
Florida Keys Rentals

- From $645 per night (USD)
HomeAway
"CONCH HEAVEN" ~ Stylish 2B/2Ba, Sleeps 6 in Old Town w/Heated Cocktail Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
OLD TOWN LOCATION... A beautifully furnished and comfortable home, located a short distance from Duval Street. Have bik ...
From $645 per night (USD)HomeAway
- From $495 per night (USD)
VRBO
"CAPTAIN'S QUARTERS" ~ A Vintage Key West Retreat that is full of Charm!!
- Bedrooms:
- 3.5
- Bathrooms:
- 4
- Sleeps:
- 10
HISTORIC OLD-WORLD CHARM WITH MODERN AMENITIES AND A LAGOON-STYLE Once you step through the threshold of this Old Town ...
From $495 per night (USD)VRBO
- From $975 per night (USD)
HomeAway
Key Largo 5/5, Pool, Jacuzzi, Outdoor Kitchen, Tiki Hut, 70’ wide dock, Ocean.
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 15
This is a large 5 bed / 5 bath single family home which is located on a very quiet residential deep waterfront canal in ...
From $975 per night (USD)HomeAway
- From $245 per night (USD)
VRBO
"ATLANTIC BREEZE" ~ 2B/2BA Tropical Retreat w/ Pool, Fitness Area & Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
BEACHES ON BOTH SIDES... This two bedroom condo is close to the airport, beaches, restaurants and minutes away from Duva ...
From $245 per night (USD)VRBO
- From $745 per night (USD)
HomeAway
"SUNKISSED"~ Come Enjoy this Charming 3 Bedroom Home When Location Is Key!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
JUST OFF DUVAL... Private single family home with three bedrooms and three bathrooms. Open the rear French doors to a p ...
From $745 per night (USD)HomeAway
- From $400 per night (USD)
VRBO
Caribbean Fantazy 3bed 3bath with pool & dockage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Seven Night Minimum NO EXCEPTIONS MAX OCCUPANCY: 8 (NO MATTER THE AGE) This rule is set by the City of Key Colony's res ...
From $400 per night (USD)VRBO
- From $196 per night (USD)
HomeAway
Umbrella Drinks★Instaworthy Views★Ace Location +Free WIFI 2BR/2BA
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
**AVAILABLE AS A 1 BEDROOM- accommodating up to 4 people This beautiful one bedroom unit has been completely renovated ...
From $196 per night (USD)HomeAway
- From $221 per night (USD)
VRBO
P68 - 371 8th St in Key Colony Beach
- Bedrooms:
- 4
- Bathrooms:
- 1
- Sleeps:
- 8
This new construction duplex has it all! This beautiful home offers 3 bedrooms and 4 full bathrooms. A two story ...
From $221 per night (USD)VRBO
- From $120 per night (USD)
HomeAway
Gorgeous Sunsets from Your Balcony in Moon Bay/Walk to nearby restaurants
- Bedrooms:
- 2.5
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful condo located in Moonbay gated community with gorgeous sunsets from your private balcony. Enjoy kayaking, fis ...
From $120 per night (USD)HomeAway
- From $209 per night (USD)
VRBO
Doctors Arm waterfront home. 75 feet of dock with lots of privacy!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
-2017 construction home on a 10,000 sf lot on a 40 foot wide canal. -Please note that there is a 28 day minimum rental p ...
From $209 per night (USD)VRBO
- From $290 per night (USD)
HomeAway
Cuban Paradise- Sleeps 6 on Duval- One assigned parking space.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape the stress and cares of your daily life with a vacation to the wonderful Cuban Paradise! This roomy 2 bedroom co ...
From $290 per night (USD)HomeAway
- From $95 per night (USD)
VRBO
Sunset Oasis at Moon Bay-perfect townhouse location, bay view
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 6
Sunset Oasis is LOCATION, LOCATION, LOCATION LOCATION: Key Largo Florida, the perfect island with easy access to mainlan ...
From $95 per night (USD)VRBO
- From $154 per night (USD)
HomeAway
P10 - 111A Alynn in Marathon
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Canal Front, Marathon, Florida Escape to this luxurious paradise home designed for VIP guest. Relax and enjoy brea ...
From $154 per night (USD)HomeAway
- From $234 per night (USD)
VRBO
P51 - 751 98th St in Marathon
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Oceanside, canal front home in Marathon. This 2 bedroom, 2 bath home has been beautifully updated inside and out. ...
From $234 per night (USD)VRBO
- From $357 per night (USD)
HomeAway
P02 - 215 S Anglers in Marathon
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This 5 bedroom, 3-1/2 bath home is the ultimate in luxury! Built in true "Key West Style" with hardwood floors, tall cei ...
From $357 per night (USD)HomeAway
- From $179 per night (USD)
VRBO
P39 12399 Overseas Hwy Unit 10
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Coral Lagoon Resort and Marina welcomes you to this immaculate 3 bedroom, 2.5 bath canal front townhome! This beau ...
From $179 per night (USD)VRBO
- From $264 per night (USD)
HomeAway
P27 - 165 13th St in Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 8
This beautiful 3 bedroom, 2 bath home located in the very desirable Key Colony Beach, boasts a large open floor plan, pr ...
From $264 per night (USD)HomeAway
- From $250 per night (USD)
VRBO
Charming Craftsman Home in Key West
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy one of the most vibrant locations that Key West has to offer. The tropics meet historic craftsman charm at this ir ...
