home
About C2C Contact C2C Book Your Vacation List Your Property Buy Vacation Property

You've come to the right place to find your Florida beachfront vacation rental. Our site features detailed photographs of the vacation properties interior, exterior, amenities, and Gulf views. There is even an interactive satellite view that will show the properties exact location.

Pink House is a PRIME Longboat Rental
Click the image above to view our popular "Pink House", a premier property on Longboat Key.

Step One

Browse Properties by selecting location and number of bedrooms below, or call 800-657-8966.

Community Highlights
Longboat & Lido Key: 1 bedroom Longboat & Lido Key View Video
Longboat & Lido Key: 2 bedrooms
Longboat & Lido Key: 3 bedrooms
Community Highlights
Siesta Key & Sarasota: 1 bedroom Siesta Key & Sarasota View Video
Siesta Key & Sarasota: 2 bedrooms
Siesta Key & Sarasota: 3 bedrooms
Community Highlights
Naples & Fort Myers: 1 bedroom Naples & Fort Myers View Video
Naples & Fort Myers: 2 bedrooms
Naples & Fort Myers: 3 bedrooms
Community Highlights
Anna Maria & Bradenton: 1 bedroom Anna Maria & Bradenton
Anna Maria & Bradenton: 2 bedrooms
Anna Maria & Bradenton: 3 bedrooms

Coast 2 Coast Vacation Rentals specializes in providing privately owned vacation rental homes and condos on the gulf coast of Florida. Spectacular Gulf of Mexico views make our vacation rentals the most sought after by guests from all over the world.

Our vacation properties are located near Sarasota or Naples on Florida's finest white sandy beaches. Our beach vacation rentals have one to 5 bedrooms, heated pools and first class amenities. We have the perfect beach vacation condo or house for your Florida vacation. Please browse our property photographs for Longboat Key rentals, Siesta Key rentals, Anna Maria and Bradenton vacation rentals, or Naples.

1-800-657-8966.

 

Coast 2 Coast Vacation Rentals is pleased to offer the following privately owned Florida vacation rentals

Longboat Key & Lido Key: Florida vacation rentals by owner (to see full list browse at "Step One"). back to top

 

Community

Type

BR

BTH

Sleeps

Description (click description below to view the property)

 

Banyan Bay

condo

2

2

4

Bay Views and Great Longboat Key Sunsets

 

Bay Isles

condo

2

2

4

# 1 Bay Views, Luxury Condo Gated Community

 

Bayport Beach and Tennis

condo

2

2

4

Walk to white sandy Longboat Key beach- Tropical landscapes

 

Beach Place

condo

3

2

6

Beach Front condo, Views, Olympic Swimming Pool- Multiple selections

 

Beach Side Condominiums

condo

2

2

4

Charming condo ideal for a family beach retreat

 

Beachcomber

condo

2

2

4

**Beachside 1 bedrooms Value Condos, Beachcomber of Longboat Key

 

Boat House at Laguna Place

condo

3

2

4

**LUXURY Townhouse Water Views- Private boat Dock- Pool

 

Buttonwood Cove

condo

2

2

4

Full Bay View- Private Beach Access- Longboat Key

 

Cedars On East

house

2

2

4

2 Bedroom Bay Townhouse, Garage, Fishing Great Pool

 

Corey's Landing

house

2

2

4

A Tropical Escape - Steps to Beach

 

Country Club Shores

condo

2

2

4

WEEKLY RENTALS Private home with pool-Tropical paradise

 

Fairway Bay

condo

2

2

4

Bayfront Longboat Key condo with Pool and Beach Access

 

Front Beach Condominiums

condo

2

2

5

Located just steps from the white sandy beaches of Longboat Key

 

Grand Bay

condo

3

2

4

Bayside Beauty at Grandbay- Luxury Condo sweeping views of Sarasota

 

Gulfshore Condominiums

condo

2

2

4

Stunning Views, Call for discounts

 

Harbor Oaks

condo

3

2

4

Elegant Bayside living- walking distance to white sandy Beach

 

Islander Club South

condo

2

2

4

Beach Front Luxury condo with Balcony

 

Islands West

condo

2

2

4

Gulf Front - Beach and Bay views!

