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Boat Friendly, Family Friendly in Florida

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Villa Edgewater
From $333 /Night
Villa
South West FL > Cape Coral
Villa Laguna
From $298 /Night
Villa
South West FL > Cape Coral
Satsang Blue - A Sacred Gathering Place Adorable Bungalow on AMI, Walk to Beach!
Cottage
 
Gated Ocean front condo with protected boat dock. Immediate access.
From $1,650 /Week
Condo
Islamorada Area > Long Key
Bayberry Cottage South - Pool
From $300 /Night
House
Anna Maria Island > Bradenton Beach
Bayberry Cottage North - Pool
From $300 /Night
House
Anna Maria Island > Bradenton Beach
Dock space & pool, beautiful sunsets & park like setting, Center of Islamorada!
House
Islamorada Area > Islamorada
Dock,waterfront,pool,sunsets,Center of Islamorada. Best fishing around
House
Islamorada Area > Islamorada
Dock space,beautiful sunsets & park like setting with pool,Center of Islamorada!
House
Islamorada Area > Islamorada
TurtleHouse 100 % wheelchair accessible !
From $167 /Night
House
South West FL > Cape Coral
Renovated Waterfront Clearwater Beach Suite - Walk to Beach
From $145 /Night
Condo
Central West FL > Clearwater Beach
Direct Beachfront Anna Maria Island Condo Rental
From $250 /Night
Condo
Anna Maria Island > Bradenton Beach
SeaDuction - 400 Steps to Beach!
From $1,275 /Week
Condo
Anna Maria Island > Holmes Beach
Oceanside Luxury Home in St. Augustine - Butler Beach House
From $425 /Night
House
Northeast FL > Saint Augustine Beach
Direct Oceanfront - Pools, Beach, Private, Clean, Safe
From $275 /Night
Condo
East Central FL > Daytona Beach Shores
The Veranda on Jacaranda - Luxury Home, North Anna Maria Island across from Bean Point
From $350 /Night
House
Anna Maria Island > Anna Maria
Sorrento Vacation Rental in Naples- Vanderbilt Beach
From $580 /Night
House
South West FL > Naples
SMUGGLER'S COVE RESORT - Anna Maria Island Vacation Rentals
From $130 /Night
Condo
Anna Maria Island > Bradenton Beach
White Sands Resort - Weekly - Naples vacation rentals
From $129 /Night
Condo
South West FL > Naples
Villa Sanibel Shell in Cape Coral
From $253 /Night
Villa
South West FL > Cape Coral
Gorgeous AMI Villa with private pool & just steps to the beach!
From $300 /Night
Villa
Anna Maria Island > Holmes Beach
Beachfront -Direct ocean view - Apollo 306
From $275 /Night
Condo
South West FL > Marco Island
Blue Heron Luxury Private Waterfront Oasis on Bimini Bay - Walk to the Beach
From $480 /Night
House
Anna Maria Island > Anna Maria
Beachfront condo on Siesta Key
From $1,195 /Week
Condo
South West FL > Siesta Key
Edge of Paradise at Margaritaville - 5 Night Min
From $170 /Night
Condo
South West FL > Anna Maria Island
Enjoy Stunning Sunsets at this Luxurious Gulf Front Condo on Siesta Key
From $229 /Night
Condo
South West FL > Siesta Key
Best Deal.... New Smyrna Beach Beachfront Condo for rent
Condo
East Central FL > New Smyrna Beach
Meehan - sleeps 6 with heated pool, downtown Port Charlotte from $112nt
From $112 /Night
House
South West FL > Port Charlotte
Beautiful Park Shore Beach on the Gulf of Mexico
From $6,000 /Month
Condo
South West FL > Naples
GORGEOUS 8TH FL. RESORT CONDO MONTHLY STAYS - GULF OF MEXICO VIEWS IN MOST ROOMS
From $6,000 /Month
Condo
South West FL > Naples
Villa Sanibel Shell in Cape Coral
Villa Sanibel Shell in Cape Coral
South West FL > Cape Coral
Villa , Bedroom(s): 4 , Sleeps: 8
Luxury new building from 2015, 4 bedrooms, 4 bathrooms, golf access, boat dock, pool, spa, summer kitchen, billiard table
ID#: 2126
From $253 /Night

