Boat Friendly, Near Sporting Events in Florida

Aug Dates Open! - 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 vacation rental for large groups on beautiful Anna Maria Island.
From $1,999 /Week
Aug 8 - 15 Open! - 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!
From $1,799 /Week
Aug Dates Open! - 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.
From $1,799 /Week
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 !
From $275 /Night
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
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
Waterfront, Open Gulf Access, Dock, Pool, Spa, Wraparound Deck View of Sunsets & Sunrises
OFFER
Waterfront, Open Gulf Access, Dock, Pool, Spa, Wraparound Deck View of Sunsets & Sunrises
Florida Keys > Marathon Area > Marathon
House , Bedroom(s): 3 , Sleeps: 8
Fisherman's Easy Access to Gulf, Waterfront, 60 ft Dock, Pool, Hot Tub, Sleeps 8
From $249 /Night
The Closest Condo to the Gulf of Mexico on Siesta Key
South West FL > Siesta Key
Condo , Bedroom(s): 2 , Sleeps: 6
We are directly on the beach. The Gulf of Mexico is about 125' from our lanai and the Bay inlet is about 100' from our guest bedroom window and east balcony.
From $1,195 /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
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
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
Madeira Bay Resort I (New Building) 2b2b: 1409
Central West FL > Madeira Beach
Condo , Bedroom(s): 2 , Sleeps: 6
Madeira Bay Resort #1409 is a newly built two bedroom, two bathroom condo, sleeps 6. Opening in Dec. of 2019, we are now starting to book for Jan. 2020.
From $149 /Night
Groovy Guava by Duncan Real Estate! Call 941-779-0304 to book!
South West FL > Anna Maria Island > Holmes Beach
Villa , Bedroom(s): 2 , Sleeps: 6
A little bit of AMI Paradise. The heart of Holmes Beach! 4 houses away from the most spectacular beach on the gulf side. Call Duncan RE 941-779-0304 to book!
From $156 /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
"Bay Life" Bring Your Boat, Walk To The Beach, Relax
South West FL > Manasota Key
Condo , Bedroom(s): 1 , Sleeps: 4
Picturesque Bay Front Property. 90 Second Walk To Gulf Beach.
From $700 /Week
Marco Getaway - Private Luxury Waterfront Villa
South West FL > Marco Island
House , Bedroom(s): 4 , Sleeps: 8
4 bedrooms, 4 full and one half bathrooms, sleeps 8. Why settle for a hotel room when you can stay in a luxury waterfront villa with a private pool and spa?
From $1,995 /Week
Salty Turtle by Duncan Real Estate~ Only 6 houses to beach! Call 941-779-0304 to book!
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 3 , Sleeps: 6
Paradise awaits in this adorable 3 bedroom 2 bath single story bungalow home with private pool.
Sunny Smiles
South West FL > North Port
House , Bedroom(s): 3 , Sleeps: 8
Beautiful private pool home with three bedrooms and two baths, Pet Friendly!! Available for monthly and weekly stays!!
From $130 /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
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
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
Manatee Watch - Waterfront! 3 Min Walk To Beach!
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 3 , Sleeps: 6
3 bedrooms, 2 baths, Sleeps 6
From $1,400 /Week
THE DOCKSIDE VILLAS UNIT D WITH FREE BEACH PASS
Central West FL > Dunedin
Condo , Bedroom(s): 2 , Sleeps: 4
DOCKSIDE VILLAS UNIT B NEAR BEACHES FREE BICYCLES, KAYAKS AND HONEYMOON ISLAND BEACH PASS!!!
From $99 /Night