 

Key Towers South in Lido

condo

2

2

4

Gulf to Bay on Lido Key Beach

 

L' Ambiance

condo

2

2

4

Longboat Key Luxury Beach Front Bay and Gulf views

 

L' Elegance

condo

2

2

4

Luxury Beach front Condo

 

Lido Ambassador

condo

2

2

4

Beach-Direct Gulf Front Lido Key

 

Lido Harbor Towers

condo

2

2

4

Beachfront lifestyle

 

Lido Surf and Sand

condo

2

2

4

Beachfront Perfection with Gorgeous Gulf View

 

Longbeach Village

condo

2

2

4

Beachfront Property - Longboat Key

 

Longboat Cove

condo

2

2

4

Beach Tropical Paradise- Step onto Sand

 

Longboat Harbor Towers

condo

2

2

4

Beautiful Condo with Stunning Bay View & stroll to Beach

 

Longboat Key Towers

condo

2

2

4

Beautiful ocean front condo- Gulf of Mexico views

 

Longboat Terrace

condo

2

2

4

Longboat Terrace on Longboat-Beautiful condo- Winter guests Special!!

 

Mark I Condominium

condo

2

2

4

Full Gulf View- Close to St. Armands Circle

 

Mark III Yacht & Tennis Club

condo

2

2

4

Centrally located on Longboat Key directly on the Gulf of Mexico

 

Pelican Harbor

condo

2

2

4

Best Direct Beach Front Unit on Longboat Key! Summer Specials!

 

Private House

condo

2

2

4

Best Value - Canal Front - New Pool- Nature Lover's Paradise

 

Private House North LBK

condo

3

2

4

Bay views - great locations

 

Queens Harbor Villa

condo

2

2

4

Bright clean Key West style vacation home on Longboat Key

 

Sea Club

condo

2

2

4

Tropical landscaped garden provides a relaxing vacation environment

 

Sea Club III

condo

2

2

4

Spectacular Longboat Key vacation rental

 

Sea Pines Condominium

condo

2

2

4

Clean comfy home on Longboat Key with pool- walk to beach

 

Seaplace

condo

2

2

4

Condo On The Beach with swimming pool- exercise facilities

 

Spanish Main

condo

2

2

4

Condo- over 55 community- Large pool and amenities

 

Sunset Beach

condo

2

2

4

Gulf Front spectacular condo-North end of Longboat Key

 

Sutton Place

condo

2

2

4

Cozy Home on Longboat Key Canal- walk to beach

 

The Atrium

condo

2

2

4

Cozy little getaway-Just steps from the beach

 

The Castilian

condo

2

2

4

Designer Condo in Luxury Waterfront Complex

 

The Colony at Longboat Key

condo

2

2

4

Direct Beachfront Condominium - Spectacular Sunsets

 

The Little House On Longboat

condo

2

2

4

Walk to beach-Private Balconies

 

The Players Club

condo

2

2

4

Direct Gulf-Front Private Balconies

 

The Privateer

condo

2

2

4

Directly ON BEACH!! Available Jan, Feb. 2008

 

The Promenade

condo

2

2

4

Elegant Condo Paradise Step From Beach

 

The Westchester

condo

2

2

4

Longboat Key Beach front- High speed internet- upon request

 

Tiffany Plaza

condo

2

2

4

Enjoy WARM FALL in Gulf Front 2nd Floor Penthouse $1480/wk

 

Turtle Crawl

condo

2

2

4

Fabulous Gulf views

 

Villas of Avignon

condo

2

2

4

Renovated Beachfront Condo on S. end of Longboat Key

 

Whitney Beach

condo

2

2

4

Great Longboat Key condo short walk to beach

 

Siesta Key & Sarasota: Florida vacation rentals by owner (to see full list browse at "Step One"). back to top

 

Community

Type

BR

BTH

Sleeps

Description (click description below to view the property)

 

Bayside Condominium

condo

2

2

4

Bayside Condo-Luxury-Great Views

 

Beachway Condominiums

condo

2

2

4

Gulf Front Condo on Beach

 

Casa Rina

condo

2

2

4

Casa Rina Siesta Key Beach

 

Castel del Mare

condo

2

2

4

Castel Del Mare -Siesta Key

 

Cedar Cove

condo

2

2

4

Gulf Front - Great Family retreat on Siesta Key

 

Crescent Royale

condo

2

2

4

Gulf Front with Breathtaking views

 

Crystal Sands

condo

2

2

4

Gulf Views, Steps to Beach: special Sale!!

 

Gulf and Bay Club

condo

2

2

4

Gulf-Front Condo- Prime Vacation retreat- Siesta Key

 

Gulf Holiday Condominium

condo

2

2

4

Gulfside Beach Condo on Siesta Key

 

Harbor Towers Yacht & