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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
Beachfront condo on Siesta Key
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
*Luxury Executive Villa ~ Sunset Lakes ~ Just 5 Minutes From Disney's Animal Kingdom*
From $261 /Night
Villa
Central FL, Orlando Area, Disney > Kissimmee
Absolute Anna Maria
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
AMI Waterfront Bradenton Beach Condo w Pool!
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
Beautiful, Gulf-Front Home --Halcyon House
From $750 /Night
House
Anna Maria Island > Anna Maria
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
Cozy Cabana West
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
Palm Villa- Little Torch Key Monthly Vacation Rental with Dock
Palm Villa- Little Torch Key Monthly Vacation Rental with Dock
Florida Keys > Lower Keys Area > Little Torch Key
Villa , Bedroom(s): 3 , Sleeps: 6
This beautiful custom home located in Jolly Rodger subdivision on Little Torch Key has the best of everything! This rental is a monthly rental.
ID#: 1527
From $6,100 /Month

0 Reviews
Breeze Swept - Florida Keys Monthly Rental By Owner - Pet Friendly
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
Buccaneer Boathouse - Florida Keys Monthly Rental
Buccaneer Boathouse - Florida Keys Monthly Rental
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 2 , Sleeps: 4
Pack your floral shirts, swimming gear and sandals and come on down to Little Torch Key in the beautiful Florida Keys! Monthly rental.
ID#: 1517
From $3,400 /Month

0 Reviews
Luxury 2400 sq ft 6th floor condo with private access to Crescent Beach
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.
ID#: 1408
From $1,690 /Week

0 Reviews
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.
ID#: 1852
From $400 /Night

10 Reviews

OFFER Special Summer and Fall rates

Special offer period: Jun 1, 2020 - Dec 19, 2020

RUM COVE on Anna Maria Island
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.
ID#: 660
From $800 /Night

25 Reviews
SIESTA KEY CONDO-DIRECT OCEAN FRONT, 8TH FLOOR, LUXURY, SPACIOUS, BEST VIEW
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.
ID#: 1088
From $1,200 /Week

122 Reviews
Lemon Key Cottage
Lemon Key Cottage
Florida Keys > Marathon Area
House , Bedroom(s): 2 , Sleeps: 6
Private Waterfront Heated Pool Home: 60' Dock: Direct Ocean Access: Kayaks: Beach
ID#: 1120
From $250 /Night

22 Reviews
NEW Renovated Luxury Canalfront Home w Water Views, Pool Spa, Bikes, Kayak, SUP!
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
ID#: 1423
From $450 /Night

0 Reviews
Couples and Family Friendly. Some pet friendly units are available too.
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
ID#: 1101
From $199 /Night

0 Reviews
Last Minute Deal 9-26 to 10-3! Pool with Spa, Tiki, Quick Atlantic access!
OFFER
Last Minute Deal 9-26 to 10-3! 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!
ID#: 1050
From $300 /Night

31 Reviews
Madeira Bay Resort I (New Building) 2b2b: 1409
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.
ID#: 1225
From $149 /Night

4 Reviews
New Luxury Canal Front Home with Pool, Spa, Dock, Close to Bean Point & Pine Ave
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
ID#: 2008

10 Reviews
Beautiful Bayfront Home -Min. 4 Night Rental- Minutes to St. George Island
Beautiful Bayfront Home -Min. 4 Night Rental- Minutes to St. George Island
North West FL > Eastpoint
House , Bedroom(s): 3 , Sleeps: 6
Gorgeous Sunsets of the Apalachicola Bay. Only minutes from the white sandy beaches of St. George Island, Fl. Wheelchair accessible.
ID#: 1781
From $200 /Night

0 Reviews
Tamarind. Ground level direct Gulf front - Manasota Key
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
ID#: 1957
From $1,400 /Week

0 Reviews
SUN & FUN-TROPICAL POOL HOME
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!
ID#: 1094
From $2,400 /Week

11 Reviews
Second To None Spacious Waterfront Luxury! Dock, Pool, Spa, Rooftop Water Views!
Second To None Spacious Waterfront Luxury! Dock, Pool, Spa, Rooftop Water Views!
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 4 , Sleeps: 10
Spacious Luxury New Construction Waterfront Home Close to Beaches and Pine Ave
ID#: 2041

10 Reviews
Keys Livin' Large
OFFER
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
ID#: 1996
From $428 /Night

10 Reviews

OFFER $2999. Rental Rate any week Sept-Mid December

Special offer period: Sep 1, 2020 - Dec 19, 2020

Groovy Guava by Duncan Real Estate! Call 941-779-0304 to book!
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!
ID#: 1978
From $156 /Night

0 Reviews
Monaco- Beach house on the Canal with Dock - Monthly Stays
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.
ID#: 1467
From $260 /Night

0 Reviews
Waterfront Stunning New Luxury Home wPool, Spa, Dock, Elevator, Close to Pine
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
ID#: 2010

10 Reviews
Keys Living
OFFER
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
ID#: 1995
From $200 /Night

9 Reviews
Great fall rates! Turtle Cove - Pool and Hot Tub, Quick Atlantic Access!
OFFER
Great fall rates! 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.
ID#: 1051
From $225 /Night

37 Reviews
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
ID#: 1992
From $343 /Night

12 Reviews

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

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

Fishermans Cove A102 - On Turtle Beach on Siesta Key
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
ID#: 997
From $1,150 /Week

0 Reviews
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