Boat Friendly, Family Friendly in Florida

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
From $253 /Night
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
From $170 /Night
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
From $557 /Night
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’
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
From $1,195 /Week
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
From $130 /Night
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!
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
From $480 /Night
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!
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!
From $145 /Night

OFFER $145 Per Night

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

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.
From $5,900 /Month
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.
From $333 /Night
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
From $4,200 /Month
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.
From $4,100 /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 $9,700 /Month
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!
From $1,650 /Week
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 $7,200 /Month
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!
From $3,300 /Month
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
From $5,000 /Month
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!
From $3,300 /Month
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.
From $4,500 /Month
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.
From $2,800 /Month
Villa Laguna
South West FL > Cape Coral
Villa , Bedroom(s): 3 , Sleeps: 6
This awesome property is right at the Riverfront!
From $298 /Night
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!
From $4,300 /Month
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.
From $3,300 /Month