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Vacation Rentals

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Book Starting Aug15 New Home New Resort, Free Pool Heat, 5Min Walk to Lazy River
From $290 /Night
House
Central FL, Orlando Area, Disney > Davenport
551-Luxury Villa Private Pool-Hot Tub-Game Room
From $399 /Night
Villa
Central FL, Orlando Area, Disney > Kissimmee
Sunset Paradise
From $338 /Night
House
Lower Keys Area > Summerland Key
LOCATION SIESTA & DT SARASOTA Coastal Elegant House West of the Trail Family Fun
From $245 /Night
House
South West FL > Sarasota
OneMoreDay
From $3,100 /Week
House
Marathon Area > Key Colony Beach
Direct Gulf Front Condo
From $200 /Night
Condo
Anna Maria Island > Bradenton Beach
WorkStudy from "home" while on vacation. 1 Bedroom
From $886 /Week
Villa
Anna Maria Island > Holmes Beach
Vintage Florida Cottage 450 steps to the beach!
From $150 /Night
Cottage
Anna Maria Island > Bradenton Beach
Wonderful Home in Sarasota Bay on Salt Water Canal in Longboat Key
From $2,198 /Week
House
South West FL > Longboat Key
Seaduction - New Decor Coming May 18th!!
From $1,450 /Week
Condo
Anna Maria Island > Holmes Beach
Beautiful Three Bedroom Townhome Anna Maria Island - Monthly Stays
Townhouse
Anna Maria Island > Holmes Beach
NEW LISTING - Gulf Access Home with Heated Pool & Large Lanai
From $135 /Night
House
South West FL > Cape Coral
Villa Costa - Cape Coral Vacation Rental with Dock
From $109 /Night
House
South West FL > Cape Coral
East Lake Gem on the Green
From $259 /Night
House
Central West FL > Palm Harbor
Marco Island 17th Floor Beachfront Condo with AMAZING Views
From $225 /Night
Condo
South West FL > Marco Island
A Gardeners Cottage Home Becomes Your Sanctuary
From $60 /Night
Cottage
Central FL, Orlando Area, Disney > Maitland
Charming Beachy - Bohemian Cottage in Historic Lake Worth Beach Area
From $275 /Night
House
Southeast FL > Lake Worth Beach
New Listing - May Special - Oceanside Luxury Home in St. Augustine
From $2,500 /Week
House
Northeast FL > Saint Augustine Beach
The Veranda on Jacaranda - Luxury Home, North Anna Maria Island across from Bean Point
From $350 /Night
House
Anna Maria Island > Anna Maria
Sorrento Vacation Rental in Naples- Vanderbilt Beach
From $580 /Night
House
South West FL > Naples
SMUGGLER'S COVE RESORT - Anna Maria Island Vacation Rentals
From $130 /Night
Condo
Anna Maria Island > Bradenton Beach
White Sands Resort - Weekly - Naples vacation rentals
From $129 /Night
Condo
South West FL > Naples
Villa Sanibel Shell in Cape Coral
From $253 /Night
Villa
South West FL > Cape Coral
Gorgeous AMI Villa with private pool & just steps to the beach!
From $300 /Night
Villa
Anna Maria Island > Holmes Beach
Beachfront -Direct ocean view - Apollo 306
From $275 /Night
Condo
South West FL > Marco Island
Blue Heron Luxury Private Waterfront Oasis on Bimini Bay - Walk to the Beach
From $480 /Night
House
Anna Maria Island > Anna Maria
Beachfront condo on Siesta Key
From $1,195 /Week
Condo
South West FL > Siesta Key
Fantastic 4 BR Villa with private Courtyard Pool, south facing
From $100 /Night
Villa
Central FL, Orlando Area, Disney > Haines City
Edge of Paradise at Margaritaville - 5 Night Min
From $170 /Night
Condo
South West FL > Anna Maria Island
Brand New Luxury Rental 5Bdr 4.5Bath Solterra Resort - Pool, Tennis, Near Disney
House
Central FL, Orlando Area, Disney > Davenport
Sunset Paradise
Sunset Paradise
Florida Keys > Lower Keys Area > Summerland Key
House , Bedroom(s): 3 , Sleeps: 8
Billion dollar view, 3 bed 2 bath and deep water dock
ID#: 2229
From $338 /Night

