loading
reading
writing
saving
searching
refresh the page.
craigslist
Vacation Rentals in Florida Keys
see also
CASA AZUL IS AN OPEN WATER 5 BEDROOM 3 BATH HOME WITH POOL AND HOT TUB
$1
Marathon, FL
Paradise Bay - 4 Bedrooms (with 2 Master Suites) & 4 Bathrooms
$1
Marathon, FL
CASA AZUL IS AN OPEN WATER 5 BEDROOM 3 BATH HOME WITH POOL AND HOT TUB
$1
Marathon, FL
Gorgeous Gulf-front home with dock, private pool & gas grill
$1
Marathon, FL
1Bed 1Bath
$70
Key West
The Lost Keys
$90
Key West
We welcome you to Calypso Corner for your next vacation!
$90
Summerland Key
Fully furnished light and airy 3 bedroom 2 bath home
$90
Ramrod Key
Have you been hunting for a turn key waterfront condo in paradise?
$90
Key Colony Beach
2Bed 2Bath
$95
Key West
True Condo by the Ocean with Ocean View, Pool & Breathtaking
$99
Key West, FL 33040
Awesome Open Water View
$100
Ramrod Key
Home, Sweet Home @ KW GOLF CLUB gated community,
$100
Key West
Key Haven Canalfront home with Dock and Pool
$100
Key West
fabulous blue waters of Duck Key Great outdoor entertaining areas
$100
Duck Key
The Perfect Place To Vacation!
$100
Summerland Key
Explore the nearby Florida Keys Offshore Islands
$100
Summerland Key
Wonderful waterfront Harbour Place condo
$100
Key West
La Casa de Luna- Steps from the Beach and Duval - Sleeps up to 4
$100
Key West, FL
Recently updated Charming Condo designed 2/2 with bonus room
$100
Islamorada
Spectacular Paradise With Heated Waterfall Pool!
$100
Key West, FL
RV LOT Florida Keys
$100
Cudjoe Key
secured entrance, private heated pool and immaculate tropical grounds
$110
Duval Street
Villas of Key West
$115
Key West
Investment co sub (1.0)
$117
Key West
Welcome to this vacation home along the first fairway
$120
Key West
Relax and Revitalize in this Stylish Island Home!
$120
Key Largo
Welcome to this vacation home along the first fairway
$120
Key West
Old Town
$120
Key West
Attention all beach bums & boaters!
$124
Key Colony Beach
Attention all beach bums & boaters!
$124
Key Colony Beach
You get the best of both worlds, boating with easy access to the Gulf or Ocean
$125
Key West
Caribbean Cottage
$130
506 VIRGINIA ST KEY WEST
Turn what's next into right now at ''Pescayo Paradise''
$130
Marathon Shores
Quiet and peaceful casa marina district
$135
Key West
Hilton Haven
$140
Key West
Walk or kayak to the new Pine Channel Nature Park
$145
Big Pine Key
Walk or kayak to the new Pine Channel Nature Park
$145
Big Pine Key
Over a double size lot with spectacular ocean views!
$145
Cudjoe Key, FL
Caribbean Cottage
$150
506 VIRGINIA ST KEY WEST
Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool
$150
1024 THOMAS ST
This is the lovely BEACH RETREAT you deserve!
$150
Marathon, FL
MINUTES FROM OCEAN WITH DEEP WATER CANAL
$150
Little Torch Key
Bottom's Up Bungalow!
$150
Key West, FL
2Bd/2Ba with Covered Porch!
$150
Spanish Main Dr #410, Cudjoe Key, FL 33042
ISLAND PERFECTION
$150
1118 CURRY LN
TIDES ON SIMONTON!!
$150
Key West, FL
Historic Old Town Getaway 1 Bedroom with Pool, Lots of Privacy
$150
Key West
nestled in the Leeward Isle Retreat'
$150
Old Town
CHARMING WATERFRONT CONCRETE home
$150
Summerland Key
2Bd Vacation Cottage- Off duval
$150
Key West
Hands Down THE Best Deal IN KEY West!
$150
Key West, FL
"TIDES ON SIMONTON" Perfectly located just off Duval and all the fun
$150
Key West, FL
SCAM WARNING BY LEGIT OWNER
$150
KEY WEST
Phenomenal water access to Bogie Channel
$150
Big Pine Key
Gorgeous CBS corner canal front home.
$155
Big Pine Key
GG Watson Sub (1.0)
$155
Key West
overlooking Summerland key Cove Park!
