Boat Friendly, Near Sporting Events in Florida

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!
From $486 /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 - Anna Maria Island Vacation Rentals
From $300 /Night
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
From $1,999 /Week
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!
From $1,799 /Week
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.
From $1,799 /Week
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
From $249 /Night
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
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
Elegant and spacious waterfront condominium
South West FL > Marco Island
Condo , Bedroom(s): 2 , Sleeps: 4
Elegant and spacious waterfront condominium
From $1,090 /Week
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
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 $1,350 /Week

OFFER LAST MINUTE AVAILABILITY!! $200 OFF THE MONTH OF FEBRUARY!! 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: Feb 1, 2021 - Feb 28, 2021

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
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 $1,575 /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
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
One of a kind cozy cottage with panoramic views of Tampa Bay
OFFER
One of a kind cozy cottage with panoramic views of Tampa Bay
Central West FL > Safety Harbor
House , Bedroom(s): 1 , Sleeps: 2
n/a
From $1,295 /Week
Coral Castle - Waterfront! 3 Min Walk To Beach!
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 5 , Sleeps: 10
5 bedrooms, 3.5 baths, max. 10 guests, max. 5 vehicles
From $2,100 /Week
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
Warm and Spacious Condo With great Amenities At Burnt Store Marina (BSM)
South West FL > Punta Gorda
Condo , Bedroom(s): 2 , Sleeps: 4
This Ground Floor unit is large (1680 square feet) and beautifully decorated with new or like new furnishings.
From $50 /Night
Cedar Key Serenity at Fenimore Mill - Family Friendly on the Water!
North Central FL > Cedar Key
Condo , Bedroom(s): 2 , Sleeps: 5
Serenity is the perfect Cedar Key, Florida vacation condo at Old Fenimore Mill for a couple or small family! Walk to dining and shopping and boat tours.
From $175 /Night
Sunny Smiles - Weekly and Monthly Stays
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
Harborview Grande-Dolphin Views- 500 Steps to Sugary White Sands
Central West FL > Clearwater Beach
Condo , Bedroom(s): 3 , Sleeps: 6
Harborview Grande is in the heart of Clearwater Beach. Enjoy Panoramic views from your huge balcony. The powdery sands of Clearwater Beach just steps away.
From $225 /Night
THE DOCKSIDE VILLAS UNIT C WITH FREE BEACH PASS
Central West FL > Dunedin
Condo , Bedroom(s): 2 , Sleeps: 4
DOCKSIDE VILLAS UNIT C NEAR BEACHES FREE BICYCLES AND HONEYMOON ISLAND BEACH PASS!!!
From $119 /Night