0 Reviews
Gorgeous AMI Villa with private pool & just steps to the beach!
Gorgeous AMI Villa with private pool & just steps to the beach!
South West FL > Anna Maria Island > Holmes Beach
Villa , Bedroom(s): 3 , Sleeps: 8
Welcome to AMI Villa! When you come to Anna Maria Island, make this charming Mediterranean 3 bed & 3 bath villa with a private pool your home away from home!
ID#: 2114
From $300 /Night

4 Reviews
REDUCED MAY PRICES!
OFFER
REDUCED MAY PRICES!
South West FL > Anna Maria Island > Holmes Beach
House , Bedroom(s): 3 , Sleeps: 6
Blue Turtle Cottage Anna Maria Island has a sparkling private pool in a tropical backyard and is just steps (Less than 100!) to the white sand beach!
ID#: 3
From $250 /Night

46 Reviews

OFFER May Prices Reduced!

Special offer period: Apr 30, 2021 - Jun 27, 2021

New Listing - May Special - Oceanside Luxury Home in St. Augustine
OFFER
New Listing - May Special - Oceanside Luxury Home in St. Augustine
Northeast FL > Saint Augustine Beach
House , Bedroom(s): 3 , Sleeps: 8
Butler Beach House is an oceanside luxury weekly vacation rental home in the highly desirable quiet residential area of Butler Beach in St. Augustine.
ID#: 2208
From $2,500 /Week

0 Reviews

OFFER *New Listing-Last Minute Special* *All May through June 5th* $2500 per week + tax No cleaning fee- No additional fees $500 refundable damage deposit

Special offer period: May 8, 2021 - Jun 5, 2021

The Veranda on Jacaranda - Luxury Home, North Anna Maria Island across from Bean Point
The Veranda on Jacaranda - Luxury Home, North Anna Maria Island across from Bean Point
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 8
Newer 3 story Home and beautifully decorated. Elevator to access all floors. Garage parking, private fenced yard, heated pool, beach gear, 6 Bikes, Ocean views.
ID#: 2185
From $350 /Night

0 Reviews
Charming Beachy - Bohemian Cottage in Historic Lake Worth Beach Area
Charming Beachy - Bohemian Cottage in Historic Lake Worth Beach Area
Southeast FL > Lake Worth Beach
House , Bedroom(s): 3 , Sleeps: 6
6 guests · 3 bedrooms · 3 beds · 2 baths
ID#: 2209
From $275 /Night

9 Reviews
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 $5,900 /Month

0 Reviews
Coral House - Florida Keys Monthly Rental with Pool and Dock
Coral House - Florida Keys Monthly Rental with Pool and Dock
Florida Keys > Lower Keys Area > Ramrod Key
House , Bedroom(s): 3 , Sleeps: 6
NEW swimming pool!This rental is a monthly rental only and must be rented for 28 days or greater.
ID#: 1518
From $4,600 /Month

0 Reviews
GORGEOUS 8TH FL. RESORT CONDO MONTHLY STAYS - GULF OF MEXICO VIEWS IN MOST ROOMS
GORGEOUS 8TH FL. RESORT CONDO MONTHLY STAYS - GULF OF MEXICO VIEWS IN MOST ROOMS
South West FL > Naples
Condo , Bedroom(s): 3 , Sleeps: 6
Monthly Vacation Rental in Naples available for rent for seasonal visitors or longer term stays.
ID#: 1545
From $6,000 /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
Breezy Palms - Florida Keys Monthly Vacation Rental with Dock
Breezy Palms - Florida Keys Monthly Vacation Rental with Dock
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 3
Enjoy all the best the Keys have to offer at this super special Little Torch vacation rental home. This home is a monthly rental only!
ID#: 1516
From $4,800 /Month

0 Reviews
NEW LISTING - Gulf Access Home with Heated Pool & Large Lanai
NEW LISTING - Gulf Access Home with Heated Pool & Large Lanai
South West FL > Cape Coral
House , Bedroom(s): 3 , Sleeps: 8
Heated Pool - 3 Bedroom/2 Bathroom Home - 2 Living Rooms to Spread Out
ID#: 2219
From $135 /Night

0 Reviews
Pelican Perch
Pelican Perch
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 3 , Sleeps: 6
Cudjoe Key Pet Friendly - Boat Friendly monthly vacation rental in the Gorgeous Florida Keys
ID#: 1525
From $4,800 /Month

0 Reviews
Palm Harbor - Florida Keys Monthly Vacation Rental with Dock
Palm Harbor - Florida Keys Monthly Vacation Rental with Dock
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 3 , Sleeps: 6
Palm Harbor located at mile marker 23 in Cudjoe Gardens is the perfect spot to unwind and relax in the Florida Keys sunshine!This rental is a monthly rental.
ID#: 1526
From $4,000 /Month