$155
Summerland Key
Ready To Move-in Nature Breathtaking Atlantic Ocean Views
$160
Key West
Sweet Big pine
$160
Big Pine Key
Eden Pines Colony
$160
Big Pine Key
stunning wood finished walls, sparkling quartz kitchen
$160
Washington St
Endless spectacular sunsets and water views from your large deck!
$162
Key West
Endless spectacular sunsets and water views from your large deck!
$162
Key West
ENJOY YOUR PIECE OF KEYS' PARADISE!
$165
Big Pine Key
ENJOY YOUR PIECE OF KEYS' PARADISE!
$165
Big Pine Key
Waterfront Home in Islamorada, Private Beach
$165
Islamorada
Waterfront Home in Islamorada, Private Beach
$165
Islamorada
Waterfront Home in Islamorada, Private Beach
$165
Islamorada
Enjoy a quiet morning sitting out on your expansive 12' X 24' TREX deck
$170
Marathon, FL
Rare Luxury Oceanfront Townhome in an Elegant Gated
$170
Key West
Pine Channel Estates
$170
Big Pine Key
Rare Luxury Oceanfront Townhome in an Elegant Gated
$170
Key West
Take in the beautiful Florida Keys sunrise
$170
Little Torch Key, FL
Key West Golf Club Dev (4.0)
$175
Key West
A Wonderful 2bedroom - 2bathroom Vacation rental Ocean and Harbor view
$177
Key West
Tropical landscape Home, for living the Key's Island lifestyle
$180
Key West
2 br- Angela Cottage, short to Duval Old Town with Parking + Pool
$180
Key West
BOATERS DELIGHT & SUNSET VIEWS!
$180
Big Pine Key
Old Port Cove Condo Two
$180
Key West
Old Port Cove Condo Two
$180
Key West
Hilton Haven Sec 1 A (2.0)
$185
Key West
This spacious and light filled three bedroom, three bath home.
$188
Key West
TJ1 Beach, Pool, Kitchen, Sleep 6, HotTub, W&D, Dock, BBQ, WiFi, Parking, Tennis
$190
Key Colony Beach
Caroline Street Condominium (0.5)
$195
Key West
Sunrise Shores (4.0)
$197
Key West
Located on a wonderful block if Old Town.
$197
Key West
Located on a wonderful block if Old Town.
$197
Key West
Discover a blend of historic charm and modern elegance in this wonderful Old Tow
$198
Key West
Open water Sugarloaf Key House near Key West for rent
$199
1310 Sugarloaf Blvd, Sugarloaf Key, FL
Open water Sugarloaf Key House near Key West for rent
$199
1310 Sugarloaf Blvd, Sugarloaf Key, FL
Open water Sugarloaf Key House near Key West for rent
$199
1310 Sugarloaf Blvd, Sugarloaf Key, FL
Ocean Front Open water Sugarloaf Key House near Key West for rent
$199
1310 Sugarloaf Blvd, Sugarloaf Key, FL
Open water Sugarloaf Key House near Key West for rent
$199
1310 Sugarloaf Blvd, Sugarloaf Key, FL
Key Haven 5th Add (5.0)
$200
Key West
If you want open ocean views with a clear view of Alligator Lighthouse
$200
Islamorada
Atlantic Ocean from two expansive open-air verandas.
$200
Marathon
Charming Oceanfront Home with private heated pool., Private & Breathtaking- Pool
$200
Summerland Key, FL
Atlantic Ocean from two expansive open-air verandas.
$200
Marathon
SPECIAL RATE: KEY LARGO @Kawama Tower
$210
Key Largo
A beautiful 4 bedroom / 3 bath totally renovated waterfront house
$215
Key West
South Of Eden Pines Colony
$220
Big Pine Key
Pine Channel Estates
$220
Big Pine Key
COTTAGES SAILBOATS, KAYAKS, Bikes + More
$225
KEY LARGO, FLORIDA
Easy boating access to world class fishing
$225
Cudjoe Key, FL
New Dates OPEN
$228
SUMMERLAND KEY
Sands Sub (31.0)
$230
Big Pine Key
WELCOME TO OUR HOME
$230
Keywest
Gorgeous 3BD Truman Ave with Pool-Parking OPEN
$250
Old Town Key West
Pocketing sliding glass doors from the living room open to the allurin
$250
Pine St
Tropical Elegance Off Duval ST 3B w/ Pool Parking
$250
Old Town Key West
Tropical Elegance Off Duval ST 3Br w/ Pool Parking
$250
Old Town Key West
Gorgeous 3BD Truman Ave with Pool-Parking
$250
Old Town Key West
Key West 3Bdrm At It's Best Off Duval w/ Pool-Parking
$250
Old Town Key West
CANAL-FRONT TROPICAL PARADISE
$250
Big Pine Key
3BD Location, Location Steps from Duval w/A Private Pool
$250
Old Town Key West
Tropical Elegance Off Duval ST 3B w/ Pool Parking
$250
Old Town Key West
Gorgeous 3 Bdrm Off Duval with Pool-Parking
$250
Old Town Key West
Gorgeous 3 Bdrm Off Duval with Pool and Parking
$250
Old Town Key West
Tropical Elegance Off Duval ST 3BD w/ Pool Parking
$250
Old Town Key West
3BD Location, Location, Steps from Duval w/A Private Pool
$250
Old Town Key West
Tropical Elegance Off Duval ST 3BD w/ Pool Parking
$250
Old Town Key West
3 Bed with Pool /Key West off Duval/ Patio, Parking
$250
Old Town Key West
Location, Location, Steps from Duval with A Private Pool
$250
Old Town Key West
Location, Location, Steps from Duval w/A Private Pool
$250
Old Town Key West
Key West 3 Bdrm At It's Best Off Duval w/ Pool
$250
Old Town Key West
Key West 3 Bdrm At It's Best Off Duval w/ Pool-Parking
$250
Old Town Key West
Key West 3Bdrm At It's Best Off Duval w/ Pool Parking
$250
Old Town Key West
Location, Location, Steps from Duval with A Private Pool
$250
Old Town Key West
Off Duval 3B/3Ba with Private Pool-Parking
$250
Old Town Key West
$250 / 3br - Location Steps to Duval W/ a Private Pool Patio Parking
$250
Old Town Key West
Off Duval ST 3B/3Ba with Private Pool-Parking
$250
Old Town Key West
Location, Location, Steps from Duval with Private Pool
$250
Old Town Key West
Location Steps to Duval W/ A Private Pool Patio Parking
$250
Old Town Key West
Off Duval ST 3B/3Ba with Private Pool-Parking
$250
Old Town Key West
Off Duval ST 3B/3Ba with Private Pool and Parking
$250
Old Town Key West
$250 / 3br - Location Steps to Duval W/ a Private Pool Patio Parking
$250
Old Town Key West
Location, Steps from Duval with a Private Pool and Parking
$250
Old Town Key West
Off Duval ST 3B/3B with A Private Pool-Parking
$250
Old Town Key West
OFF Duval St 3B/3Ba with A Pool-Parking
$250
Old Town Key West
3B/3Ba block from Duval with Pool, Parking
$250
Old Town Key West
Key West Truman Ave 3BD with Private Pool-Parking
$250
Old Town Key West
Key West Truman Ave with Private Pool-Parking
$250
Old Town Key West
Gorgeous 3BD Truman Ave with Pool-Parking
$250
Old Town Key West
Beautiful Conch house in Old Town Key West
$250
Elizabeth St
Key West 3 Bdrm At It's Best Off Duval w/ Pool Parking
$250
Old Town Key West
2 bedroom, 2 bath upstairs spacious unit in Truman Annex !
$250
620 Thomas St Unit 297 Key West, FL
Gorgeous 3BD Off Duval with Pool and Parking
$250
Old Town Key West
Key West 3 Bdrm At It's Best Off Duval w/ Pool
$250
Old Town Key West
Stunning Truman Ave 3BR/3Ba w Pool and Parking
$255
Old Town Key West
Stunning Truman Ave 3Br/3Bat w Pool and Parking
$255
Old Town Key West
Key West Truman Ave with Private Pool-Parking
$255
Old Town Key West
Charming Oceanfront Home with private heated pool., Private & Breathtaking- Pool
$255
Summerland Key, FL
Charming Oceanfront Home with private heated pool., Private & Breathtaking- Pool
$255
Summerland Key, FL
Stunning Truman Ave 3 bedroom with Private Pool
$255
Old Town Key West
Charming Oceanfront Home with private heated pool., Private & Breathtaking- Pool
$255
Summerland Key, FL
Charming Oceanfront Home with private heated pool., Private & Breathtaking- Pool
$255
Summerland Key, FL
Stunning Truman Ave 3B/3Ba w/ Pool and Parking
$255
Old Town Key West
Stunning Truman Ave 3B/3Ba w Pool and Parking
$255
Old Town Key West
Key West Truman Ave with Private Pool-Parking
$255
Old Town Key West
4BD / 4BA beautiful home located in the desirable Pine Channel Estates!!
