Vacation Rentals

List View Map View

From $3,500 /Month

Condo

South West FL > Siesta Key

Magnificent and Exquisite Vacation Home. Private no rear Neighbor.

From $220 /Night

House

Central FL, Orlando Area, Disney > Davenport

New Listing-May-July Discounts! Beachfront Luxury w PoolElevatorHot Tub

From $229 /Night

Condo

Central West FL > Indian Shores

Sorrento Vacation Rental in Naples- Vanderbilt Beach

From $580 /Night

House

South West FL > Naples

A Boater's Paradise! Walk to Olde Marco shops & restaurants.

From $140 /Night

House

South West FL > Marco Island

From $3,200 /Month

Condo

East Central FL > Hutchinson Island

Encore Fantasy @Encore Resort Reunion near Disney - Private Pool & Spa, Waterpark Access

From $340 /Night

House

Central FL, Orlando Area, Disney > Kissimmee

2BR2BA Sunrise BeachBest ViewFree Beach Chair and WIFI

From $130 /Night

Condo

Panama City Beach Area > Panama City Beach

Destin's Beautifully Renovated 2 Bedroom 3 Bath Paradise

From $89 /Night

Condo

North West FL

From $98 /Night

Condo

East Central FL > Hutchinson Island

Executive Home in Fort Myers Best Private Gated Golf & Country

From $150 /Night

House

South West FL > Fort Myers

Marco Island - South Seas East - Clam Bay Walkout

From $130 /Night

Condo

South West FL > Marco Island

SMUGGLER'S COVE RESORT - Anna Maria Island Vacation Rentals

From $130 /Night

Condo

South West FL > Anna Maria Island

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 $250 /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

From $1,115 /Week

Condo

South West FL > Siesta Key

Canalfront Caribbean Retreat with Pool and Boat Dock

From $1,800 /Week

House

South West FL > Bradenton

Edge of Paradise at Margaritaville - 5 Night Min

From $170 /Night

Condo

South West FL > Anna Maria Island

From $570 /Night

House

Marathon Area > Marathon

From $257 /Night

House

South West FL > Cape Coral

Absolute Anna Maria - Anna Maria Island Vacation Rentals

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

Beautiful Park Shore Beach on the Gulf of Mexico

From $8,000 /Month

Condo

South West FL > Naples

From $6,000 /Month

Condo

South West FL > Naples

From $395 /Night

Condo

Northeast FL > Amelia Island

From $99 /Night

Condo

Anna Maria Island > Holmes Beach

From $1,250 /Week

Condo

Anna Maria Island > Bradenton Beach

Sirenia Cove - Htd Pool Waterfront Dock Ping Pong Outdoor Bar Backyard Beach

South West FL > Anna Maria Island > Anna Maria

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

Sirenia Cove is the perfect vacation home to nature lovers. Located directly on the waterfront, you are perched on a prime location to enjoy everything.

ID#: 5

From $1,799 /Week

44 Reviews

Anna Belle - Waterfront Luxury Home: North End wDock, Pool, Spa, Screened Lanai, Free WiFi

South West FL > Anna Maria Island > Anna Maria

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

Ground level living, 3 bedrooms, 2 baths, sleeps 8. Private Home with Waterfront Dock, Pool, Hot Tub, Wifi - Anna Maria Island Vacation Rentals

ID#: 1228

From $3,000 /Week

20 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: 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 $250 /Night

2 Reviews

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

21 Reviews

Sirenia Beach House Resort Style Luxury Backyard Beach Waterfront Dock Pool Spa

South West FL > Anna Maria Island > Anna Maria

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

Sirenia Beach House ~ Beach Resort Style Luxury - Waterfront - Dock - Htd Pool - Spa - Backyard Beach - Tiki Hut - Hammock and more!

ID#: 4

From $1,799 /Week

63 Reviews

Anna Maria Island Paradise❤️Close to beach, shops&restaurants, heated pool, private lanai!

South West FL > Anna Maria Island > Holmes Beach

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

Book a relaxing vacation at our condo, situated in a private complex on the beautiful Anna Maria Island, only a short walk to the beach, shops and restaurants!

