista Del Mar, a luxurious retreat in the Florida Keys with three bedrooms and three en-suite ...
From $362 per night (USD)Expedia
From $463 per night (USD)VRBO
Sunset Serenade - Private Island Key West
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
The first time you arrive to Key West everything indicates that you’ve reached the last tropical island along the ribbon ...
From $463 per night (USD)VRBO
From $348 per night (USD)Expedia
Coastal house in the Florida Keys with pool in a private area.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Fresh Coastal House at the Florida Keys. Enjoy a slice of paradise at Key Largo, Florida. Located in a quiet dead-end s ...
From $348 per night (USD)Expedia
From $500 per night (USD)VRBO
BE AS YOU ARE - 3 Bedroom \/ 3 Bathroom - Mid Town KEY WEST w\/ POOL
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Elegantly renovated and furnished with guest comfort and enjoyment in mind we would like to welcome you to “Be as you ar ...
From $500 per night (USD)VRBO
From $200 per night (USD)Expedia
Discover Your Bliss. Your Tropical Waterfront Paradise Awaits!\"
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Embrace the waterfront lifestyle with a spacious and well-maintained 2-bed/2-bath canal front home with direct ocean acc ...
From $200 per night (USD)Expedia
From $135 per night (USD)VRBO
Sunny FL keys home on a canal! Boaters paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Updated and fully furnished 2 bedroom 2 bath home on a canal with direct ocean access. 40 ft dock available for boaters ...
From $135 per night (USD)VRBO
Click For PricingVRBO
Hyatt Residence Club, Beach House, Two Bedroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A tropical getaway in classic Key West style Escape to a Florida destination renowned for its hospitality and relaxed ...
Click For PricingVRBO
From $194 per night (USD)VRBO
Waterfront charmer with plunge pool, covered patio, and bikes - dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Casa Bonito Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $194 per night (USD)VRBO
Click For PricingExpedia
Coconut Mallory Resort in Key West - 2 Bedroom Condo\/Marina\/Gumbos Bar & Grill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Coconut Mallory Resort and Marina in Key West 2 Bedroom 2 Bath Condo partial fantasy fest 10/28/23 - 11/4-23 (Saturday t ...
Click For PricingExpedia
From $155 per night (USD)VRBO
Fully updated Keys home with pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
A true Key's paradise awaits you at this fully updated 4 bedroom/4 bathroom home, just one block from the exclusive priv ...
From $155 per night (USD)VRBO
From $138 per night (USD)Expedia
Exec Bay townhouse w\/heated pool, marina, beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Come and experience the beauty and tranquility of the Florida Keys at Executive Bay Club! Enjoy gorgeous views from this ...
From $138 per night (USD)Expedia
From $552 per night (USD)VRBO
Grand waterfront estate with 220’ dock, heated pool, & outdoor kitchen
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Casa Del Lago Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $552 per night (USD)VRBO
From $340 per night (USD)Expedia
Canal-front home with private dock, hot tub, water views, kayaks, & deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Two J’s Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $340 per night (USD)Expedia
From $180 per night (USD)VRBO
Bayfront Paradise! Home right on the bay with EPIC unobstructed sunset views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our paradise! Our cozy home is right on the bay with gorgeous sunsets right from the dock. The home comes wit ...
From $180 per night (USD)VRBO
From $877 per night (USD)Expedia
Islamorada Keys Waterfront .Pool Luxury Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Waterfront Islamorada 4 bedroom 3 bathroom home on the absolute best Waterfront Deep Water Canal w direct ocean access. ...
From $877 per night (USD)Expedia
From $166 per night (USD)VRBO
Poolside tropical paradise in Key West! The Salty Conch
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
The Salty Conch is tucked away in the gated community of The Key West Golf Club with 24/7 security for your peace of min ...
From $166 per night (USD)VRBO
From $287 per night (USD)Expedia
Craig & Cindy Key West Truman Annex Shipyard Condo with balcony at Mile Marker 0
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Partial list of rental amenities at Craig & Cindy's Truman Annex Shipyard Condos include: 2 bedrooms 1 bath {queen and ...
From $287 per night (USD)Expedia
From $3750 per night (USD)VRBO
Barefoot Key - Key Largo, Florida
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 14
Looking to rent a private, boutique hotel for your family and friends? Look no further… Welcome to the Barefoot Key and ...
From $3750 per night (USD)VRBO
From $934 per night (USD)Expedia
The Villa by the Bay Unit #2
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Enjoy a beautiful experience in the heart of Islamorada, the fishing capital of the world! Coral Cove is a gated small c ...
From $934 per night (USD)Expedia
From $183 per night (USD)VRBO
Kampground Paradise w\/ Kayaks, Heated Pool, Marina!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy the ocean just steps away from Life in Paradise! This hidden gem is located in the community of Key Largo Kampgrou ...
