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

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

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

OFFER

Edge of Paradise at Margaritaville - 5 Night Min

South West FL > Anna Maria Island

Condo , Bedroom(s): 3 , Sleeps: 7

Luxe Condo I Resort Amenities I Near Anna Maria Island I Margaritaville - Anna Maria Island Vacation Rentals

ID#: 2015

From $170 /Night

13 Reviews

SUPER CLEAN-STEPS TO BEACH-WALK TO SHOPS, RESTAURANTS, NIGHT SPOTS - SEE REVIEWS

South West FL > Anna Maria Island > Bradenton Beach

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

4 Bdrm, 3 Bath, Private Heated Saltwater Pool, Private Elevator, Sleeps 10! SUPER CLEAN!, STEPS TO BEACH, WALK TO SHOPS/RESTAURANTS/NIGHT SPOTS!

ID#: 151

From $299 /Night

113 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

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

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

Satsang Blue On Anna Maria Island (Holmes Beach, FL) Ground floor cottage with 3 bedroom and 1 1/2 bath! Within easy walking distance to the gulf side beaches!

ID#: 2266

0 Reviews

Sunkissed - Florida Keys Monthly Rental

Florida Keys > Lower Keys Area > Ramrod Key

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

Sun Kissed you will be during your stay at this wonderful home on Ramrod Key! Monthly rental only!

ID#: 1511

From $3,300 /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

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

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

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

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

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

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

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

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

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

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

OFFER

Windsor Hills Resort Private Pool Home 6BR4BA

Central FL, Orlando Area, Disney > Kissimmee

House , Bedroom(s): 6 , Sleeps: 14

6 bedroom Orlando private pool home rentals, Kissimmee Florida 1.5 mile to Disney World in Windsor Hills Resort. GROUPS WELCOME!

ID#: 1089

From $249 /Night

0 Reviews

OFFER $100 off weekly stay with newsletter subscription Contact us for details

Special offer period: Apr 7, 2021 - Apr 8, 2022

PRIME LOCATION ON AMI ** DIRECTLY ON WHITE SUGAR SAND BEACH ** HEATED POOL

South West FL > Anna Maria Island > Bradenton Beach

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

LUXURY CONDO 2 Bed 2 Bath * SEE SUNSET FROM LANAI * WALK TO SHOPS/RESTAURANTS

ID#: 920

From $171 /Night

42 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

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 $500 /Night

10 Reviews

Beach Cottage only steps to the white sandy beaches of Anna Maria Island!

South West FL > Anna Maria Island > Anna Maria

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

Beach Basket is a vintage 1920's cottage located on Oak Ave which dead ends to the white sandy beaches and emerald waters of Anna Maria Island!

ID#: 2069

From $336 /Night

10 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) This is a 28 day minimum rental

ID#: 1988

From $200 /Night

0 Reviews

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