Boat Friendly, Large Groups 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 - Anna Maria Island Vacation Rentals
From $300 /Night
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)
From $691 /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
Fishermans Cove A102 - On Turtle Beach on Siesta Key
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 6
Fishermans Cove A102 - On Turtle Beach on Siesta Key
From $332 /Night
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
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
Groovy Guava ~ 2 Bedrooms w private pool and Golf Cart! Managed by Beach Boutique Rentals
South West FL > Anna Maria Island > Holmes Beach
Villa , Bedroom(s): 2 , Sleeps: 6
Email [email protected] to book. A little bit of AMI Paradise. In the heart of Holmes Beach! 4 houses from the spectacular beach on the gulf side.
From $1,575 /Week
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
Exotic Polynesian Tree House with 26' pontoon boat
South West FL > Longboat Key
House , Bedroom(s): 6 , Sleeps: 16
6 Bedrooms, 5. 5 Bath Sleeps 2- 20 Includes boat, kayaks & Paddle Boards
From $980 /Night
Tranquil Oasis Located on World Class Midnight Key
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 6
Enjoy the best of both worlds during your Florida vacation in this cozy, tranquil, affordable oasis located on beautiful Siesta Key.
From $905 /Week
ST AUGUSTINE BEACH OCEANFRONT CONDO RESORT SLPS 2-10 fr $99 Nite$799wk
Northeast FL > Saint Augustine Beach
Condo , Bedroom(s): 3 , Sleeps: 10
ST AUGUSTINE BEACH OCEANFRONT CONDO RESORT SLPS 2-10 FR $99 Nite/$799wk Heated Indoor Pool,outdoor oceanfront pool, kiddy pool, Jacuzzi Free tennis+Racquetball
From $99 /Night
Exquisite Home on Sound with infiniti-edge pool, spa, beach, dock, yard!
North West FL > Navarre
House , Bedroom(s): 6 , Sleeps: 16
The Seahorse Retreat is a lovely villa in a tropical setting that is perfect for family reunions or get-togethers with friends.
From $369 /Night
A Lazy River Day and Night 4 Bedroom Custom Pool home on Anna Maria Island
OFFER
A Lazy River Day and Night 4 Bedroom Custom Pool home on Anna Maria Island
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 4 , Sleeps: 8
A flexible home with 4 bedrooms 3 1/2 baths that can separated for different generations of families or friends traveling together. Formerly 'Twin Palms'.
From $1,050 /Week
Huge (5) Bedroom Executive Home with Private Pool & Spa
Central West FL > Tampa
House , Bedroom(s): 5 , Sleeps: 14
Large, 2 Story, 5 Bedrm, Luxury Home, often seen in Music Videos, Reality TV & Fashion Shows; Now Available for Private use as Family Vacation/Executive/Rental.
From $295 /Night
Sarasota-Siesta Key Coastal Five Bedroom Home with Pool and Spa and steps to the beach.
South West FL > Siesta Key
Condo , Bedroom(s): 5 , Sleeps: 13
5 Bedroom Pool House Rental steps to Siesta Beach!
From $395 /Night
Piece of Paradise - Oceanfront Vacation Rental - Boat Friendly!
Florida Keys > Marathon Area > Duck Key
House , Bedroom(s): 5 , Sleeps: 10
Gorgeous views/Luxurious/Spacious 5 bedroom 3 1/2 bath single family located in Hawks Cay Resort. Oceanfront/view with pool, rooftop deck, Free WIFI, Fireplace.
From $500 /Night
Spa Oasis Villa Bahia - Voted Best Private SPA in Florida
South West FL > Cape Coral
Villa , Bedroom(s): 4 , Sleeps: 10
Custom Design Florida Villa-A modern mansion, equipped with high quality furnishing, technology and handpicked art and design objects. Features 2 Master Suites.
From $140 /Night
A DREAM - luxurious 3bd OCEAN VIEW Home with heated pool and hot tub
South West FL > Anna Maria Island > Bradenton Beach
House , Bedroom(s): 3 , Sleeps: 6
3 bd, 2 1/2 bth, oceanview, luxurious, a one minute walk to beach and bay
From $1,300 /Week