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Boat Friendly, Family Friendly in Florida

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Beautiful Townhouse, Near Fort Myers Beach, Sanibel Bridge
From $1,500 /Month
Condo
South West FL > Fort Myers
Beautiful 4-BR, Very Close to Gulf Beach, LARGE Heated Pool
From $350 /Night
House
Anna Maria Island > Anna Maria
Siesta Key with private beach with complimentary lounges and umbrellas!
Condo
South West FL > Siesta Key
SMUGGLER'S COVE RESORT - Anna Maria Island Vacation Rentals
From $130 /Night
Condo
South West FL > Anna Maria Island
White Sands Resort - Weekly - Naples vacation rentals
From $129 /Night
Condo
South West FL > Naples
Riverwalk Historic Downtown Bradenton
From $2,300 /Month
Condo
South West FL > Bradenton
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 $250 /Night
Villa
Anna Maria Island > Holmes Beach
Beachfront -Direct ocean view - Apollo 306
From $119 /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 $1,115 /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
Absolute Anna Maria - Anna Maria Island Vacation Rentals
From $131 /Night
Condo
South West FL > Anna Maria Island
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 $8,000 /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
Oceanfront Luxury - Amelia Island Florida Beachfront Condo Rental
From $395 /Night
Condo
Northeast FL > Amelia Island
AMI Waterfront Bradenton Beach Condo w Pool!
From $890 /Week
Condo
Anna Maria Island > Bradenton Beach
Anna Belle - Waterfront Luxury Home: North End wDock, Pool, Spa, Screened Lanai, Free WiFi
From $300 /Night
House
Anna Maria Island > Anna Maria
Daytona's BEST FAMILY FUN BEACH VACATION DEAL! Only 1 Block walk to the BEACH!
From $198 /Night
House
East Central FL > Daytona Beach
CCVS - The Villa Starfish Lake is located on the same lake 'Starfish Lake' in Cape Coral
From $121 /Night
House
South West FL > Cape Coral
Anna Maria Island Paradise❤️Close to beach, shops&restaurants, heated pool, private lanai!
From $100 /Night
Condo
Anna Maria Island > Holmes Beach
Luxurious Islamorada ,Private Sandy Beach Access. Hammocks, Kayaks, & More!
From $486 /Night
House
Islamorada Area > Islamorada
Cozy Cabana West - Anna Maria Island Vacation Rentals
From $170 /Night
Villa
Anna Maria Island > Holmes Beach
Sirenia Cove - Htd Pool Waterfront Dock Ping Pong Outdoor Bar Backyard Beach
From $1,799 /Week
House
Anna Maria Island > Anna Maria
Sirenia Beach House - Resort Style Luxury Backyard Beach Waterfront Dock Pool Spa
From $1,799 /Week
House
Anna Maria Island > Anna Maria
Sirenia By The Sea - Waterfront Pool Hot Tub Dock Sauna - Steps to the Beach
From $1,999 /Week
House
Anna Maria Island > Anna Maria
Blue Turtle Cottage Anna Maria Island Available for January Dates!
From $299 /Night
House
Anna Maria Island > Holmes Beach
Luxurious Islamorada ,Private Sandy Beach Access. Hammocks, Kayaks, & More!
Luxurious 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!
ID#: 329
From $486 /Night

5 Reviews
Edge of Paradise at Margaritaville - 5 Night Min
Edge of Paradise at Margaritaville - 5 Night Min
South West FL > Anna Maria Island
Condo , Bedroom(s): 3 , Sleeps: 8
Luxe Condo I Resort Amenities I Near Anna Maria Island I Margaritaville - Anna Maria Island Vacation Rentals
ID#: 2015
From $170 /Night

9 Reviews
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
Anna Belle - Waterfront Luxury Home: North End wDock, Pool, Spa, Screened Lanai, Free WiFi
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 - Anna Maria Island Vacation Rentals
ID#: 1228
From $300 /Night

20 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
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
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

4 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 $1,115 /Week

1 Reviews
Sirenia By The Sea - Waterfront Pool Hot Tub Dock Sauna - Steps to the Beach
Sirenia By The Sea - Waterfront Pool Hot Tub Dock Sauna - Steps to the Beach
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 5 , Sleeps: 12
Picture yourself vacationing in a huge 5 Bedroom luxurious tropical villa, the perfect Anna Maria Vacation Rental for large groups
ID#: 2
From $1,999 /Week

40 Reviews
Sirenia Beach House - Resort Style Luxury Backyard Beach Waterfront Dock Pool Spa
Sirenia Beach House - Resort Style Luxury Backyard Beach Waterfront Dock Pool Spa
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 10
Sirenia Beach House ~ Beach Resort Style Luxury - Waterfront - Dock - Htd Pool - Spa - Backyard Beach - Tiki Hut - Hammock and more!
ID#: 4
From $1,799 /Week

63 Reviews
Sirenia Cove - Htd Pool Waterfront Dock Ping Pong Outdoor Bar Backyard Beach
Sirenia Cove - Htd Pool Waterfront Dock Ping Pong Outdoor Bar Backyard Beach
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 10
Sirenia Cove is the perfect vacation home to nature lovers. Located directly on the waterfront, you are perched on a prime location to enjoy everything.
ID#: 5
From $1,799 /Week

