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Vacation Rentals

For rates and availability, please call us at 305-664-3333

For more information on any of the properties below, place a check in the box next
to the listings you are interested in and complete the form at the bottom of the page.

Jump directly to a category:
Properties Located on the Ocean
Townhomes / Flats / Condos
Properties Located on Florida Bay
Lagoons / Waterways / Canals

PROPERTIES LOCATED ON THE OCEAN

LA PLAYA
$10,000 weekly - $30,000 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.
Destination Wedding/Location
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.
GREEN TURTLE BEACH
$8,500 weekly - $29,500 monthly
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.
GREEN TURTLE BEACH II
$8,500 weekly - $29,500 monthly
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.
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.
Destination/Wedding Location
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.
COCONUT SOUTHERN
$5,000 weekly -$14,000 monthly
Mile Marker 75, Almost an acre. Quintessential beach cottage with a beach, pool and dock. A rare find! 2 bedrooms 2 bathrooms. 1 king 2 queens.
PEACEFUL PALMS
$4,750 weekly
Mile Marker 81.5, 3 bedrooms, 3 baths, sleeps 6-8, sandy beach, pool, sunrises. 4 acres. Quiet and private. Vacation Rental License #VR-09-104.
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.
SAIL AWAY
$3,400 weekly - $10,000 monthly
Mile Marker 77, 3 bedrooms, 3 baths, sleeps 8-10, white sandy beach, beautiful sunrises.
SEA BISCUIT
$10,000 monthly
Mile Marker 74, 3 bedrooms, 3 baths, sleeps 6-8, beautiful sandy beach, sunrises, with 30' deep water dockage.
SEASIDE
$8,250 monthly
Mile Marker 94. Three bedrooms/two baths. Sleeps 6. Ocean front, dockage, sunrises.
FRIENDSHIP
$18,000 monthly
Mile Marker 87.5, 5 bedroom, 4 baths, main house with cottage. Heated pool, deep water dockage.
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.
BALI HIGH
$10,000 weekly
Main house offers two master suites with a split floor plan. Adjoining children's room off one master suite. Guest house offers two guest rooms with sitting area and kitchenette. Maid's Quarters with daily maid service. 200 ft of oceanfront with 5ft controlling depth at dock.

PROPERTIES LOCATED ON FLORIDA BAY

NAUTICA
$18,000 monthly
Mile Marker 83. Four bedroom/four bath. Sleeps 8-10. Bayfront, pool, dockage.
SUNSET DREAM
$9,900 monthly
Mile Marker 83. Five bedroom/three bath. Bayfront, pool and dockage.
BAY BREEZES
$10,000 monthly
Mile Marker 74. Two bedroom/two baths upstairs. One bedroom/one bath downstairs. Bayfront, Deep Dockage & Sunsets!
JETSON HOUSE
$3,000 monthly
Mile Marker 74. One bedroom/one bath. Sandy beach & sunsets!
INDIAN WATERWAYS
$4,500 monthly
Mile Marker 88. Two bedroom/one bath. Sleeps 4. Bayfront with sunsets, deep dockage and boat ramp.
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.
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.
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.
TREEHOUSE
$5,500 monthly rental only
Mile Marker 96, 1 bedroom, 1 bath, sleeps 4, dock, beach, and sunsets.
OSPREY BAY
$5,000 weekly - $15,000 monthly
Mile Marker 82.7, 4 bedrooms, 3 baths, sleeps 8-10, dockage, pool, spa, sunsets.
SOUTH BEACH
$7,500 monthly
Mile Marker 74.5, 3 bedrooms, 2 baths, sleeps 6-8, open water, jacuzzi, dockage, beautiful sunsets.
MARLIN COTTAGE AT BONEFISH BAY
High Season (Dec.16-Apr 15): $5,000 weekly - $15,000 monthly
Off Season: Call for rates


Mile Marker 75. Four bedrooms, four ½ baths. Exquisite bay views with sunsets! Private pool, Jacuzzi, Gourmet kitchen, luxuriously furnished, sandy beach, dockage and tennis courts. Exclusive private living at its finest! Sleeps 8-10. Vacation Rental License #VR-09-59,60.
SNOOK COTTAGE AT BONEFISH BAY
High Season (Dec.16-Apr 15): $7,000 weekly - $21,000 monthly
Mid Season (Apr 16-Aug 15): $6,000 weekly - $18,000 monthly
Off Season (Aug 16-Dec 15): $5,000 weekly - $15,000 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.
STARFISH COTTAGE AT BONEFISH BAY
High Season (Dec.16-Apr 15): $7,000 weekly - $21,000 monthly
Off Season (Apr 16-Dec 15): $6,000 weekly - $18,000 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.
TARPON COTTAGE AT BONEFISH BAY
High Season (Dec.16-Apr 15): $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.

TOWNHOMES / FLATS / CONDOS

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.
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!
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!
KEY WEST - SEASONAL
OR LONG TERM!

Seasonal $2200 per month
Long Term $1200 per month
(plus utilities)
Beautiful large efficiency apartment in 'new town' Key West. Nicely furnished, new everything!
OCEAN HARBOR
$9,000/mo. monthly rental only.
Mile marker 88, 3 bedroom, 2 bath, sleeps 8, luxuriously furnished, ocean front, beach, heated pool, Jacuzzi, deep water dockage.
MAISON MATECUMBE
- #301 - ONLY 9 UNITS

$3,000 weekly - $9,000 monthly
Mile Marker 81, 3 bedrooms, 2 baths, sleeps 6, pool, sandy beach. Vacation Rental License #VR09-112.
MAISON MATECUMBE
- #304 - ONLY 9 UNITS

$3,000 weekly - $9,000 monthly
Mile Marker 81, 3 bedrooms, 3 baths, 2 stories sleeps 6, pool, sandy beach. Vacation Rental License #VR09-112.
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 4-6, ocean front, beach, heated pool, Jacuzzi, dockage, clubhouse.
SEAGULL
$1,200 weekly - $3,600 monthly
Mile Marker 90, Ocean side, 2BR - 2BA, sleeps 4-5, Oceanfront, Pool, Tennis, and Fitness Center.
THE COVE - SOUTH/NORTH
$2,400 monthly
Best priced unit on the island! Tastefully refurbished with granite & stainless on very large parcel.

LAGOONS / WATERWAYS / CANALS

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.
CAPTAINS COURT
$4,500 monthly
Mile Marker 92. Two bedrooms/two baths. Deep dockage and nicely furnished.
SEA VIEW
$3,600 monthly
Mile Marker 75. One bedroom/one bath. Hot tub, deep water dockage and nicely furnished. Sleeps 2.
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.
WHITE MARLIN
$7,500 monthly
Mile Marker 74. Three bedroom/two bath. Sleeps 8. Located on a private nature preserve and lagoon for dockage and boat ramp. Abundance of privacy . Ocean and Bay views from sundeck. Access to private beach - White Marlin Beach.
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.
BAREFOOT ELEGANCE
$24,750 monthly
Mile Marker 75, 5 bedrooms, 4 baths, sleeps 10, luxurious, heated pool, deep water dockage. Boathouse with slip.
VENETIAN CREEK
$13,500 monthly
Mile Marker 86. Two bedroom and two bath upstairs. Separate entrance to two additional bedrooms and one bath downstairs. Deep Dockage, Ocean and Bay access, pool and Jacuzzi. Sleeps 10-12.
WATERSIDE RETREAT
$7,500 monthly
Mile Marker 89, 3BR/2BA sleeps 6, Canal front - Dockage. 6 person Jacuzzi

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