From $250 per night (USD)VRBO
- From $179 per night (USD)
HomeAway
P62 - 262 Sadowksi, KCB
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Key Colony Beach, FL Beautiful duplex in Key Colony Beach with private fenced yard and private heat optional pool. ...
From $179 per night (USD)HomeAway
- From $428 per night (USD)
VRBO
P15 - 1330 Coury Dr in Key Colony Beach
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 10
Escape to this luxurious five bedroom paradise home designed for VIP guest. Enjoy the thirty foot dock with deep canal d ...
From $428 per night (USD)VRBO
- From $125 per night (USD)
HomeAway
Tropical Breezes & Blowing Palm Trees Seaside Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Paradise awaits you in this recently renovated, 2 bedroom and 2 bathroom, large CORNER UNIT in the highly desirable comm ...
From $125 per night (USD)HomeAway
- From $125 per night (USD)
VRBO
Lazy Tortuga 2 bed 2 bath Duplex
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Seven Night Minimum, NO EXCEPTIONS. Maximum Occupancy: 4 (NO MATTER THE AGE) This is a regulation set up by Key Colony ...
From $125 per night (USD)VRBO
- From $171 per night (USD)
HomeAway
P48 - 298 116th in Marathon
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Charming two bedroom Keys Cottage. This single family, 2 bedroom 2 bath home is the perfect retreat to spend your ...
From $171 per night (USD)HomeAway
- From $345 per night (USD)
VRBO
"OFF CALL" ~ Rustic, Nautical Decor With King Master Suite & Heated Pool!
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 6
GATED COMMUNITY CLOSE TO BOATING AND GOLFING... “OFF CALL” is a beautiful townhome in the Coral Hammock community; total ...
From $345 per night (USD)VRBO
- From $171 per night (USD)
HomeAway
P63 - 250 4th Street
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 8
Offering a beautiful upscale duplex home in Key Colony Beach. Key Colony Beach is a small, friendly island with everythi ...
From $171 per night (USD)HomeAway
- From $321 per night (USD)
VRBO
P82 - 505 Corte Del Brisas
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 8
Sombrero Beach Sea-clusion awaits our guests! Get ready to create great vacation memories! Completely remodeled an ...
From $321 per night (USD)VRBO
- From $395 per night (USD)
HomeAway
"MANGO MARGARITA"~ 2 bedroom/2.5 bath close to the excitement of Duval!
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 6
LOCATION... Enjoy this convenient Old Town Location. Located a block from Duval and a short walk or bike ride to everyt ...
From $395 per night (USD)HomeAway
- From $150 per night (USD)
VRBO
'Oceanside Oasis' @ Kings Pointe: Direct Ocean Views & 3 BR'S
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Imagine waking up every morning to the sun rising over the Atlantic Ocean. That's what you will experience with this bea ...
From $150 per night (USD)VRBO
- From $100 per night (USD)
HomeAway
Great feel of a home away from home. You will enjoy a very clean and tidy house
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Guests are sure to enjoy a memorable vacation in style with a fully furnished, 3 bedroom/2 bath, custom built home that ...
From $100 per night (USD)HomeAway
- From $236 per night (USD)
VRBO
W01 - 837 97th Street
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Fantastic Ocean Side Pool Home on Easy Access Canal! This home has a seven night minimum. Newly updated 3 b ...
From $236 per night (USD)VRBO
- From $307 per night (USD)
HomeAway
P00 - 500 Corte De Luna
- Bedrooms:
- 4
- Bathrooms:
- 1
- Sleeps:
- 8
This beautiful 4 bedroom, 3.5 bath family home is located in the very desirable area of Sombrero Beach. This spectacular ...
From $307 per night (USD)HomeAway
- From $680 per night (USD)
VRBO
"TURTLE COVE" ~ Located in Desirable Casa Marina District Minutes from Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A SWEET RETREAT MINUTES AWAY FROM THE BEACH… Perfect apartment located in Old Town in the desired Casa Marina District. ...
From $680 per night (USD)VRBO
- From $314 per night (USD)
HomeAway
P50 - 208 S Anglers Dr
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 8
Enjoy the Florida Keys in this lovely 3 bedroom 2 bath canal home with a pool located minutes away from Sombrero Beach! ...
From $314 per night (USD)HomeAway
- From $157 per night (USD)
VRBO
Craig & Cindy Key West Truman Annex Shipyard Condo with a deck 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 $157 per night (USD)VRBO
- From $307 per night (USD)
HomeAway
P01 - 130 Mockingbird
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 8
Sun Lovers Paradise! If you are looking for a sun-filled oasis, look no further. This home is spectacular inside and out ...
From $307 per night (USD)HomeAway
- From $154 per night (USD)
VRBO
P11 - 111B Alynn in Marathon
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Canal Front in Marathon, Florida Escape to this luxurious paradise home designed for VIP guest. Relax and enjoy br ...
From $154 per night (USD)VRBO
- From $200 per night (USD)
HomeAway
New Listing! Beautiful Canal front , Key Deer and jacuzzi.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
-Remodeling house 3 bedroom and 3 bath. -Please note that there is a 28 minimum rental period for this property. - B ...
From $200 per night (USD)HomeAway
- From $221 per night (USD)
VRBO
P78 - 497 Sombrero Beach Rd
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 8
This charming 3 bedroom, 2 bath single family home is ideally located in the heart of Sombrero Beach and is an easy 7 mi ...
