Boat Friendly, Luxury in Florida

Anna Belle - Waterfront Luxury Home: North End wDock, Pool, Spa, Screened Lanai, Free WiFi
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 8
Ground level living, 3 bedrooms, 2 baths, sleeps 8. Private Home with Waterfront Dock, Pool, Hot Tub, Wifi
From $290 /Night
Summerland Beach-Boat Lift 120' of seawall for your large or small boat
Florida Keys > Lower Keys Area > Summerland Key
House , Bedroom(s): 4 , Sleeps: 8
4 Bedroom, 4 1/2 Bath Pool Home With Boatlift and 120' of Seawall for Large or Small Boats
From $13,000 /Month
Privacy On Sombrero Beach With Heated Pool, Deep Water Dock, Ocean View
Florida Keys > Marathon Area > Marathon
House , Bedroom(s): 5 , Sleeps: 12
Located on Sombrero Beach area of Marathon, just 50 min from Key West is our Florida Keys
From $3,500 /Week
New Build-4 bd3 bath-Private pool & dock-Paradise Found!
OFFER
New Build-4 bd3 bath-Private pool & dock-Paradise Found!
Florida Keys > Marathon Area > Marathon
House , Bedroom(s): 4 , Sleeps: 10
4 Bds/3 baths/Heated Pool/Dock/Canal Way/Sombrero Beach
From $457 /Night

OFFER Paradise Found!

Special offer period: May 30, 2020 - Aug 31, 2020

Bahia Azul - Private Sandy Beach - Florida Keys Monthly Vacation Rental
Florida Keys > Lower Keys Area > Ramrod Key
House , Bedroom(s): 4 , Sleeps: 8
Bahia Azul, "Bay of Blue" is exactly the perfect spot for your next Florida Keys adventure.This home is a monthly rental only!
From $7,400 /Month
Salty Retreat- Florida Keys Monthly Vacation Rental with Tiki Hut, Pool and Dock
Florida Keys > Lower Keys Area > Summerland Key
House , Bedroom(s): 3 , Sleeps: 8
Come live the Salt Life at Salty Retreat! Stay at this luxury pool home on Summerland Key with tiki hut and dock This rental is a monthly rental.
From $12,500 /Month
Bay Pointe- Florida Keys Monthly Vacation Rental
Florida Keys > Lower Keys Area > Sugarloaf Key
House , Bedroom(s): 3 , Sleeps: 6
Tropical seclusion and privacy at its very best. This rental is a monthly vacation rental only!
From $4,600 /Month
Sea Life Happy - Heated Pool Spa Dock Waterfront Steps to Beaches - Pine Ave
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
Minimum stay: 7-nights Sleeps: 8 maximum Bedrooms: 4 Bathrooms: 3 Private Home Waterfront Dock Hot Tub Wifi Internet No Pets
From $2,475 /Week
EMAIL WITHIN FOR ALL INQUIRES DIRECT OCEANFRONT JEWEL,Heated Salt  Pool,70Ft Doc
OFFER
EMAIL WITHIN FOR ALL INQUIRES DIRECT OCEANFRONT JEWEL,Heated Salt Pool,70Ft Doc
Florida Keys > Islamorada Area > Islamorada
House , Bedroom(s): 4 , Sleeps: 12
House, 4 Bedrooms, 3 Baths, (Sleeps 2-12), Heated salt water pool. 70+ ft deep water dock, Screened in upper porch, lower outside bar with tv and bbq.
From $400 /Night

OFFER Special Summer and Fall rates

Special offer period: Jun 1, 2020 - Dec 19, 2020

SIESTA KEY CONDO-DIRECT OCEAN FRONT, 8TH FLOOR, LUXURY, SPACIOUS, BEST VIEW
OFFER
SIESTA KEY CONDO-DIRECT OCEAN FRONT, 8TH FLOOR, LUXURY, SPACIOUS, BEST VIEW
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 4
2 bedroom, 2 bath, 8th floor, beautiful furniture and accessories, well-appointed condo directly overlooking the ocean on Siesta Key. Min 2 weeks stay required.
From $1,200 /Week

OFFER SPECIAL OFFER! $100 OFF PER WEEK off our already low discounted rates - 2 week minimum. $1200 per week; $2400 for the 2 week minimum stay. Come enjoy Paradise in our beautiful, immaculate and spacious condo directly facing the ocean and beach in Siesta Key. Transport yourself to another "world" where you can totally relax and let the stresses of the day melt away.

