Boat Friendly in Florida

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Historic Gem in the heart of Jupiter Florida

From $3,100 /Month

House

Southeast FL > Jupiter

Piece of Paradise - Oceanfront Vacation Rental - Boat Friendly!

From $500 /Night

Villa

Florida Keys

Oceanfront Corner, North Hutchinson Island

From $3,900 /Month

Condo

East Central FL > Hutchinson Island

Beachfront -Direct ocean view - Apollo 306

From $225 /Night

Condo

South West FL > Marco Island

Blue Heron Luxury Private Waterfront Oasis on Bimini Bay - Walk to the Beach

From $447 /Night

House

Anna Maria Island > Anna Maria

From $1,195 /Week

Condo

South West FL > Siesta Key

Edge of Paradise at Margaritaville - 5 Night Min - monthly's wanted

From $170 /Night

Condo

South West FL > Anna Maria Island

4BR-Updated Town home- 360 tour- WALK to PoolLazy River FREE WIFI ~~Near Disney

From $89 /Night

Townhouse

Central FL, Orlando Area, Disney > Davenport

From $261 /Night

Villa

Central FL, Orlando Area, Disney > Kissimmee

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

From $890 /Week

Condo

Anna Maria Island > Bradenton Beach

Anna Belle - Waterfront Luxury Home: North End wDock, Pool, Spa, Screened Lanai, Free WiFi

From $386 /Night

House

Anna Maria Island > Anna Maria

Two Minute Walk to Lazy River! • Free Pool Heat • ChampionsGate • Golf

From $300 /Night

House

Central FL, Orlando Area, Disney > Davenport

Luxurious Islamorada ,Private Sandy Beach Access. Hammocks, Kayaks, & More!

From $486 /Night

House

Islamorada Area > Islamorada

Luxury and Location! Fully Equipped. 2-Minute Stroll to Gulf Beach.

From $365 /Night

Townhouse

Anna Maria Island > Bradenton Beach

From $170 /Night

Villa

Anna Maria Island > Holmes Beach

❤️ Upscale Comfort with Private Pool & Hot Tub ❤️

From $350 /Night

House

Central FL, Orlando Area, Disney > Kissimmee

Sirenia Cove - Htd Pool Waterfront Dock Ping Pong Outdoor Bar Backyard Beach

From $1,799 /Week

House

Anna Maria Island > Anna Maria

Oct 3 - Oct 10 Deal! - Resort Style Luxury Backyard Beach Waterfront Dock Pool Spa

From $233 /Night

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

LAST MINUTE DISCOUNTED RATES AT BLUE TURTLE COTTAGE FOR AVAILABLE DATES IN AUGUST!!

From $256 /Night

House

Anna Maria Island > Holmes Beach

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 $1,195 /Week

1 Reviews

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.

ID#: 2057

From $447 /Night

4 Reviews

OFFER

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

ID#: 1228

From $386 /Night

20 Reviews

OFFER October Get Away - $300/per Night, 4 Night Minimum

Special offer period: Oct 3, 2020 - Oct 31, 2020

OFFER

Oct 3 - Oct 10 Deal! - 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 $233 /Night

63 Reviews

OFFER Oct 3 - Oct 10, 2020 - 7 night deal - $1,799 plus fees and taxes

Special offer period: Jul 22, 2020 - Oct 10, 2020

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 vacation rental for large groups on beautiful Anna Maria Island.

ID#: 2

From $1,999 /Week

40 Reviews

OFFER

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 $225 /Night

0 Reviews

OFFER $225/night. 5 night minimum. (plus required taxes and cleaning fee).

Special offer period: Oct 10, 2020 - Oct 17, 2020

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

OFFER

Piece of Paradise - Oceanfront Vacation Rental - Boat Friendly!

Florida Keys

Villa , Bedroom(s): 5 , Sleeps: 10

Gorgeous views/Luxurious/Spacious 5 bedroom 3 1/2 bath single villa located in Hawks Cay Resort. Oceanfront/view with pool, rooftop deck, Free WIFI, Fireplace.

ID#: 2089

From $500 /Night

1 Reviews

OFFER Fall 2020

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

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

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 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

Bahia Azul - Private Sandy Beach - Florida Keys Monthly Vacation Rental

Florida Keys > Lower Keys Area > Ramrod Key

House , Bedroom(s): 4 , Sleeps: 8

Bahia Azul, "Bay of Blue" is exactly the perfect spot for your next Florida Keys adventure.This home is a monthly rental only!

ID#: 1513

From $7,400 /Month

0 Reviews

Another Day In Paradise - Florida Keys Boaters Monthly Rental

Florida Keys > Lower Keys Area > Summerland Key

House , Bedroom(s): 3 , Sleeps: 8

It’s more than just another Day in Paradise, it’s an incredibly wonderful and memorable vacation stay in the fabulous Florida Keys! Monthly rental only!

ID#: 1511

From $7,500 /Month

0 Reviews

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 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

ID#: 1472

From $13,000 /Month

12 Reviews

Breeze Swept - Florida Keys Monthly Rental By Owner - Pet Friendly

Florida Keys > Lower Keys Area > Big Pine Key

House , Bedroom(s): 3 , Sleeps: 6

Magnificent open water views in this beautiful 3 Bedroom, 2 bath home on Big Pine Key! This rental is a monthly rental only!

ID#: 1515

From $6,200 /Month

0 Reviews

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

"Get Hooked" in Family Friendly Marathon Special Pricing available

Florida Keys > Marathon Area > Marathon

Villa , Bedroom(s): 4 , Sleeps: 10

4 bedroom/3 bath Canal front home. License #plr2016-0027

ID#: 1493

From $265 /Night

13 Reviews

Sea Life Happy - Heated Pool Spa Dock Waterfront Steps to Beaches - Pine Ave

South West FL > Anna Maria Island > Anna Maria

House , Bedroom(s): 4 , Sleeps: 8

Minimum stay: 7-nights Sleeps: 8 maximum Bedrooms: 4 Bathrooms: 3 Private Home Waterfront Dock Hot Tub Wifi Internet No Pets

ID#: 25

From $2,475 /Week

48 Reviews

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

ID#: 403

From $3,500 /Week

6 Reviews

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

Salty Retreat- Florida Keys Monthly Vacation Rental with Tiki Hut, Pool and Dock

Florida Keys > Lower Keys Area > Summerland Key

House , Bedroom(s): 3 , Sleeps: 8

Come live the Salt Life at Salty Retreat! Stay at this luxury pool home on Summerland Key with tiki hut and dock This rental is a monthly rental.

ID#: 1528

From $12,500 /Month

0 Reviews

5 Pirates Hideaway Canal Front Home wPrivate Pool and Seawall for your boat

Florida Keys > Lower Keys Area > Little Torch Key

House , Bedroom(s): 3 , Sleeps: 8

House 3 Bed/3 bath (Sleeps 6 adults)

ID#: 1988

From $200 /Night

0 Reviews

Tropical Paradise - Cudjoe Key Rental

Florida Keys > Lower Keys Area > Cudjoe Key

House , Bedroom(s): 2 , Sleeps: 6

House, 2 Bedrooms + Convertible bed(s), 2 Baths, (Sleeps 8)

ID#: 1475

From $400 /Night

10 Reviews

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

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