Vacation Rentals

List View Map View

From $333 /Night

Villa

South West FL > Cape Coral

From $298 /Night

Villa

South West FL > Cape Coral

From $540 /Night

House

Key Largo Area > Anglers Park

Satsang Blue - A Sacred Gathering Place Adorable Bungalow on AMI, Walk to Beach!

Cottage

From $1,650 /Week

Condo

Islamorada Area > Long Key

From $300 /Night

House

Anna Maria Island > Bradenton Beach

From $300 /Night

House

Anna Maria Island > Bradenton Beach

Dock space & pool, beautiful sunsets & park like setting, Center of Islamorada!

House

Islamorada Area > Islamorada

Dock,waterfront,pool,sunsets,Center of Islamorada. Best fishing around

House

Islamorada Area > Islamorada

Dock space,beautiful sunsets & park like setting with pool,Center of Islamorada!

House

Islamorada Area > Islamorada

From $167 /Night

House

South West FL > Cape Coral

From $250 /Night

Condo

Anna Maria Island > Bradenton Beach

From $1,275 /Week

Condo

Anna Maria Island > Holmes Beach

From $375 /Night

House

Northeast FL > Saint Augustine Beach

Direct Oceanfront - Pools, Beach, Private, Clean, Safe

From $275 /Night

Condo

East Central FL > Daytona Beach Shores

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

From $253 /Night

Villa

South West FL > Cape Coral

From $300 /Night

Villa

Anna Maria Island > Holmes Beach

Beachfront -Direct ocean view - Apollo 306

From $199 /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

From $1,195 /Week

Condo

South West FL > Siesta Key

From $229 /Night

Condo

South West FL > Siesta Key

Condo

East Central FL > New Smyrna Beach

Meehan - sleeps 6 with heated pool, downtown Port Charlotte from $112nt

From $112 /Night

House

South West FL > Port Charlotte

Beautiful Park Shore Beach on the Gulf of Mexico

From $6,000 /Month

Condo

South West FL > Naples

From $6,000 /Month

Condo

South West FL > Naples

St. Croix - Florida Keys Monthly Vacation Rental with Dock

From $2,800 /Month

House

Lower Keys Area > Ramrod Key

Dock space & pool, beautiful sunsets & park like setting, Center of Islamorada!

Florida Keys > Islamorada Area > Islamorada

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

Bay front with dock and peninsula for great sunsets. Pool with outside bathrooms

ID#: 2262

0 Reviews

Gorgeous AMI Villa with private pool & just steps to the beach!

South West FL > Anna Maria Island > Holmes Beach

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

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

7 Reviews

OFFER

Oceanside Luxury Home in St. Augustine - Butler Beach House

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 $375 /Night

2 Reviews

OFFER *End of Summer Last Minute Deal* August 7 through September 4 $2500 per week (+tax) no cleaning fee *15% off stays 2 weeks or longer inquire about rates for monthly+ stays

Special offer period: Aug 7, 2021 - Sep 11, 2021

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

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 $4,500 /Month

0 Reviews

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 $4,900 /Month

0 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

TurtleHouse 100 % wheelchair accessible !

South West FL > Cape Coral

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

185 sqm holiday home with pool in a sunny south-west direction. The villa can accommodate up to 6 people. 100 % wheelchair accessible !!!

ID#: 2259

From $167 /Night

0 Reviews

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 $4,300 /Month

0 Reviews

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 $5,800 /Month

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 $9,700 /Month

0 Reviews

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

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 $4,100 /Month

0 Reviews

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

Villa Laguna

South West FL > Cape Coral

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

This awesome property is right at the Riverfront!

ID#: 2268

From $298 /Night

0 Reviews

OFFER

Direct Oceanfront - Pools, Beach, Private, Clean, Safe

East Central FL > Daytona Beach Shores

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

Family Friendly & Loaded With Amenities - Daytona Beach Shores

ID#: 2206

From $275 /Night

10 Reviews

OFFER Late Summer Discounts Available

Special offer period: Aug 14, 2021 - Sep 18, 2021

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 $5,000 /Month

0 Reviews

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

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 $- /

0 Reviews

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

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

From $520 /Night

10 Reviews

OFFER

July 31-AUGUST 7 AVAILABLE - BOOK YOUR ANNA MARIA ISLAND SUMMER VACATION NOW!

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 $315 /Night

46 Reviews

Spectacular Location Desirable North End wHeated Pool!

South West FL > Anna Maria Island > Anna Maria

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

Moon Shadow South's location can't be beat with peeks of Passage Key in Tampa Bay.

ID#: 913

From $336 /Night

16 Reviews

Sunset Paradise

Florida Keys > Lower Keys Area > Summerland Key

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

Billion dollar view, 3 bed 3 bath and deep water dock

ID#: 2229

From $364 /Night

0 Reviews

Villas A5 - Beachfront 3 BR 2 BA with Private Balcony

Central West FL > Clearwater Beach

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

A beautiful 3BR 2BA corner unit with views of Clearwater Beach and the Gulf of Mexico from the front of the unit, and the Villas pool from the back of the unit.

ID#: 405

From $2,200 /Week

4 Reviews