0 Reviews
Salty Retreat- Florida Keys Monthly Vacation Rental with Tiki Hut, Pool and Dock
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
Beautiful Three Bedroom Townhome Anna Maria Island - Monthly Stays
OFFER
Beautiful Three Bedroom Townhome Anna Maria Island - Monthly Stays
South West FL > Anna Maria Island > Holmes Beach
Townhouse , Bedroom(s): 3 , Sleeps: 6
Beautiful townhome steps from the beach and walking distance to all things "BEACH"...our location is one of the most sought after on the island.
ID#: 2220

0 Reviews

OFFER We are monthly booking only, if you choose to book two months with us we will discount your stay.

Special offer period: Apr 25, 2021 - Aug 25, 2022

Dolphin Bay - Saddle Bunch Key Monthly Rental with Dock
Dolphin Bay - Saddle Bunch Key Monthly Rental with Dock
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 2 , Sleeps: 4
Come experience comfortable waterfront living with immediate access to some of the best fishing waters around! This rental is a vacation rental only.
ID#: 1520
From $4,400 /Month

0 Reviews
Bay Pointe- Florida Keys Monthly Vacation Rental
Bay Pointe- Florida Keys Monthly Vacation Rental
Florida Keys > Lower Keys Area > Sugarloaf Key
House , Bedroom(s): 3 , Sleeps: 6
Tropical seclusion and privacy at its very best. This rental is a monthly vacation rental only!
ID#: 1512
From $4,600 /Month

0 Reviews
South Point Shores - Florida Keys Monthly Rental with Dock
South Point Shores - Florida Keys Monthly Rental with Dock
Florida Keys > Lower Keys Area > Sugarloaf Key
House , Bedroom(s): 3 , Sleeps: 6
This bright, very spacious and inviting, nicely-maintained Sugarloaf Key home is located just 20 minutes north of Key West!This rental is a monthly rental only!
ID#: 1529
From $5,300 /Month

0 Reviews
Margarita Villa - Little Torch Key Monthly Rental with Dock
Margarita Villa - Little Torch Key Monthly Rental with Dock
Florida Keys > Lower Keys Area > Little Torch Key
Villa , Bedroom(s): 3 , Sleeps: 6
Welcome to Margarita Villa! Located in Jolly Roger Estates on Little Torch Key, where you’ll find some of the best deep water boating in the Lower Keys!
ID#: 1524
From $4,500 /Month

0 Reviews
Island Chalet - Little Torch Key Monthly Rental with Dock
Island Chalet - Little Torch Key Monthly Rental with Dock
Florida Keys > Lower Keys Area > Little Torch Key
House , Bedroom(s): 3 , Sleeps: 6
Located on Little Torch Key with awesome boat access to Big Pine channel! This rental is a monthly rental only.
ID#: 1523
From $3,900 /Month

0 Reviews
Beautiful Park Shore Beach on the Gulf of Mexico
Beautiful Park Shore Beach on the Gulf of Mexico
South West FL > Naples
Condo , Bedroom(s): 3 , Sleeps: 8
3 Bedroom Vacation Condo Rental in Naples - 3 MONTH MINIMUM STAYS
ID#: 1546
From $6,000 /Month

0 Reviews
Aloe House - Affordable Cudjoe Key Monthly Rental with Dock
Aloe House - Affordable Cudjoe Key Monthly Rental with Dock
Florida Keys > Lower Keys Area > Cudjoe Key
House , Bedroom(s): 3 , Sleeps: 6
You're only a short distance from fabulous Looe Key, one of the best diving and snorkeling sites in the Lower Florida Keys! Monthly rental
ID#: 1519
From $3,700 /Month

0 Reviews
New Luxury Custom Built Home on North End - Steps to Beach - Heated Pool - Outdoor Kitchen
New Luxury Custom Built Home on North End - Steps to Beach - Heated Pool - Outdoor Kitchen
South West FL > Anna Maria Island > Anna Maria
House , Bedroom(s): 3 , Sleeps: 6
Luxury Custom Home on Desirable North End of Anna Maria Island w/Outdoor Kitchen and Heated Pool!! North End Escape is a 2,300 sq. ft.
ID#: 2061

10 Reviews
Blue Palms Retreat Vacation Rental
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
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