5 Reviews
Edge of Paradise at Margaritaville - 5 Night Min
OFFER
Edge of Paradise at Margaritaville - 5 Night Min
South West FL > Anna Maria Island
Condo , Bedroom(s): 3 , Sleeps: 7
Luxe Condo I Resort Amenities I Near Anna Maria Island I Margaritaville - Anna Maria Island Vacation Rentals
ID#: 2015
From $170 /Night

13 Reviews
Luxury High End Islamorada Private Sandy Beach Access Hammocks, Kayaks, & More!
Luxury High End Islamorada Private Sandy Beach Access 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? High End and Pristine Beach House
ID#: 329
From $557 /Night

5 Reviews
Dock space,beautiful sunsets & park like setting with pool,Center of Islamorada!
Dock space,beautiful sunsets & park like setting with pool,Center of Islamorada!
Florida Keys > Islamorada Area > Islamorada
House , Bedroom(s): 2 , Sleeps: 6
Sunsets and 190’ of docking on this 3 acre property with pool. Bay front is 330’
ID#: 2260

0 Reviews
Beachfront condo on Siesta Key
Beachfront condo on Siesta Key
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 6
Updated beachfront condo directly on the sands of Turtle beach
ID#: 2056
From $1,195 /Week

1 Reviews
SMUGGLER'S COVE RESORT - Anna Maria Island Vacation Rentals
SMUGGLER'S COVE RESORT - Anna Maria Island Vacation Rentals
South West FL > Anna Maria Island > Bradenton Beach
Condo , Bedroom(s): 1 , Sleeps: 4
Quiet family friendly resort with access to the Bay and the Gulf
ID#: 2149
From $130 /Night

0 Reviews
Dock,waterfront,pool,sunsets,Center of Islamorada. Best fishing around
Dock,waterfront,pool,sunsets,Center of Islamorada. Best fishing around
Florida Keys > Islamorada Area > Islamorada
House , Bedroom(s): 4 , Sleeps: 8
Right in the center of town for all your shopping and restaurant needs!
ID#: 2261

0 Reviews
Blue Heron Luxury Private Waterfront Oasis on Bimini Bay - Walk to the Beach
Blue Heron Luxury Private Waterfront Oasis on Bimini Bay - Walk to the Beach
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
The Blue Heron is a beautiful 4 bedroom 3.5 bath brand new luxury home on Anna Maria Island for rent - Anna Maria Island Vacation Rentals
ID#: 2057
From $480 /Night

12 Reviews
Satsang Blue - A Sacred Gathering Place Adorable Bungalow on AMI, Walk to Beach!
Satsang Blue - A Sacred Gathering Place Adorable Bungalow on AMI, Walk to Beach!
Cottage , Bedroom(s): 3 , Sleeps: 6
Satsang Blue On Anna Maria Island (Holmes Beach, FL) Ground floor cottage with 3 bedroom and 1 1/2 bath! Within easy walking distance to the gulf side beaches!
ID#: 2266

0 Reviews
Renovated Waterfront Clearwater Beach Suite - Walk to Beach
OFFER
Renovated Waterfront Clearwater Beach Suite - Walk to Beach
Central West FL > Clearwater Beach
Condo , Bedroom(s): 1 , Sleeps: 3
This newly renovated waterfront and poolside suite is only two blocks away from the beach. This unit is a perfect condo for that long-awaited vacation!
ID#: 2255
From $145 /Night

0 Reviews

OFFER $145 Per Night

Special offer period: Aug 16, 2021 - Nov 30, 2021

Palm Villa- Little Torch Key Monthly Vacation Rental with Dock
Palm Villa- Little Torch Key Monthly Vacation Rental with Dock
Florida Keys > Lower Keys Area > Little Torch Key
Villa , Bedroom(s): 3 , Sleeps: 6
This beautiful custom home located in Jolly Rodger subdivision on Little Torch Key has the best of everything! This rental is a monthly rental.
ID#: 1527
From $5,900 /Month

0 Reviews
Villa Edgewater
Villa Edgewater
South West FL > Cape Coral
Villa , Bedroom(s): 4 , Sleeps: 8
Villa Edgewater is situated int he popular south west of Cape Coral in a very quiet neighborhood, not far from the Spreader Canal.
ID#: 2269
From $333 /Night