From $221 per night (USD)VRBO
- From $164 per night (USD)
HomeAway
P41 - 135 Unit 4D Coco Plum
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Off the beaten path Condo that overlooks the natural beach of Coco Plum. Enjoy unrestricted views of the beach and dail ...
From $164 per night (USD)HomeAway
- From $300 per night (USD)
VRBO
28 night minimum Key West 'Coral Hammock' - Poolside - 36 with a shared pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This minimum 28 day rental is located Coral Hammock is one of Key West gated communities. The unit has three bedrooms an ...
From $300 per night (USD)VRBO
- From $100 per night (USD)
HomeAway
Paradise Vacation For Rent
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
One bedroom one bathroom mobile home located Oceanside on beautiful Windley key in Islamorada Florida keys the sport fi ...
From $100 per night (USD)HomeAway
- From $221 per night (USD)
VRBO
P53 - 11242 First Avenue Gulf
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Rents by the Week, Jan. & March-Dec.; Rents by the Month Only in Feb. Beautifully Maintained Pool Home offering 3 ...
From $221 per night (USD)VRBO
- From $179 per night (USD)
HomeAway
P42 - 37 Indigo Reef
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Enjoy this brand new luxury gulf front townhouse in the beautiful gated community of Indigo Reef. This home featur ...
From $179 per night (USD)HomeAway
- From $193 per night (USD)
VRBO
P49 - 63 Tingler in Marathon
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
A Showplace with complete updating throughout, offering 2 bedrooms, 2 bathrooms. Just one block from Sombrero Beach. Spe ...
From $193 per night (USD)VRBO
- From $736 per night (USD)
HomeAway
P05 - 295 14th St in Key Colony Beach
- Bedrooms:
- 4
- Bathrooms:
- 1
- Sleeps:
- 10
This custom designed Mediterranean style home is nothing less than exquisite! Located in very desirable Key Colony Beach ...
From $736 per night (USD)HomeAway
- From $100 per night (USD)
VRBO
Waterview, ground floor condo with 32' boat slip in Buttonwood Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy breezy shady mornings on the terrace overlooking the water and stunning sunsets a few steps away. Buttonwood Bay o ...
From $100 per night (USD)VRBO
- From $179 per night (USD)
HomeAway
P21 - 541 8th Street
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 8
This is a beautiful 3 bedroom 3.5 bath duplex. This Mediterranean style home offers 37 feet of deep water dockage, washe ...
From $179 per night (USD)HomeAway
- From $240 per night (USD)
VRBO
@@ New Ownerss many upgrades, Tropical retreat on the ocean@@
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located overlooking the tropical courtyard and garden area. Nicely decorated two bedroom two bath unit. Newly renovated ...
From $240 per night (USD)VRBO
- From $207 per night (USD)
HomeAway
P72 - 200 10th St in Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 8
Beautiful duplex in Key Colony Beach. Each side features 4 bed/2 bath being able to house 8 occupants per side. Upon ent ...
From $207 per night (USD)HomeAway
- From $245 per night (USD)
VRBO
Gem By the Sea, Beautiful Condo in Moon Bay Key Largo
- Bedrooms:
- 2.5
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful 2 Bedroom, 1 1/2 bathroom Condo with den with futon, located in Moon Bay located in Key Largo. Property is l ...
From $245 per night (USD)VRBO
- From $156 per night (USD)
HomeAway
P31 - 230 11th St, KCB
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Luxury duplex offering 2 bedrooms, 2 bathrooms, spacious open design with great room, dining area and kitchen. The home ...
From $156 per night (USD)HomeAway
- From $179 per night (USD)
VRBO
P17 - 296 Sadowski in Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Paradise found in the tropical city of Key Colony Beach! This property was completely remodeled in 2018, post Hurricane ...
From $179 per night (USD)VRBO
- From $179 per night (USD)
HomeAway
P59 - 11340 6th Ave Ocean
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Charming 2 bedroom, 2 bath single family home on a beautiful Oceanside canal. This home has been completely updat ...
From $179 per night (USD)HomeAway
- From $1295 per night (USD)
VRBO
"BOOMERANG BOATHOUSE" ~ Relax in This Beautiful 4 Bedroom/4 Bath Location!
- Bedrooms:
- 3.5
- Bathrooms:
- 4
- Sleeps:
- 8
RETURN TO EQUANIMITY... “Boomerang Boathouse” is nestled in the peaceful neighborhood locals refer to as The Meadows. T ...
From $1295 per night (USD)VRBO
- From $300 per night (USD)
HomeAway
Ocean Views in Paradise! 5308 Ocean Pointe Suites
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
All new, fully renovated, pictures are up-to-date! We are excited to present to you this pristine and upgraded 2 bedr ...
From $300 per night (USD)HomeAway
- From $125 per night (USD)
VRBO
Sun Kissed Keys 2 bed 2.5 bath Condo with shared pool & first come dockage
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 6
Seven Night Minimum NO EXCEPTIONS. Maximum Occupancy: 6 (NO MATTER THE AGE) This is a regulation set up by The City of ...
From $125 per night (USD)VRBO
- From $350 per night (USD)
HomeAway
Pirate`s Den 3bed/2bath single family with dockage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Seven Night Minimum, NO EXCEPTIONS. Max Occupancy: 8 (NO MATTER THE AGE) This regulation is set by The City of Marathon ...
From $350 per night (USD)HomeAway
- From $200 per night (USD)
VRBO
Tropical Bayfront Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful property located on Tarpon Basin in Key Largo with 45 feet of frontage. Our house has two bedrooms and two ba ...
