Boat Friendly in Florida

Monaco- Beach house on the Canal with Dock - Monthly Stays
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 3 , Sleeps: 7
Monaco is a renovated and designer-decorated three-bedroom vacation home in the luxurious Key Royale neighborhood of Holmes Beach.
From $260 /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
Fall Openings! Manatee Cove - Pool with Spa, Tiki, Quick Atlantic access!
Florida Keys > Marathon Area > Marathon
House , Bedroom(s): 4 , Sleeps: 10
Escape to the Florida Keys ~ Gorgeous 4BR/2BA Home on the canal with private pool, hot tub and tiki! Kayak and Paddleboard included!
From $300 /Night
NEW High End Keys Style - Private Resort - Huge Dock, Pool, Spa, Fire Pit + More
Central West FL > New Port Richey
House , Bedroom(s): 2 , Sleeps: 6
House, 2 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 4-6), 1650 sq ft. - 7-night MIN STAYS
From $250 /Night
Couples and Family Friendly. Some pet friendly units are available too.
South West FL > Siesta Key
Condo , Bedroom(s): 1 , Sleeps: 4
siesta key condo rental
From $199 /Night
Keys Dreaming
OFFER
Keys Dreaming
Florida Keys > Marathon Area > Marathon
House , Bedroom(s): 4 , Sleeps: 10
Spectacular 4BR/3BA home on canal near Sombrero Beach, fishing, and shopping
From $286 /Night

OFFER Fall specials August to mid Dec excl holiday weeks $2000/wk + fees. Book today!

Special offer period: Aug 16, 2020 - Dec 18, 2020

Keys Livin' Large
Florida Keys > Marathon Area > Marathon
House , Bedroom(s): 5 , Sleeps: 12
5 Bedroom 4 Bath With Pool/ And Tiki Bar/TV, and Kayaks on Gulfside
From $550 /Night
Fall Openings! Turtle Cove - Pool and Hot Tub, Quick Atlantic Access!
OFFER
Fall Openings! Turtle Cove - Pool and Hot Tub, Quick Atlantic Access!
Florida Keys > Marathon Area > Marathon
House , Bedroom(s): 3 , Sleeps: 8
Escape to the Keys ~ Located in Marathon, waterfront, pool & hot tub, single family home. 3 bed / 2 bath, dockage with quick ocean access.
From $275 /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
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
SUN & FUN-TROPICAL POOL HOME
Florida Keys > Marathon Area > Key Colony Beach
House , Bedroom(s): 3 , Sleeps: 8
Key Colony Beach Pool Home - Small Dog Friendly!
From $2,400 /Week
Waterfront Stunning New Luxury Home wPool, Spa, Dock, Elevator, Close to Pine
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
4 Bedroom 4 Bath Home, Sleeps 8
Tamarind. Ground level direct Gulf front - Manasota Key
South West FL > Manasota Key
Condo , Bedroom(s): 2 , Sleeps: 4
Direct Gulf front condo - Manasota Key
From $1,300 /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
New Luxury Canal Front Home with Pool, Spa, Dock, Close to Bean Point & Pine Ave
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 8
4 Bed 4 Bath House, Sleeps 8
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 $1,150 /Week
Villa Pure Balance - Pure Waterfront Luxury! Hot Tub, Pool, Dock Gorgeous!!!
South West FL > Cape Coral
House , Bedroom(s): 4 , Sleeps: 8
A fabulous Cape Coral vacation rental with tons of amenities. A fabulous modern Florida home with incredible luxury in every room. Amazing outdoor entertaining
From $394 /Night
Waterfront, Heated Swim Pool, WIFI, 4 Bikes
OFFER
Waterfront, Heated Swim Pool, WIFI, 4 Bikes
South West FL > Cape Coral
House , Bedroom(s): 3 , Sleeps: 6
Three bedroom house on fresh water canal, private heated pool, 4 bikes, fishing poles, WIFI, satellite , Smart TV in living room, Plasma Tvs in 1st and 2nd bdrm
From $110 /Night
Villa Ambiente
South West FL > Cape Coral
Villa , Bedroom(s): 5 , Sleeps: 10
Kids up to 6 years stay for free!
From $179 /Night
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
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, Sleeps 10
From $1,925 /Week
Villa Jelly Key
South West FL > Cape Coral
House , Bedroom(s): 2 , Sleeps: 4
Dream Home! The best Water views, and very quick access to the Gulf of Mexico!
From $341 /Night
Unit #162 – 221 5th Street
Florida Keys > Marathon Area
Condo , Bedroom(s): 2 , Sleeps: 4
Lovely, 2 bedrooms, 2 bath half-duplex with a large and comfortably furnished screened porch.
Best Location on St. Teresa Beach
North West FL > St. Teresa
House , Bedroom(s): 4 , Sleeps: 12
The Cochran Beach house is located on the site of the first home built on St. Teresa. The water is 100 feet away - right out the front door.
From $1,200 /Week
Villa Manatee
South West FL > Cape Coral
House , Bedroom(s): 3 , Sleeps: 6
This beautiful villa is bright and modern furnished!
From $205 /Night