0 Reviews
Hawkins Heaven - Florida Keys Waterfront Monthly Rental with Dock
Hawkins Heaven - Florida Keys Waterfront Monthly Rental with Dock
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 2 , Sleeps: 4
Come stay at this heavenly oasis!This rental is a monthly rental only
ID#: 1522
From $4,200 /Month

0 Reviews
Island Chalet - Little Torch Key Monthly Rental with Dock
Island Chalet - Little Torch Key Monthly Rental with Dock
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 3 , Sleeps: 6
Located on Little Torch Key with awesome boat access to Big Pine channel! This rental is a monthly rental only.
ID#: 1523
From $4,100 /Month

0 Reviews
Salty Retreat- Florida Keys Monthly Vacation Rental with Tiki Hut, Pool and Dock
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.
ID#: 1528
From $9,700 /Month

0 Reviews
Gated Ocean front condo with protected boat dock. Immediate access.
Gated Ocean front condo with protected boat dock. Immediate access.
Florida Keys > Islamorada Area > Long Key
Condo , Bedroom(s): 3 , Sleeps: 6
Condo on the Atlantic ocean. NO other buildings in sight!
ID#: 2265
From $1,650 /Week

0 Reviews
Bahia Azul - Private Sandy Beach - Florida Keys Monthly Vacation Rental
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!
ID#: 1513
From $7,200 /Month

0 Reviews
Sunkissed - Florida Keys Monthly Rental
Sunkissed - Florida Keys Monthly Rental
Florida Keys > Lower Keys Area > Ramrod Key
House , Bedroom(s): 2 , Sleeps: 4
Sun Kissed you will be during your stay at this wonderful home on Ramrod Key! Monthly rental only!
ID#: 1511
From $3,300 /Month

0 Reviews
Aloe House - Affordable Cudjoe Key Monthly Rental with Dock
Aloe House - Affordable Cudjoe Key Monthly Rental with Dock
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 3 , Sleeps: 6
You're only a short distance from fabulous Looe Key, one of the best diving and snorkeling sites in the Lower Florida Keys! Monthly rental
ID#: 1519
From $5,000 /Month

0 Reviews
5 O'Clock Somewhere - Florida Keys Monthly Rental with Dock
5 O'Clock Somewhere - Florida Keys Monthly Rental with Dock
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 2 , Sleeps: 4
It's always 5 O'Clock here at this wonderful Florida Keys vacation spot! This rental is a monthly rental only!
ID#: 1521
From $3,300 /Month

0 Reviews
Palm Harbor - Florida Keys Monthly Vacation Rental with Dock
Palm Harbor - Florida Keys Monthly Vacation Rental with Dock
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 3 , Sleeps: 6
Palm Harbor located at mile marker 23 in Cudjoe Gardens is the perfect spot to unwind and relax in the Florida Keys sunshine!This rental is a monthly rental.
ID#: 1526
From $4,500 /Month

0 Reviews
St. Croix - Florida Keys Monthly Vacation Rental with Dock
St. Croix - Florida Keys Monthly Vacation Rental with Dock
Florida Keys > Lower Keys Area > Ramrod Key
House , Bedroom(s): 2 , Sleeps: 4
This Ramrod Key rental is a great spot for your next Florida Keys vacation!This vacation rental is a monthly rental and must be rented for 28 days or greater.
ID#: 1530
From $2,800 /Month

0 Reviews
Villa Laguna
Villa Laguna
South West FL > Cape Coral
Villa , Bedroom(s): 3 , Sleeps: 6
This awesome property is right at the Riverfront!
ID#: 2268
From $298 /Night

0 Reviews
Margarita Villa - Little Torch Key Monthly Rental with Dock
Margarita Villa - Little Torch Key Monthly Rental with Dock
Florida Keys > Lower Keys Area > Little Torch Key
Villa , Bedroom(s): 3 , Sleeps: 6
Welcome to Margarita Villa! Located in Jolly Roger Estates on Little Torch Key, where you’ll find some of the best deep water boating in the Lower Keys!
ID#: 1524
From $4,300 /Month

0 Reviews
Buccaneer Boathouse - Florida Keys Monthly Rental
Buccaneer Boathouse - Florida Keys Monthly Rental
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 2 , Sleeps: 4
Pack your floral shirts, swimming gear and sandals and come on down to Little Torch Key in the beautiful Florida Keys! Monthly rental.
ID#: 1517
From $3,300 /Month

0 Reviews
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