From $200 per night (USD)VRBO
- From $209 per night (USD)
HomeAway
3/2 canal front minutes to open ocean
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful 3/2 newly renovated all new bathrooms and furnishings. 40’ canal frontage with ocean access 2 mintues from the ...
From $209 per night (USD)HomeAway
- From $321 per night (USD)
VRBO
P74 - 23 Kyle Way in Marathon
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 8
This beautiful, waterfront home is located at the south end of Marathon, near the base of the Seven Mile Bridge, directl ...
From $321 per night (USD)VRBO
- From $428 per night (USD)
HomeAway
P5657 800 and 810 10th St, KCB
- Bedrooms:
- 4
- Bathrooms:
- 1
- Sleeps:
- 14
Twin Dolphins at Shelter Bay Great duplex in the very desirable Key Colony Beach! This well-appointed 6 bedroom, 5 ...
From $428 per night (USD)HomeAway
- From $428 per night (USD)
VRBO
P58 - 58039 Morton St
- Bedrooms:
- 4
- Bathrooms:
- 1
- Sleeps:
- 8
Grassy Key, Florida, Waterfront home GULF FRONT - Newly Remodeled! Breathtaking views! Gulf water front. Thi ...
From $428 per night (USD)VRBO
- From $140 per night (USD)
HomeAway
Sunset View in Key Largo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Are you looking for a Brand new 2017 trailer with high sealing will make you feel at home A place where you can arrive, ...
From $140 per night (USD)HomeAway
- From $550 per night (USD)
VRBO
Big Kahuna 5bed/4bath Pool House
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
7 night minimum, NO EXCEPTIONS Max Occupancy: 12 (NO MATTER THE AGE) Per the city of Marathon's rule of 2 per bedroom pl ...
From $550 per night (USD)VRBO
- From $645 per night (USD)
HomeAway
"MEMORY MAKER" ~This Property Was Featured on HGTV's show "Island Life"!
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 4
A STYLISH CARIBBEAN SURPRISE RIGHT OFF DUVAL... Private single-family home with peaceful porches totaling two bedrooms, ...
From $645 per night (USD)HomeAway
- From $264 per night (USD)
VRBO
P13 - 280 13th Street
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 8
A premier home in a premier location! This 3 bedroom, 2 bathroom home is one of a kind. An all ground level home boastin ...
From $264 per night (USD)VRBO
- From $225 per night (USD)
HomeAway
Luxury Vacation Home by the Water in Beautiful Key Largo, only 1 hour from Miami
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
House has been totally remodeled , inside and out . Property has 2 bedrooms and 2 bathrooms , air condition , fully stoc ...
From $225 per night (USD)HomeAway
- From $500 per night (USD)
VRBO
P12 - 1235 101St St Ocean
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 8
2018 brought this rare open water-front home a complete remodel and the results are fabulous! This 3 bedroom, 2.5 ...
From $500 per night (USD)VRBO
- From $264 per night (USD)
HomeAway
P26 - 295 13th Street, KCB
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This 3 bedroom, 2 bathroom home is gorgeous inside and out and is comfortably set in the highly desirable Key Colony Bea ...
From $264 per night (USD)HomeAway
- From $350 per night (USD)
VRBO
P33 - 333 Calzada de Boug
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 8
Tropical Isle - 4 bedroom home in Sombrero Beach with a private pool and amazing views! Looking for the perfect va ...
From $350 per night (USD)VRBO
- From $359 per night (USD)
HomeAway
*Searenity Beach House* - Ocean Front Home with Views of the Atlantic Ocean
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Beautiful home, facing ocean views indoors and out! The house affords breath taking views of the atlantic ocean, Snorke ...
From $359 per night (USD)HomeAway
- From $150 per night (USD)
VRBO
Stunningly decorated 2 bedroom 1.5 bath in coveted Plantation Key, Islamorada
- Bedrooms:
- 2.5
- Bathrooms:
- 2
- Sleeps:
- 5
Beautifully updated and decorated 2 bedroom, 1.5 bath in the heart of Plantation Key, Islamorada – the fishing capital o ...
From $150 per night (USD)VRBO
- From $150 per night (USD)
HomeAway
QUIESCENT 2BR CONDO W/ LUSH VIEWS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
RELAX & RECHARGE OR PLAN YOUR FAMILIES NEXT GREAT ADVENTURE AT OUR QUAINT CONDO WITH LUSH MANGROVE AND OCEAN VIEWS NESTL ...
From $150 per night (USD)HomeAway
- From $425 per night (USD)
VRBO
Ocean Front Islamorada Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Ocean Front Retreat: Come enjoy this wonderful relaxing 3 bedroom 2 bath newly renovated cozy home in the Village of Isl ...
From $425 per night (USD)VRBO
- From $680 per night (USD)
HomeAway
"SEAPORT SANCTUARY" ~ Come and Enjoy this Romantic & Lovely Couples Hideaway!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A QUIET BUNGALOW IN THE HISTORIC SEAPORT... Private one bedroom home in the heart of Old Town. A great place for a coup ...
From $680 per night (USD)HomeAway
- From $150 per night (USD)
VRBO
M18 -1998 Overseas Highway A23
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Spacious 3 bedroom 2 bathroom, second floor unit, with split floor plan. Lounge on the large screened wrap aroun ...
From $150 per night (USD)VRBO
- From $150 per night (USD)
HomeAway
Beautiful 1 bedroom apartment with a Phenomenal direct bay view 312
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This apartment has a million dollar view, the kind you have always dreamed of for a vacation of a lifetime! The apartmen ...
From $150 per night (USD)HomeAway
- From $159 per night (USD)
VRBO
Beautiful 2 bedroom upstairs home in Islamorada
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
You'll love it here! The house is on a canal lot that's right off Tavernier Creek in a quiet neighborhood that's close t ...
From $159 per night (USD)VRBO
- From $321 per night (USD)
HomeAway
P76 - 401 Sombrero Beach Road
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
This desirable Sombrero area pool home just a short walk to Sombrero Beach. There is a pathway leading from the front th ...
From $321 per night (USD)HomeAway
- From $150 per night (USD)
VRBO
Angler`s Dream 2bed 2bath Duplex w/pool & dockage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Seven Night Minimum, NO EXCEPTIONS. Max Occupancy: 6 (NO MATTER THE AGE) This regulation is set by The City of Marathon ...
From $150 per night (USD)VRBO
- From $1095 per night (USD)
HomeAway
"SPARROW'S LANDING" ~ Casual Sophistication Located in a Quiet Neighborhood!
- Bedrooms:
- 4.5
- Bathrooms:
- 3
- Sleeps:
- 6
STEP INTO PARADISE... Located in the peaceful neighborhood locals call The Meadows, this home is set away from the noise ...
From $1095 per night (USD)HomeAway
- From $250 per night (USD)
VRBO
"SUGAR SHACK" ~ 3 Bed/3 Bath Pet Friendly Townhome in Gated Community!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
PERFECT FAMILY RETREAT IN LUSH GATED COMMUNITY Enjoy this incredible family townhome in Coral Hammock’s lush community j ...
From $250 per night (USD)VRBO
- From $745 per night (USD)
HomeAway
"CAPT JACK'S HIDEAWAY" ~ Vintage Conch Cottage Located on a Quiet Lane!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
QUIET LOCATION, COMFORTABLE SPACE… Located in Old Town, this home sits on a quaint little lane. With limited homes on t ...
From $745 per night (USD)HomeAway
- From $745 per night (USD)
VRBO
"LUNA VERDE" ~ 3 Bedroom, 2 Bath in a Quiet Neighborhood Near the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
LUNA VERDE... This home is nicely situated in a quiet neighborhood just a few shorts blocks from Higgs Beach and White S ...
From $745 per night (USD)VRBO
- From $1445 per night (USD)
HomeAway
"MARGAUX'S HIDEAWAY"~ Extraordinary, luxury home in Old Town Key West!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
ESCAPE TO THIS PEACEFUL PARADISE... "Margaux's Hideaway", is a luxury vacation rental named for its ties to the famous a ...
From $1445 per night (USD)HomeAway
- From $250 per night (USD)
VRBO
"THE OLD SAPODILLA HOUSE" ~ Pet Friendly Home in Historic Bahama Village
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
PERFECT GETAWAY JUST STEPS FROM DUVAL... Private family home with poolside cottage totals three bedrooms and three full ...
From $250 per night (USD)VRBO
- From $250 per night (USD)
HomeAway
"MOJITO DREAMIN" ~ Pet Friendly 3B/3Ba Condo Near Golf Course and Restaurants
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
WELL MANICURED COMMUNITY, SHORT DISTANCE FROM KEY WEST… Enjoy this modern, coastal inspired townhome that reflects the l ...
From $250 per night (USD)HomeAway
- From $550 per night (USD)
VRBO
"ISLAND TIME" ~ Fully Renovated Conch Home in a Great Old Town Location!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
EASE INTO ISLAND TIME... Award-winning, fully-renovated 1924 traditional conch style home. Relax and watch the world pas ...
From $550 per night (USD)VRBO
- From $117 per night (USD)
HomeAway
A Secluded Key Largo Retreat- An Hour From Miami, But World's Away.
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 4
Available for three month minimum, the Sanctuary is a unique condo development that lives up to its name. A private gate ...
From $117 per night (USD)HomeAway
- From $225 per night (USD)
VRBO
Home Away From Home Keys Paradise Rental
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Stay in a 2/1 trailer with washer and dryer. Master bedroom has queen and other bedroom has a twin bed with trundle, sle ...
From $225 per night (USD)VRBO
- From $321 per night (USD)
HomeAway
P03 - 98 Ave E in Marathon
- Bedrooms:
- 3
- Bathrooms:
- 1
- Sleeps:
- 10
Spring of 2018 brought this home a complete remodel and the results are stunning! This beautiful home is located ...
From $321 per night (USD)HomeAway
- From $125 per night (USD)
VRBO
Harbor House 2bed 2bath Open water views & dockage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Seven Night Minimum, NO EXCEPTIONS. Max Occupancy: 4 (NO MATTER THE AGE) This regulation is set by The City of Marathon ...
From $125 per night (USD)VRBO
- From $759 per night (USD)
HomeAway
No Hurricane Damage 132 Anglers Reef Monthly Rental- new to rental pool DOCK
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 6
Please call me with questions. 305 . 240 . 0592 Anglers Reef had no substantial damage or flooding to the homes. They ...
From $759 per night (USD)HomeAway
- From $350 per night (USD)
VRBO
"SEAS THE DAY"~ Newly Built Townhome in Perfect Location with Community Pool!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
IMMACULATE RETREAT JUST STEPS FROM IT ALL... Beautifully designed and decorated townhouse located in the Southernmost Ca ...
From $350 per night (USD)VRBO
- From $164 per night (USD)
HomeAway
Craig & Cindy Key West Truman Annex Shipyard Condo with a deck 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 $164 per night (USD)HomeAway
- From $330 per night (USD)
VRBO
Latitude Adjustment 2bed/2bath UPDATED Duplex
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
SEVEN NIGHT MINIMUM (NO EXCEPETIONS) MAX OCCUPANCY: 4 (THIS RULE IS PER KEY COLONY’S RULE OF 1 PERSON PER 200 SQFT – NO ...
From $330 per night (USD)VRBO
- From $300 per night (USD)
HomeAway
Quiet and Serene - Deep Water Oceanside 30 Day Minimum Rental
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
kayak at house for guests use . Private two bedroom, two bath on beautiful little torch key (ocean side) on wooded c ...
From $300 per night (USD)HomeAway
- From $205 per night (USD)
VRBO
Hearts & Palms House-Quaint 3BD/3Bath Monthly Home Rental - Private Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
WELCOME TO HEARTS & PALMS HOUSE! We are complying with the directives listed on the Monroe County website. Please be ...
From $205 per night (USD)VRBO
- From $200 per night (USD)
HomeAway
Beautiful Sunsets in Key Largo House 2br 1 bth
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
**3 Miles from John Pennekamp State Park! **Snorkeling/Dive charter right outside our neighborhood! Looking to vacatio ...
From $200 per night (USD)HomeAway
- From $350 per night (USD)
VRBO
Florida Keys Paradise
- Bedrooms:
- 5.5
- Bathrooms:
- 4
- Sleeps:
- 6
Spacious vacation home on the water in the beautiful Florida Keys. Fully furnished with all amenities and many recreatio ...
From $350 per night (USD)VRBO
- From $200 per night (USD)
HomeAway
2 bedroom 2.5 bath town home in Old town Key West- Monthly Rental only
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 6
A CUT ABOVE II in OLD TOWN-PARK@YOUR DOOR Even though this is a 29 day rental-you can get together with friends or famil ...
From $200 per night (USD)HomeAway
- From $1455 per night (USD)
VRBO
"SEA LA VIE" ~Living in Complete Luxury in This Elegant Three Story Home!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
THREE STORY GRANDEUR… Located in the Casa Marina District in Old Town. This home is elegant, yet quite the tropical del ...
From $1455 per night (USD)VRBO
- From $1195 per night (USD)
HomeAway
"THE SEASHELL" ~ Classic, Luxury Old Town Gem with Private Pool & Gardens!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
CLASSIC KEY When only the best will do! The Seashell is the classic Old Town Key West home. Perfect setting for your dr ...
From $1195 per night (USD)HomeAway
- From $59 per night (USD)
VRBO
Key West-Coconut Beach Resort - Avail 11/14/20 to 11/21/20
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Book it before it's gone! 7 day rental - available from Saturday 11/14/20 to Saturday 11/21/20 only. Cozy and comforta ...
From $59 per night (USD)VRBO
- From $150 per night (USD)
HomeAway
Spanish Galleon 2bed/2bath open water view condo with shared pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
NEW PICTURES COMING SOON! UPDATED 2 bed 2 bath condo that over looks beautiful Boot Key Harbor! Enjoy watching beautiful ...
From $150 per night (USD)HomeAway
- From $190 per night (USD)
VRBO
Oceanfront Sunsets in the Florida Keys
- Bedrooms:
- 7
- Bathrooms:
- 4
- Sleeps:
- 8
FOLSOM'S FOLLY... Summerland Key, Florida Interesting architecture with breezy views of the water. All rooms beautiful ...
From $190 per night (USD)VRBO
- From $179 per night (USD)
HomeAway
P22 - 270 Sadowski in Key Colony Beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 7
CANAL FRONT Beautiful duplex in Key Colony Beach with private fenced yard and private heat optional pool. Three b ...
From $179 per night (USD)HomeAway
- From $125 per night (USD)
VRBO
Great Yearly Rental at 1800 Atlantic next available May 2021
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This property features an extra large floor plan from the popular B building at 1800 Atlantic. Enjoy the flow through br ...
From $125 per night (USD)VRBO
- From $300 per night (USD)
HomeAway
"BEACH HOUSE"~ Stunning 4B/4Ba Home with Private Pool in Truman Annex!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
PRESTIGIOUS TROPICAL RETREAT... Indulge in this spectacular two-story home situated in the premier gated community of hi ...
From $300 per night (USD)HomeAway
- From $1445 per night (USD)
VRBO
"BLUE ROOSTER" ~ Spectacular 4 Bed/4 Bath with Pool and Solarium in Old Town!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
OLD TOWN Paradise awaits in a quiet Old Town location. This four bedroom home is set on a cozy lane that is off the be ...
From $1445 per night (USD)VRBO
- From $226 per night (CAD)
HomeAway
Sunset Ocean Views In Key Largo - Florida
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the panoramic view this tropically decorated, fifth-story penthouse unit has to offer of the Atlantic Ocean and th ...
From $226 per night (CAD)HomeAway
- From $150 per night (USD)
VRBO
Closer to Cuba than Walmart - Blu
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Situated in the heart of the Cuban district, steps from arguably the best 'con leche' in Key West. This nightly rental i ...
From $150 per night (USD)VRBO
- From $200 per night (USD)
HomeAway
NEW & BEAUTIFUL HOME WATERFRONT WITH HEATED POOL AND FULL OUTDOOR KITCHEN
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Home is located just south of John Pennekamp Park. Direct ocean access. Very clean canal that you can enjoy kayaking and ...
From $200 per night (USD)HomeAway
- From $150 per night (USD)
VRBO
CONNIE'S COTTAGE - Old-world charm and elegant tropical living
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
28 Day minimum Rental: Old-world charm and elegant tropical living are waiting for you in this classic old town conch h ...
From $150 per night (USD)VRBO
- From $175 per night (USD)
HomeAway
Pink Flamingo 2bed/3bath Condo with Pool
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Seven Night Minimum, NO EXCEPTIONS. This condominium at The Reef in Marathon, Middle Keys is a true resort setting with ...
From $175 per night (USD)HomeAway
- From $125 per night (USD)
VRBO
Bring your Flip-Flops to this spacious tranquil home on a canal and bay view.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Bring your sandals!!! Tucked at the turn of a spacious waterway is this tranquil and relaxing home just perfect for anyo ...
From $125 per night (USD)VRBO
- From $160 per night (USD)
HomeAway
Paradise - updated Key Largo Waterfront home with Dock
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Make our Home your Vacation destination Don't miss out on this recently updated lovely 2 bedroom 2 bath, waterfront, poo ...
From $160 per night (USD)HomeAway
- From $1145 per night (USD)
VRBO
"SERENITY" ~ Relax in Ultimate Luxury and Comfort in Old Town Key West!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
LOCAL Spend time relaxing in Paradise in the perfect home. Serenity is a beautifully decorated, 3 bedroom home, with 3 ...
From $1145 per night (USD)VRBO
- From $428 per night (USD)
HomeAway
Super Grouper - new, lux 5BR 7BA house with pool and dock
- Bedrooms:
- 7.5
- Bathrooms:
- 5
- Sleeps:
- 10
Watch the game from the pool, read a good book in the daybed, take a quiet and private nap in the shaded hammock or spla ...
From $428 per night (USD)HomeAway
- From $167 per night (USD)
VRBO
Buttonwood Bay - Fully Remodeled - Boat Slip Available
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the beautiful gated community of Buttonwood Bay, this unit has been completely remodeled with no expenses spa ...
From $167 per night (USD)VRBO
- From $279 per night (USD)
HomeAway
Beautiful 2 bedroom 2.5 bath Condo on the water in upscale rental resort
- Bedrooms:
- 3.5
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the best, quiet condo in the Mariners Club community. The unit is a luxurious 2/2.5 condo on the oceanside are in ...
From $279 per night (USD)HomeAway
- From $75 per night (USD)
VRBO
2 Bedroom 2 1/2 Bath Condo in Key Largo, FL with Boat Slip! Sept 2021
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 6
2 Bedroom 2 1/2 Bath Condo in Key Largo, Florida with your own boat slip and Water Views from Balconies. Book for Augus ...
From $75 per night (USD)VRBO
- From $184 per night (USD)
HomeAway
Luxurious Keywest resort condominium unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the Hyatt Windward Pointe and affords beautiful Atlantic Ocean views. This unit has two-bedrooms, 1 is a mast ...
From $184 per night (USD)HomeAway
- From $140 per night (USD)
VRBO
Quaint Old Town Key West Cottage with Heated Pool and Private Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Conch Escape is a 2 bedroom 2 bath cottage situated in a private gated compound of ten homes in Old Town Key West. Thes ...
From $140 per night (USD)VRBO
- From $100 per night (USD)
HomeAway
Key Largo Condo--A bit of Tropical Paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Swim, bike, boat, jog, walk or just relax and enjoy a little bit of paradise in our tropical setting at the gated commun ...
From $100 per night (USD)HomeAway
- From $995 per night (USD)
VRBO
"SEAHORSE COVE" ~ Tropical Luxury Located In The Heart Of Old Town Key West!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
FLAWLESS SETTING, PERFECT LOCATION… Tucked away on a hidden lane right in the middle of Old Town, this luxurious private ...
From $995 per night (USD)VRBO
- From $399 per night (USD)
HomeAway
Oceanfront Resort ~ Breathtaking Sunrise *
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Ocean Pointe Suites! Come unwind in one of our tropically inspired one bedroom fully equipped suites. We ar ...
From $399 per night (USD)HomeAway
- From $190 per night (USD)
VRBO
Charming and Private
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
20 Miles from Key West and mini golf, private pool & hot tub, deluxe outdoor kitchen, outdoor shower, screened in porch ...
From $190 per night (USD)VRBO
- From $200 per night (USD)
HomeAway
Waterfront Slice of Paradise in the Florida Keys
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Bring your boat to this waterfront property in prestigious Venetian Shores. Get away to this perfectly situated 3 bedro ...
From $200 per night (USD)HomeAway
- From $159 per night (USD)
VRBO
LET THE SUN SHINE - 3/2 Tavernier Home Near Snake Creek Marina and Shopping
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover a tropical retreat at this Tavernier vacation spot. Boasting everything you'll need for the ideal Florida Keys ...
From $159 per night (USD)VRBO
- From $171 per night (USD)
HomeAway
P64 - 260 4th Street
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 8
Beautiful Bungalow Duplex in Key Colony Beach! Delight in this island paradise where the weather is beautiful year round ...
From $171 per night (USD)HomeAway
- From $321 per night (USD)
VRBO
P69 - 669 Corte Del Brisas
- Bedrooms:
- 4
- Bathrooms:
- 1
- Sleeps:
- 10
Spring of 2019 brought this home a complete remodel and the results are fabulous! This home is located in the very ...