ID#: 857

From $700 /Week

13 Reviews

SMUGGLER'S COVE RESORT - Anna Maria Island Vacation Rentals

South West FL > Anna Maria Island

Condo , Bedroom(s): 1 , Sleeps: 4

Quiet family friendly resort with access to the Bay and the Gulf

ID#: 2149

From $130 /Night

0 Reviews

Blue Heron Luxury Private Waterfront Oasis on Bimini Bay - Walk to the Beach

South West FL > Anna Maria Island > Anna Maria

House , Bedroom(s): 4 , Sleeps: 8

The Blue Heron is a beautiful 4 bedroom 3.5 bath brand new luxury home on Anna Maria Island for rent - Anna Maria Island Vacation Rentals

ID#: 2057

From $480 /Night

4 Reviews

Sirenia By The Sea - Waterfront Pool Hot Tub Dock Sauna - Steps to the Beach

South West FL > Anna Maria Island > Anna Maria

House , Bedroom(s): 5 , Sleeps: 12

Picture yourself vacationing in a huge 5 Bedroom luxurious tropical villa, the perfect Anna Maria Vacation Rental for large groups

ID#: 2

From $1,999 /Week

40 Reviews

Absolute Anna Maria - Anna Maria Island Vacation Rentals

South West FL > Anna Maria Island

Condo , Bedroom(s): 2 , Sleeps: 5

WELCOME TO OUR FAMILY FRIENDLY CONDOMINIUM

ID#: 1763

From $131 /Night

0 Reviews

Blue Turtle Cottage Anna Maria Island Available for March Dates!

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 and is just steps to the white sand beach!

ID#: 3

From $315 /Night

46 Reviews

Edge of Paradise at Margaritaville - 5 Night Min

South West FL > Anna Maria Island

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

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

ID#: 2015

From $170 /Night

9 Reviews

Best Rates on Anna Maria Island!

South West FL > Anna Maria Island > Holmes Beach

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

Beautiful Condo on Anna Maria Island!

ID#: 1345

From $99 /Night

3 Reviews

Canalfront Caribbean Retreat with Pool and Boat Dock

South West FL > Bradenton

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

Enjoy an island escape right here in the States at ‘Caribbean Retreat,’ a breezy Bradenton vacation rental on Palma Sola Bay featuring a pool and boat dock.

ID#: 2040

From $1,800 /Week

7 Reviews

St. Somewhere at One Particular Harbour

South West FL > Bradenton

Condo , Bedroom(s): 2 , Sleeps: 5

New Luxury Condo with Pool and Club View at One Particular Harbour

ID#: 804

From $195 /Night

7 Reviews

The Anna Maria Island Beach View 208

South West FL > Anna Maria Island

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

FAMILY/CHILD FRIENDLY CONDOMINIUM!!!

ID#: 1777

From $131 /Night

0 Reviews

Professionally Decorated Pool Home Just Steps To The Beach

South West FL > Anna Maria Island > Holmes Beach

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

Debby's Place is sure to please! Just 2/10 of a mile from the white sandy beaches and the beautiful waters of Anna Maria Island.

ID#: 1147

From $240 /Night

5 Reviews

Renovated 22 Cottage North End-Steps to Beach Tropical LandscapingHeated Jetted Pool

South West FL > Anna Maria Island > Anna Maria

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

SURF’S UP has been completely and lovingly renovated from top to bottom and is gorgeously decorated!

ID#: 2062

From $291 /Night

11 Reviews

Anna Maria Island Retreat

South West FL > Anna Maria Island

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

FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!!

ID#: 1775

From $153 /Night

0 Reviews

Bay Watch Bungalow

South West FL > Anna Maria Island

Condo , Bedroom(s): 2 , Sleeps: 5

Bay Watch Bungalow: Water Views from Every Room & Upgrades Galore

ID#: 1778

From $118 /Night

0 Reviews

The Anna Maria Island Beach Castaway 1

South West FL > Anna Maria Island

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

FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!!

ID#: 1770

From $101 /Night

0 Reviews

The Anna Maria Island Beach Sands 203

South West FL > Anna Maria Island

Condo , Bedroom(s): 2 , Sleeps: 5

The Anna Maria Island Beach Retreat, 2 bedrooms, 1 bathroom, sleeps 6 maximum

ID#: 1773

From $152 /Night

0 Reviews

The Anna Maria Island Beach Castle

South West FL > Anna Maria Island

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

FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!!

ID#: 1766

From $152 /Night

0 Reviews

The Anna Maria Island Beach Palms 6B

South West FL > Anna Maria Island

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

FAMILY/CHILD FRIENDLY CONDOMINIUM - ALL BABIES AND CHILDREN ARE WELCOME!!!!

ID#: 1762

From $111 /Night

0 Reviews

North End Luxury Beach Cottage STEPS TO THE BEACH Heated Pool and Outdoor Living Area

South West FL > Anna Maria Island > Anna Maria

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

Seahorse Cottage is one of our most popular properties located on the desirable North End of Anna Maria with a Heated Pool and Outdoor Living Area

ID#: 2064

From $291 /Night

10 Reviews

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