Florida Keys Rentals On The Ocean
LA PLAYA
$9,500 weekly - $28,500 monthly
Mile Marker 76.5. Main House: 4 bedrooms, 3 baths, sleeps 6-8. Cottage: 3 bedrooms, 2 baths, sleeps 6-8. Jacuzzi, sandy beach, pool, dockage, fishing pier, 5 acres & 350 ft of sandy beach.
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CASA AQUA
$10,000 weekly - $30,000 monthly
Mile Marker 20 - Cudjoe Key. Main House is five bedrooms/three 1/2 luxury baths. Guest cottage is one bedroom/one bath. Heated infinity pool, sunrise, nature trail, dockage, sauna, Jacuzzi and luxuriously furnished.
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GREEN TURTLE BEACH
$8,500 weekly - $29,500 monthly, $10,200 Holidays
Mile Marker 81. Ocean front estate located on 4 acres, five bedroom/five 1/2 baths. Sleeps 10. Sandy beach and heated pool with jacuzzi. 24 hour security.
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GREEN TURTLE BEACH II
$8,500 weekly - $29,500 monthly, $10,200 Holidays
Mile Marker 81. Ocean front estate located on 4 acres, four bedrooms/four baths. Sleeps 8. Sandy beach and heated pool with jacuzzi. 24 hour security.
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SEA RANCH
$7,000 weekly - $21,000 monthly
Mile Marker 83. Cottage 1: oceanfront, one bedroom/ one bath upstairs. One bedroom/one bath downstairs with separate entrance. Sleeps 4-6.
Cottage 2: Two bedroom/one bath. Sleeps 4-8. Private beach, observing
pier, wet bar, pool table & newly
remodeled. #VR-09-132
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AGUAZUL
$5,500 weekly - $16,500 monthly
Mile Marker 88. Four bedroom/three baths. Sleeps 8. Ocean front estate, heated pool and deep water dockage. Exclusive Community. Vacation Rental License #VR-09-82.
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OCEAN TERRACE
$4,200 weekly - $12,600 monthly
Mile Marker 81.5, 3 bedrooms, 3 baths with den, sleeps 6-8, Jacuzzi/splash pool and sandy beach. Vacation Rental License #VR-09-89.
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SAIL AWAY
$3,400 weekly - $10,000 monthly, $4,000 weekly Holidays
Mile Marker 77, 3 bedrooms, 2 baths, sleeps 8-10, white sandy beach,
beautiful sunrises.
#VR-09-133
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SEA BISCUIT
$10,000 monthly
Mile Marker 74, 3 bedrooms, 3 baths, sleeps 6-8, beautiful sandy beach, sunrises, with 30' deep water dockage.
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SEASIDE BREEZES
$8,250 monthly
Mile Marker 94. Three bedrooms/two baths. Sleeps 6. Ocean front, dockage, sunrises.
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TWISTED PALMS
$13,500 monthly
Mile Marker 75. Main House is three bedroom/three baths. Sleeps 8. Guest House is one bedroom/one bath. Sleeps 4. Pool, Private Beach, Sunrise.
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THE PIER
$5,000 weekly, $12,000 monthly
MM 82.5. “Over the top” privacy at The Pier, Islamorada’s newest ocean side residence and most secluded address. Ocean front home features 4 bedrooms and 3.5 baths. Sleeps 8. Tropical hardwood floors and tasteful décor make this a comfortable island escape. Large balcony is ideal for al fresco dining and enjoying awesome sunrises. Features a tiki hut on the private sandy beach and a long pier, perfect for relaxing under the sun or stars. Amenities: Tennis courts, pool and gated privacy.
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Florida Keys Vacation Rentals On Florida Bay
NAUTICA
$18,000 monthly
Mile Marker 83. Four bedroom/four bath. Sleeps 8-10. Bayfront, pool, dockage.
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SUNSET DREAM
$9,900 monthly
Mile Marker 83. Five bedroom/three bath. Bayfront, pool and dockage.
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BAY BREEZES
$10,000 monthly
Mile Marker 74. Two bedroom/two baths upstairs. One bedroom/one bath downstairs. Bayfront, Deep Dockage & Sunsets!
