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 $425 /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

Edge of Paradise at Margaritaville - 5 Night Min

From $170 /Night

Condo

South West FL > Anna Maria Island

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

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 $425 /Night

2 Reviews

OFFER *End of Summer Last Minute Deal* August 7 through September 11 $2850 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

AMI Waterfront Beach Condo w Pool!

South West FL > Anna Maria Island > Bradenton Beach

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

Watch sunrise over the bay, walk across the street to enjoy the beach. Restaurants & shopping all within walking distance! - Anna Maria Island Vacation Rentals

ID#: 1321

From $1,250 /Week

25 Reviews

SeaDuction - 400 Steps to Beach!

South West FL > Anna Maria Island > Holmes Beach

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

2 Bed, 2 Bath Condo on Holmes Beach - 400 steps to the beach Professional pictures coming end of July

ID#: 2222

From $1,275 /Week

1 Reviews

Enjoy Stunning Sunsets at this Luxurious Gulf Front Condo on Siesta Key

South West FL > Siesta Key

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

Min - 2 Week Rentals - Crystal Sands Siesta Key Unit 502 - Song of the Sea, where Luxury meets Paradise

ID#: 1902

From $229 /Night

2 Reviews

Bayberry Cottage North - Pool

South West FL > Anna Maria Island > Bradenton Beach

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

2 bedrooms, 1.5 baths, private pool, walk to the beach!

ID#: 2263

From $300 /Night

0 Reviews

Barbados Landing- Florida Keys Waterfront Monthly Rental

Florida Keys > Lower Keys Area > Ramrod Key

House , Bedroom(s): 2 , Sleeps: 4

Come stay at this charming tropical style House. This rental is a monthly rental only! Snowbirds Welcome!

ID#: 1514

From $3,400 /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

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 $3,300 /Month

0 Reviews

5 O'Clock Somewhere - Florida Keys Monthly Rental with Dock

Florida Keys > Lower Keys Area > Cudjoe Key

House , Bedroom(s): 2 , Sleeps: 4

It's always 5 O'Clock here at this wonderful Florida Keys vacation spot! This rental is a monthly rental only!

ID#: 1521

From $3,300 /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

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

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

Peach on Beach TOP FLOOR direct Gulf, weekly, owner, CLEAN

Central West FL > Indian Shores

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

PEACH on BEACH & Direct Gulf/TOP FLOOR, private balcony, Sunsets Included, 2BR/2BA, updated unit, 10'ceilings, weekly, WIFI, garage, Owner 727-595-5727 REVIEWS

ID#: 388

From $900 /Week

114 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

Hawkins Heaven - Florida Keys Waterfront Monthly Rental with Dock

Florida Keys > Lower Keys Area > Cudjoe Key

House , Bedroom(s): 2 , Sleeps: 4

Come stay at this heavenly oasis!This rental is a monthly rental only

ID#: 1522

From $4,200 /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

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 $7,200 /Month

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

Bayberry Cottage South - Pool

South West FL > Anna Maria Island > Bradenton Beach

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

Walk to the beach or laze by the backyard pool! Or jump on the free island trolley and see the sights.

ID#: 2264

From $300 /Night

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

St. Croix - Florida Keys Monthly Vacation Rental with Dock

Florida Keys > Lower Keys Area > Ramrod Key

House , Bedroom(s): 2 , Sleeps: 4

This Ramrod Key rental is a great spot for your next Florida Keys vacation!This vacation rental is a monthly rental and must be rented for 28 days or greater.

ID#: 1530

From $2,800 /Month

0 Reviews

Sea Mar Condo - Marco Island 19th floor Penthouse Condo

South West FL > Marco Island

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

2 BR/2 Bath condo with penthouse views from 19th floor of South Seas Towers overlooking Crescent Beach and the Gulf of Mexico. Free WiFi.

ID#: 74

From $895 /Week

52 Reviews

Remodeled Beach Cottage - No Streets to Cross to Beautiful Beaches

South West FL > Anna Maria Island > Anna Maria

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

Anna Maria Aloha is a completely remodeled 3 bedroom 2 bathroom Cottage steps to the beach with no streets to cross!

ID#: 2067

From $240 /Night

11 Reviews

Surfside 404 - Beachfront 3 BR 2 BA with Private Balcony

Central West FL > Clearwater Beach

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

Beautiful 3 bedroom, 2 bathroom corner oceanfront luxury unit. The unobstructed beach and Gulf of Mexico view stretches around the North corner of the building.

ID#: 378

From $1,850 /Week

0 Reviews