From $321 per night (USD)VRBO
- From $286 per night (USD)
HomeAway
W04 - 209 Sombrero Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This home is a Saturday through Saturday vacation rental during peak weeks with a seven night minimum. Newer buil ...
From $286 per night (USD)HomeAway
- From $285 per night (USD)
VRBO
P60 - 201 East Bruce Court
- Bedrooms:
- 4
- Bathrooms:
- 1
- Sleeps:
- 10
Fresh and fabulous best describe this newest addition to our gorgeous gulf side community! This brand new home, a ...
From $285 per night (USD)VRBO
- From $714 per night (USD)
HomeAway
W07 - 2390 Coco Plum Dr Unit 1
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Brand new construction built in 2019. Be one of the first to stay in this luxury home. 6 Bedrooms 6.5 Bathro ...
From $714 per night (USD)HomeAway
- From $714 per night (USD)
VRBO
W09 - 2394 Coco Plum Dr Unit 3
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Brand new construction built in 2019. Be one of the first to stay in this luxury home. 6 Bedrooms 6.5 Bathro ...
From $714 per night (USD)VRBO
- From $714 per night (USD)
HomeAway
W08 - 2394 Coco Plum Dr Unit 2
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Brand new construction built in 2019. Be one of the first to stay in this luxury home. 6 Bedrooms 6.5 Bathro ...
From $714 per night (USD)HomeAway
- From $139 per night (USD)
VRBO
W05 - 122 W Bruce Court
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Light and bright canal front home on the Gulf. Plenty of dockage and fantastic views. 2 bedroom, 2 bath home with tropic ...
From $139 per night (USD)VRBO
- From $100 per night (USD)
HomeAway
Tropical Breeze & Sunsets Moon Bay Town Home
- Bedrooms:
- 3.5
- Bathrooms:
- 2
- Sleeps:
- 6
This boutique condo townhouse is kept in pristine condition and has everything you will need to make your stay feel lik ...
From $100 per night (USD)HomeAway
- From $159 per night (USD)
VRBO
Fishing Capital of the World
- Bedrooms:
- 4.5
- Bathrooms:
- 3
- Sleeps:
- 8
2450sf split level home in the heart of the Florida Keys. This home has 60' of PRIVATE deep water dockage 100 yards from ...
From $159 per night (USD)VRBO
- From $150 per night (USD)
HomeAway
Social distance, work remote (or not at all) in paradise at this beachy condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Very flexible cancellation policy. Futura Yacht Club is an exclusive private, gated resort community. Not like a hotel, ...
From $150 per night (USD)HomeAway
- From $300 per night (USD)
VRBO
Single Family Home, 3 Bedroom, 2 Bath, Pool and Electric Car, Great Value!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Private home located in New Town available for 4 week minimum rental. Beautifully landscaped yard with secure private b ...
From $300 per night (USD)VRBO
- From $400 per night (USD)
HomeAway
Key Largo Vacation Paradise-KAWAMA TOWER
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Keys are open and my condo is available for Short Term Rental. In Addition to Noted Enhanced Cleaning Procedures, UV ...
From $400 per night (USD)HomeAway
- From $375 per night (USD)
VRBO
2 Incredible Waterfront Homes - One Low Price!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Full Duplex with two 2-bedroom, 2-bath homes both with unobstructed view of the Gulf of Mexico. This is a great property ...
From $375 per night (USD)VRBO
- From $173 per night (USD)
HomeAway
Newly redone condo with spectacular 5th floor open bay view.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Clean and newly refurbished condo, with very nice accommodations. 2 Bedrooms with 2 bathroom/Showers, and also murphy be ...
From $173 per night (USD)HomeAway
- From $209 per night (USD)
VRBO
Rum And Coconuts - Coastal Living Boater's Paradise
- Bedrooms:
- 2.5
- Bathrooms:
- 4
- Sleeps:
- 6
Ocean access through Tavernier Creek is minutes away. Direct bay access for sunset cruises and backcountry fishing. 2 Be ...
From $209 per night (USD)VRBO
- From $25 per night (USD)
HomeAway
Eddie Griffiths Overnight Charters and Vacation Rentals!!!!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Its a custom built 43 ft sport fish made for overnight trips with all the comforts of home. Sleeps six and is kept in to ...
From $25 per night (USD)HomeAway
- From $150 per night (USD)
VRBO
Florida Keys Gem with Impressive Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Great renovated 1 bdrm condo with view of Boot Key Harbor. Relax on the balcony and watch the boats go by or sit on fron ...
From $150 per night (USD)VRBO
- From $250 per night (USD)
HomeAway
Absolutely Stunning 4 Bedroom, 4 Bath Pool Home With Excellent Boating!!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Spectacular Ocean Front Estate located on beautiful Summerland Key!! This large 4 bedroom 4 bath home with heated pool h ...
From $250 per night (USD)HomeAway
- From $141 per night (USD)
VRBO
New Renovation - Condo in KCB Ocean Front Complex, Private Beach - 3 night min
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Everything is newly renovated in this gorgeous private studio condo that sleeps 2 people. Kitchen is all new with modern ...
From $141 per night (USD)VRBO
- From $200 per night (USD)
HomeAway
One bedroom, one bath in Old Town with off street parking- Monthly Rental
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the White Street Gallery district, this beautiful, recently-renovated 1.5 bedroom, one bathroom condo is perf ...
From $200 per night (USD)HomeAway