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JETSON HOUSE
$3,000 monthly
Mile Marker 74. One bedroom/one bath. Sandy beach & sunsets!
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INDIAN WATERWAYS
$4,500 monthly
Mile Marker 88. Two bedroom/one bath. Sleeps 4. Bayfront with sunsets, deep dockage and boat ramp.
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LITTLE BAY
$2,400 weekly -
$7,200 monthly/unit
Mile Marker 82, duplex (up and downstairs). Each unit has 2 bedrooms, 1.5 bath, sleeps 6, basin, dockage, snorkeling. Vacation Rental License #VR-09-87,88.
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LITTLE BAY COTTAGE
$2,400 weekly - $7,200 monthly
Mile Marker 82. One bedroom/two bath with florida room. Newly remodeled. Vacation Rental License #VR-09-86.
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HIDEAWAY
$1,800 weekly - $5,500 monthly
Mile Marker 74.5, 3 bedrooms, 2 baths, sleeps 6, dock, crescent beach, sunsets. Vacation Rental License #VR-09-23.
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TREEHOUSE
$5,000 monthly rental only
Mile Marker 96, 1 bedroom, 1 bath, sleeps 4, dock, beach, and sunsets.
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OSPREY BAY
$5,000 weekly - $15,000 monthly
Mile Marker 82.7, 4 bedrooms, 3 baths, sleeps 8-10, dockage, pool, spa, sunsets.
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BONEFISH BAY HOUSE
$6,000 weekly - $20,000 monthly
Mile Marker 75. Four bedrooms/four 1/2 baths and two car garage. There are two bedrooms located on the first floor and two bedrooms located on the second floor. Sleeps up to 8.
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SNOOK COTTAGE
AT BONEFISH BAY
$5,500 weekly - $16,500 monthly
Mile Marker 75. Four bedrooms/four ½ baths and two car garage. There
are two bedrooms located on the first floor and two bedrooms located on the second
floor. Sleeps up to 8. #VR-09-59
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TARPON COTTAGE
AT BONEFISH BAY
$5,000 weekly - $15,000 monthly
Off Season: Call for rates
Mile Marker 75. Four bedrooms/four ½ baths and two car garage. There
are two bedrooms located on the first floor and two bedrooms located on the second
floor. Sleeps up to 8. #VR-09-43
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LA JOLLA
$2,500 - $3,000 weekly
$7,500 - $9,000 monthly
Three bedroom/three bath. Sleeps 6. Located in central Islamorada.
Shared pool. Within walking distance to shopping and restaurants.
Bayfront, dockage and sunsets.
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Florida Keys Condos, Townhomes & Flats
SAND PEBBLES
$4,000 monthly
Call for longer term rate
Mile Marker 80. 2 bedrooms, 2 baths, sleeps 4. Stunning sunsets from this well maintained condo. Balconies in master bedroom & living area. This friendly 16 unit complex features pool/hot tub, BBQ area, chickee hut and views, views, views!
Unit 105 - View Photos »
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OCEAN HARBOR K23
$5,000 monthly
Mile marker 88. Enjoy the oceanview from this 2 bedroom, 2 bath condo that sleeps 4 in an ocean front, gated community with many amenities to include beach, heated pool, Jacuzzi, deep water dockage.
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BAY HARBOUR
$2,250 weekly - $6,700 monthly
Mile Marker 74. 2 bedroom/ 2.5 Bath.
Pool, Tennis Courts, Luxury Tommy Bahama-Style Furnishings. Vacation Rental License #VR-09-94.
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VILLA BLEU
$2,400 monthly
Mile Marker 81, One bedroom/one bath cottage. Sleeps 2-4. Located in
the heart of Islamorada. Within walking distance to dining and shopping.
Prime Location!
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LITTLE HIBISCUS
$2,400 monthly
Mile Marker 81. One bedroom/one bath cottage. Sleeps 2-4. Located in the heart of Islamorada. Within walking distance to dining and shopping. Prime Location!
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MAISON MATECUMBE
$3,000 weekly - $9,000 monthly
Unit #301 Marker 81, 3 bedrooms, 2 baths, sleeps 6, pool, sandy beach. Vacation Rental License #VR09-112.
