Vacation Rentals

List View Map View

From $225 /Night

Villa

Anna Maria Island > Holmes Beach

From $150 /Night

Condo

South West FL > Bradenton

Historic Gem in the heart of Jupiter Florida

From $3,100 /Month

House

Southeast FL > Jupiter

Beachfront -Direct ocean view - Apollo 306

From $119 /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 - monthly's wanted

From $170 /Night

Condo

South West FL > Anna Maria Island

4BR-Updated Town home- 360 tour- WALK to PoolLazy River FREE WIFI ~~Near Disney

From $89 /Night

Townhouse

Central FL, Orlando Area, Disney > Davenport

From $261 /Night

Villa

Central FL, Orlando Area, Disney > Kissimmee

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 $349 /Night

Condo

Northeast FL > Amelia Island

From $890 /Week

Condo

Anna Maria Island > Bradenton Beach

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

From $300 /Night

House

Anna Maria Island > Anna Maria

CCVS - The Villa Starfish Lake is located on the same lake 'Starfish Lake' in Cape Coral

From $121 /Night

House

South West FL > Cape Coral

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

From $100 /Night

Condo

Anna Maria Island > Holmes Beach

From $750 /Night

House

Anna Maria Island > Anna Maria

Luxurious Islamorada ,Private Sandy Beach Access. Hammocks, Kayaks, & More!

From $486 /Night

House

Islamorada Area > Islamorada

From $140 /Night

Condo

South West FL > Siesta Key

❤️ Cozy Haven Minutes to Disney ❤️ Resort Amenities ❤️

From $175 /Night

House

Central FL, Orlando Area, Disney > Kissimmee

❤️ Enjoy Relaxing with Peaceful Lake Views ❤️

From $175 /Night

House

Central FL, Orlando Area, Disney > Kissimmee

From $170 /Night

Villa

Anna Maria Island > Holmes Beach

❤️ Upscale Comfort with Private Pool & Hot Tub ❤️

From $350 /Night

House

Central FL, Orlando Area, Disney > Kissimmee

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

From $1,799 /Week

House

Anna Maria Island > Anna Maria

Oct 3 - Oct 10 Deal! - Resort Style Luxury Backyard Beach Waterfront Dock Pool Spa

From $233 /Night

House

Anna Maria Island > Anna Maria

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

From $1,999 /Week

House

Anna Maria Island > Anna Maria

Blue Turtle Cottage Anna Maria Island Available For Christmas & New Years!

From $256 /Night

House

Anna Maria Island > Holmes Beach

AMI Waterfront Bradenton Beach Condo w Pool!

South West FL > Anna Maria Island > Bradenton Beach

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

Watch sunrise over the bay and walk across the street to enjoy the beach. Restaurants, bars and shopping all within walking distance!

ID#: 1321

From $890 /Week

16 Reviews

OFFER

❤️ Cozy Haven Minutes to Disney ❤️ Resort Amenities ❤️

Central FL, Orlando Area, Disney > Kissimmee

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

3 bedrooms 2 bathrooms, 2 living areas, private sun deck in a peaceful gated community just 5 miles to Disney. Lots of upgrades.

ID#: 90

From $175 /Night

17 Reviews

Cozy Cabana West

South West FL > Anna Maria Island > Holmes Beach

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

2Bed/2Bath, Private Heated Pool!

ID#: 82

From $170 /Night

58 Reviews

Oceanfront Luxury - Amelia Island Florida Beachfront Condo Rental

Northeast FL > Amelia Island

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

18 Ocean Place: Oceanfront condo adjoining The Ritz-Carlton. Enjoy the advantages of your own private condo with access to many of the amenities of the Ritz

ID#: 1404

From $349 /Night

10 Reviews

OFFER

Penthouse Condo in One Particular Harbour Near Anna Maria Island Marina Access

South West FL > Bradenton

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

2 BR / 2 BA Penthouse Sleeps 5 - 1.6 Miles from Anna Maria Island Beaches

ID#: 2106

From $150 /Night

10 Reviews

Historic Gem in the heart of Jupiter Florida

Southeast FL > Jupiter

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

True & timeless peace filled oasis, steeped with history in it's homeyness. Steps from the action of a vibrant town, glorious beaches, golf, boating & parks.

ID#: 2095

From $3,100 /Month

0 Reviews

Playa Encantada, Steps to the Beach

South West FL > Anna Maria Island > Holmes Beach

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

Located in the sought after complex of Playa Encantada; Shell Game is a tropical beach front community on the white sandy beaches of Anna Maria Island!

ID#: 2068

From $156 /Night

11 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 $243 /Night

16 Reviews

22 North End Beach House near Bean Point Beach!!

South West FL > Anna Maria Island > Anna Maria

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

Located on the desirable North end of Anna Maria Island just steps away from the famous Bean Point Beach, Rod N Reel Pier and Bayfront Park!

ID#: 2065

From $269 /Night

10 Reviews

Secluded Bungalow on Historic Pine Ave

South West FL > Anna Maria Island > Anna Maria

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

Secluded Location on Anna Maria Islands' North End! Tucked away along Anna Maria Island's historic Pine Avenue

ID#: 2066

From $147 /Night

11 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

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

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 $3,400 /Month

0 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): 3 , 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 $269 /Night

10 Reviews

Island Living, Within Walking Distance To Beach Restaraunts Shops Parks Marina

East Central FL > Vero Beach

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

House, 3 Bedrooms, 2.5 Baths (Sleeps 6)

ID#: 1330

From $325 /Night

10 Reviews

Sandy Key 826

North West FL > Perdido Key

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

Spectacular Beach Views from your Balcony

ID#: 1447

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 $3,900 /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

38 Reviews

Sandy Key 637

North West FL > Perdido Key

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

Beautiful Views from your Balcony

ID#: 1443

4 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 $3,900 /Month

0 Reviews

Egret's Landing - Affordable Cudjoe Key Monthly Rental with Dock

Florida Keys > Lower Keys Area > Cudjoe Key

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

Just off Cudjoe Bay, 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

Bernie's Bungalow- Florida Keys Waterfront Monthly Rental

Florida Keys > Lower Keys Area > Big Pine Key

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

Come stay at this charming tropical style bungalow. 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

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

Perfect Beachfront Condo with Million Dollar View

South West FL > Marco Island

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

2-BR, 2-full BA beachfront condo; well-stocked kitchen; full-size LG front-loading washer & dryer; linens, beach chairs & towels provided. Dolphins. Shelling.

ID#: 240

From $1,100 /Week

45 Reviews