From $183 per night (USD)VRBO
From $295 per night (USD)Expedia
Beautiful vacation home by the ocean to have fun with family and friends.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This beautiful Waterfront property with direct access to the Atlantic Ocean will offer you a memorable and beautiful vac ...
From $295 per night (USD)Expedia
From $375 per night (USD)VRBO
Our Piece of Paradise-
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your ideal Key West getaway! Perfect for families and ideally situated between Old Town, New Town, and Duval ...
From $375 per night (USD)VRBO
From $221 per night (USD)Expedia
P36 - Charming and immaculate 2 Bedroom, 2 bathroom stilted, half duplex with...
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Charming and immaculate 2 Bedroom, 2 bathroom stilted, half duplex offering deep-water dockage and private pool. Located ...
From $221 per night (USD)Expedia
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Our Little piece of Paradise
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
New Modern beach cottage located in a peaceful, quiet and private gated/waterfront community at the tip of the Florida K ...
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From $272 per night (USD)Expedia
Midnight Cowboy by AvantStay | 3 Artistic Spaces
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
*Please note that this home is available for 28+ night stays only.* Midnight Cowboy is a one-of-a-kind Key West escape ...
From $272 per night (USD)Expedia
From $132 per night (USD)VRBO
Monkey House by AvantStay | Pool, by Duval Street
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
*Please note that this home is available for 28+ night stays only.* Monkey House is a two-bedroom Key West escape that ...
From $132 per night (USD)VRBO
From $140 per night (USD)Expedia
Tennessee Williams by AvantStay | Funky Design + Pool
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
*Please note that this home is available for 28+ night stays only.* Tennessee Williams is a one-of-a-kind Key West esca ...
From $140 per night (USD)Expedia
From $279 per night (USD)VRBO
Speakeasy Inn - 1C (1 Queen Bed & Sleeper Sofa)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Speakeasy Inn is a quaint guesthouse located in an historic Key West conch style house. It is situated on upper Duva ...
From $279 per night (USD)VRBO
From $289 per night (USD)Expedia
Speakeasy Inn - Room 1A (1 Queen Bed & 1 Single Sleeper Sofa)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Speakeasy Inn is a quaint guesthouse located in an historic Key West conch style house. It is situated on upper Duva ...
From $289 per night (USD)Expedia
From $135 per night (USD)VRBO
Little piece of Paradise in Key Largo!! \nThat you will absolutely love!!\n
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This cozy 2-bedroom, 1-bath home invites you to experience the stunning Key Largo weather and its picturesque surroundin ...
From $135 per night (USD)VRBO
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Beautiful Waterfront Townhome in Islamorada with Boat Slip
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Cozily furnished bayside townhome & boat slip (option to rent), located in desirable 'Futura Yacht Club' gated community ...
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From $360 per night (USD)VRBO
Rum Cay\/ 2 bedroom 2 bath Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Rum Cay offers a quiet alternative to the downtown area of Key West. Located a short 10-minute ride away from the nightl ...
From $360 per night (USD)VRBO
From $460 per night (USD)Expedia
Sale! Bayfront, Private Pool Home, 110’ Dock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Turtle Cove Escape: located on Marathon is a 3 bedroom 2 bath single family Private House, Private Pool 3 Bedrooms 2 ful ...
From $460 per night (USD)Expedia
From $351 per night (USD)VRBO
Sale! Game Room, Priv Hot Tub, Dock, Tiki Hut!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
* Pool & Tiki are expected to be completed by Summer 2024! Experience the ultimate “keezy” getaway at "Sea You Soon". Th ...
From $351 per night (USD)VRBO
From $189 per night (USD)Expedia
Oceanfront Gated Community \/ Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Oceanfront Luxury gated townhome community on seven acres. Resort amenities include large elevated pool with fabulous oc ...
From $189 per night (USD)Expedia
From $357 per night (USD)VRBO
Ocean Front Condo in Key Largo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a recently renovated 2 bedroom, 2 bathroom, oceanfront condo. It is bright, cheerful and has an tropical beach t ...
From $357 per night (USD)VRBO
From $300 per night (USD)VRBO
Seaside charm w\/heated pool and ocean view
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Step into a world of understated elegance in the Coco Plum area of Marathon, FL. Our newly renovated 1BR condo is an inv ...
From $300 per night (USD)VRBO
From $356 per night (USD)VRBO
1st year for this gorgeous 4Bd 4Ba all ensuite, 2 parking spots, backyard oasis!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Moveable Feast, a new monthly vacation rental in the heart of Bahama Village that sleeps 10 comfortably. Loca ...
From $356 per night (USD)VRBO
From $136 per night (USD)Expedia
Old Town Key West Home w\/ Deck < 1 Mi to Duval St!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Ensure your next stop in Key West includes easy access to all of the island’s most iconic attractions when you book this ...
From $136 per night (USD)Expedia