Unit #304 Mile Marker 81, 3 bedrooms, 3 baths, 2 stories sleeps 6, pool, sandy beach. Vacation Rental License #VR-09-112
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CAPTAINS QUARTERS
- 4 PLEX
$1,190 weekly - $4,250 monthly
Mile Marker 81. Two bedroom/one bath $4,250 monthly One bedroom/one bath $1,190 weekly - $3,250 monthly Sleeps 4-6. Dockage, Wireless Internet, New A/C.
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OCEAN POINTE
$1,200 weekly - $3,200 monthly
Mile Marker 92.5, 2 bedroom, 2 baths, sleeps 5. Amenities include: Private sandy beach, Heated Swimming pool - Jr Olympic Size, Bar/Lounge, Gated Community/Security Guard, Barbecue Grill(s), Picnic area, Internet access in public areas - complimentary, Internet access - wireless, Cafe, Spa tub, Tennis, Dockage/reservation required.
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ANGLER'S REEF VILLAGE Oceanside, Windley Key,
Islamorada
$1,800 - $4,000 weekly
$4,500 - $7,500 monthly
MM 85. Beautiful ocean and garden views from these island-style detached villas. Nestled amidst quaint streets and walking paths, their design takes inspiration from Native Conch and Key West themes. Swimming pool and deep water dockage make these an angler’s paradise and a family playground.
Unit 110: 2 king beds, 2.5 baths.
Unit 127: 1 king & 2 queen beds, 2.5 baths.
Unit 148: 2 bedrooms – 1 king & 2 queen beds, 2.5 baths. Vacation Rental Lic # VR-148
Unit 149: 2 bedrooms – 1 king & 2 queen beds, 2.5 baths. Vacation Rental Lic # VR-164
Unit 150: 1 king & 2 queen beds, 2.5 baths.
Unit 110 - View Photos »
Unit 127 - View Photos »
Unit 148 - View Photos »
Unit 149 - View Photos »
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Lagoons, Canals & Waterways In The Florida Keys
THE GATEHOUSE
$15,000 monthly
Mile Marker 74.5. Three bedroom, 2 bath upstairs. One bedroom, one bath downstairs. Pool and dockage. Sleeps 8.
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PELICAN LANDINGS
$2,000 weekly - $6,000 monthly
Mile Marker 74. Two bedroom/two baths. Sleeps 4. Lagoon front with dockage. Less than two football fields away from the Florida Bay!
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LITTLE CONCH HOUSE
$5,500 monthly
Mile Marker 87. Adorable two bedroom/two baths. 75' of dockage on large lagoon with direct access to Ocean and minutes from the Bay.
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SEA VIEW
$3,600 monthly
Mile Marker 75. One bedroom/one bath. Hot tub, deep water dockage and nicely furnished. Sleeps 2.
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PORT ANTIGUA
$9,000 monthly
Mile Marker 74. Three bedroom/three bath with game room. Sleeps 8. Deep water dockage, pool and luxuriously furnished. 3 month rental.
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BALI BAY
$3,600 weekly - $10,000 monthly
Mile Marker 74.5, 4 bedrooms, 3 baths, sleeps 8-10, heated pool and dockage. Vacation Rental License #VR-09-84.
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BAREFOOT ELEGANCE
$24,750 monthly
Mile Marker 75, 5 bedrooms, 4 baths, sleeps 10, luxurious, heated pool, deep water dockage. Boathouse with slip.
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MIN FLICKA
$6,500 monthly
Mile Marker 89. Spacious Five bedroom home, three bath home located on Plantation Key. Sleeps 10. Heated pool, deep water dockage, tiki hut and large exterior screened porch
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CANE DOC'S PLACE
$7,500 monthly
Mile Marker 91. 4 Bedrooms and 2 baths. Sleeps 8.
Located directly on Tavernier Creek with deep water dockage and easy ocean and bay access. Three story home on 1 1/2 lots. Cut-in boat slip and large boat lift. Beautiful view from family room and master bedroom. Mature landscaping, garage, gated paver driveway.
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