$255
Big Pine Key
Stunning Truman Ave 3B/3Bat w Pool and Parking
$255
Old Town Key West
Key West Truman Ave with A Private Pool-Parking
$255
Old Town Key West
Tropical Elegance Off Duval ST 3B/3B w/ Pool
$255
Old Town Key West
Stunning Truman Ave 3B/3B w Pool and Parking
$255
Old Town Key West
Stunning Truman Ave 3B/3Ba w Pool and Parking
$255
Old Town Key West
Cutthroat Harbor Est (23.0)
$258
Summerland Key
Off Duval ST 3Br/3Ba with Private Pool-Parking
$260
Old Town Key West
3/2 Island Home with Pool on canal Tav creek.
$260
Islamorada
Presidents Lane (1.0)
$260
Key West
Beautiful POOL HOME on canal Tav creek.
$260
Islamorada.
Key West 3B/3B At It's Best Off Duval w/ Pool
$265
Old Town Key West
Oceanfront vacation rental 4th floor Islamorada
$295
Tavernier Florida
Special Vacation last of summer-Keys (Marathon, FL)r-t
$300
Marathon, FL
BEACHFRONT SUNSET Home with private heated pool., Private & Breathtaking- Pool
$300
Key West, FL 33040
Private & Breathtaking 99% oceanfront home- Executives, Families, Retirees
$315
Marathon, FL
Cudjoe Ocean Shores (23.0)
$320
Summerland Key
Key West 3 Br Gulf view, private pool home
$425
KeyWest
Harbour Place (1.0)
$480
Key West
Ventura at Boca Raton 3bed 3bath Vacation Timeshare Townhouse 7 day
$1,000
Raton
RV VACANT lot #90W in “Key by the Sea”
$1,000
Marathon, 33050
JULY 4TH WEEK IN NEW SMYRNA BEACH, FL.
$1,150
NEW SMYRNA BEACH, FL
Fantastic Getaway ,Pool & Fishing access
$1,299
Marathon,Florida Keys
RV Lot for Rent- Florida Keys
$1,300
Big Pine Key
Park and Play
$1,493
Marathon
2 bedroom, July 13 to 20, Coconut Mallory
$1,499
key west
One Bedroom/Bathroom Separate Entry
$1,500
Tavernier
Empty Lot
$1,600
55 Boca Chica Rd
Boaters Dream -LAST MINUTE DEAL /45ft dock-Kayaks
$1,690
Florida Keys, Marathon
Boaters Dream - Special /40 ft dock-Kayaks
$1,690
Florida Keys, Marathon
Fantastic Getaway ,Pool & Fishing access
$1,699
Marathon,Florida Keys
2Bdrm Adorable Cottage
$1,700
Key West
RV for sale
$1,700
Key Largo
Adorable cottage
$1,700
Key West
Florida Keys RV Lot for Rent with Ocean View
$1,800
Cudjoe Key
VACATION HOME RENTAL BOOKINGS $1290 to $2980
$1,890
Marathon
RV Lot in Gated Resort Near Key West
$1,950
Key West
Special - 4 Bedroom Tiki, Dock, Jacuzzi
$1,990
Marathon
Seaside Home 4BR Tiki, Dock, Jacuzzi
$1,990
Marathon
Lot for rent
$2,200
Key largo
Hyatt Sunset Harbor Resort
$2,450
2 Blocks from Malory Square
GALLEON, RESORT, OLD TOWN REDUCED !! 4-6-24
$2,800
KEY WEST
HAVANA HOUSE
$3,000
915 Grinnell St, Key West, FL
Charming 2 BR, 1 Ba Cottage
$3,450
Key West, FL
MAJESTIC PARADISE @ Truman Annex
$3,450
Key West, FL
Renovated 3 Bedroom Home with Private Pool!
$3,650
Key West, FL
3 Bed/3.5 Bath Home on Quaint
$3,650
Key West, FL
Elegant Cottage Near Duval
$3,750
Key West, FL
3 BDR/2BA home with 1BDR/1BA Cottage and Jacuzzi!
$3,750
Key West, FL
Chic 4BR Home & Pool
$3,850
Key West, FL
Modern Grand Home & Pool
$3,950
Key West, FL
Special May-June Seaside Home
$4,590
Ramrod Key,Florida Keys
Perfect Florida Keys Getaway
$5,500
Big Pine Key
Experience Luxury and Comfort in Marathon, FL: Book Now!
$5,800
Marathon
Your Dream Waterfront Home in Big Pine Key Awaits You!
$6,000
Big Pine Key
Unwind in Style: Experience the Ultimate Getaway at Our Tranquil 3-Bed
$7,000
Marathon
Indulge in Luxury: Discover the Ultimate Vacation Rental in Marathon
$7,500
Marathon
Special Tropical Pool Seaside Home
$7,990
Cudjoe Key,Florida Keys