44 Reviews
Beachfront -Direct ocean view - Apollo 306
Beachfront -Direct ocean view - Apollo 306
South West FL > Marco Island
Condo , Bedroom(s): 1 , Sleeps: 4
Enjoy your private deck and view of the ocean.
ID#: 2075
From $119 /Night

13 Reviews
Siesta Key with private beach with complimentary lounges and umbrellas!
Siesta Key with private beach with complimentary lounges and umbrellas!
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 6
2 BR, 2 Bath condominium in beautiful Siesta Key, a barrier island in Sarasota.
ID#: 2150

0 Reviews
Marco Memories
Marco Memories
South West FL > Marco Island
House , Bedroom(s): 4 , Sleeps: 10
Waterfront Vacation Home with Southwest Exposure. 4 Bedroom, 4 full bath home with 3500 square feet is perfect for 2 families or one large one. No Red Tide !
ID#: 347
From $275 /Night

16 Reviews
Waterfront, Open Gulf Access, Dock, Pool, Spa. Wraparound Deck
Waterfront, Open Gulf Access, Dock, Pool, Spa. Wraparound Deck
Florida Keys > Marathon Area > Marathon
House , Bedroom(s): 3 , Sleeps: 8
Fisherman's Easy Access to Gulf, Waterfront, Dock, Pool, Hot Tub, Sleeps 8
ID#: 995
From $249 /Night

35 Reviews
Boaters Delight Canal Front Home - with Private Dock - Pool and Spa
Boaters Delight Canal Front Home - with Private Dock - Pool and Spa
South West FL > Bradenton
House , Bedroom(s): 3 , Sleeps: 6
Great Canal Front Views, Huge Screened in Pool and Spa, Private Boat Dock and Only 3 miles to Anna Maria Island Beaches!!
ID#: 1145
From $160 /Night

7 Reviews
Marco Island on the Water Newly renovated 3 bedroom 2 bath with beautiful waterviews
Marco Island on the Water Newly renovated 3 bedroom 2 bath with beautiful waterviews
South West FL > Marco Island
House , Bedroom(s): 3 , Sleeps: 8
Beautiful Marco Island Boat Friendly Vacation Rental with Dock, pool and beautiful water views.
ID#: 1137
From $200 /Night

0 Reviews
Key Colony Vacation Rental by Owner from $800 week
Key Colony Vacation Rental by Owner from $800 week
Florida Keys > Marathon Area > Key Colony Beach
Condo , Bedroom(s): 2 , Sleeps: 6
Tads Place is a 2 bed 2 bath vacation rental here in Key Colony Beach.
ID#: 1019
From $800 /Week

0 Reviews
Penthouse Condo in One Particular Harbour Near Anna Maria Island Marina Access
OFFER
Penthouse Condo in One Particular Harbour Near Anna Maria Island Marina Access
South West FL > Bradenton
Condo , Bedroom(s): 2 , Sleeps: 5
2 BR / 2 BA Penthouse Sleeps 5 - 1.6 Miles from Anna Maria Island Beaches
ID#: 2106
From $150 /Night

10 Reviews
Family Retreat Florida Keys - Perfect for Large Groups - Private Beach and Pool!
Family Retreat Florida Keys - Perfect for Large Groups - Private Beach and Pool!
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 6 , Sleeps: 14
House, 6 Bedrooms + Sunroom, 4 Baths, (Sleeps 12-16)
ID#: 1470
From $691 /Night

10 Reviews
Blue Palms Retreat Vacation Rental
Blue Palms Retreat Vacation Rental
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 3 , Sleeps: 9
3 bed/2 bath Ocean Front Home with Heated Pool
ID#: 1474
From $457 /Night

10 Reviews
Summerland Nest - Oceanfront with pool
Summerland Nest - Oceanfront with pool
Florida Keys > Lower Keys Area > Summerland Key
House , Bedroom(s): 7 , Sleeps: 12
Large home on the open water, great boating, relaxing pool, sandy beach
ID#: 2140
From $19,000 /Month

0 Reviews
New Build-4 bd3 bath-Private pool & dock-Paradise Found!
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
ID#: 2002
From $428 /Night

10 Reviews
Little Torch Key Nest
Little Torch Key Nest
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 6 , Sleeps: 12
This Lower Keys 6BR/4.5 getaway has a private boat basin and ramp, a pool, and a separate guest house with its own kitchen and living room.
ID#: 2024
From $575 /Night

1 Reviews
Summerland Nest
Summerland Nest
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 7 , Sleeps: 12
Luxurious 7 bedroom 4 bathroom home on the open water. Deep water dockage and private pool
ID#: 2037
From $540 /Night

0 Reviews
Conch House Oceanfront Home With Amazing Panoramic Views
Conch House Oceanfront Home With Amazing Panoramic Views
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 4 , Sleeps: 7
4 Bedroom 4 Bath Oceanfront Home Dock your boat
ID#: 2033
From $520 /Night

0 Reviews
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