Special offer period: Jul 1, 2020 - Jul 15, 2020

Luxury 2400 sq ft 6th floor condo with private access to Crescent Beach
South West FL > Siesta Key
Condo , Bedroom(s): 3 , Sleeps: 6
Large open floor plan is great for family vacations. Location...Location...Location !! Everything is within walking distance.
From $1,690 /Week
RUM COVE on Anna Maria Island
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 5 , Sleeps: 14
5 King Bedrooms plus 2 dens and ample outdoor space for all 14 guests allowed. One house from Pine Avenue and one block from the beach.
From $800 /Night
Keys Living
Florida Keys > Marathon Area > Marathon
House , Bedroom(s): 4 , Sleeps: 8
3 BR 2BA With Private Pool, Tiki Bar w/screened in porch/TV, 2 Kayaks/ Oceanside
From $315 /Night
Luxurious Islamorada Vacation Rental - Private Beach, Hammocks, Kayaks, & More!
Florida Keys > Islamorada Area > Islamorada
House , Bedroom(s): 3 , Sleeps: 6
Newly renovated and remodeled, private sandy beach, waterfront location, tiki, hammocks and tons of sports gear for guests!
From $457 /Night
New Luxury Canal Front Home with Pool, Spa, Dock, Close to Bean Point & Pine Ave
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
4 Bed 4 Bath House, Sleeps 8
Waterfront Stunning New Luxury Home wPool, Spa, Dock, Elevator, Close to Pine
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
4 Bedroom 4 Bath Home, Sleeps 8
NEW High End Keys Style - Private Resort - Huge Dock, Pool, Spa, Fire Pit + More
Central West FL > New Port Richey
House , Bedroom(s): 2 , Sleeps: 6
House, 2 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 4-6), 1650 sq ft. - 7-night MIN STAYS
From $250 /Night
Monaco- Beach house on the Canal with Dock - Monthly Stays
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 3 , Sleeps: 7
Monaco is a renovated and designer-decorated three-bedroom vacation home in the luxurious Key Royale neighborhood of Holmes Beach.
From $260 /Night
Beautiful Bayfront Home -Min. 4 Night Rental- Minutes to St. George Island
North West FL > Eastpoint
House , Bedroom(s): 3 , Sleeps: 6
Gorgeous Sunsets of the Apalachicola Bay. Only minutes from the white sandy beaches of St. George Island, Fl. Wheelchair accessible.
From $200 /Night
NEW Renovated Luxury Canalfront Home w Water Views, Pool Spa, Bikes, Kayak, SUP!
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 11
4 Bedroom 3 Bath House, Sleeps 11
From $450 /Night
Stunning, spacious Villa on wide Canal, huge Pool area, close to the Beach
South West FL > Siesta Key
House , Bedroom(s): 3 , Sleeps: 6
3 bedrooms, 3 bathrooms, huge heated Pool, approx. 800 yds. to Siesta Beach, 6 persons max.
From $2,300 /Week
Villa White Style - Gorgeous Waterfront Vacation Rental on Cape Coral
South West FL > Cape Coral
Villa , Bedroom(s): 4 , Sleeps: 8
4 bedrooms 2 baths villa at Faye Canal in the Northwest of Cape Coral, FL. Private, stylish, and fully renovated luxury vacation rental with stunning views
From $257 /Night
Villa Blue Sky - Waterfront Cape Coral Rental with Pool
South West FL > Cape Coral
House , Bedroom(s): 4 , Sleeps: 8
Gorgeous 4 Bedroom villa in Cape Coral for rent by owner
From $154 /Night
Villa Boaters Pearl
South West FL > Cape Coral
Villa , Bedroom(s): 2 , Sleeps: 4
Villa Boaters Pearl welcomes you in Cape Coral!
From $222 /Night
Villa King Palms
South West FL > Cape Coral
House , Bedroom(s): 3 , Sleeps: 6
This fine property, at the 239 ft wide Ortega-Canal with Gulf access, has a total living area of 3,982 Sqft, including 1,506 Sqft lanai area!
From $239 /Night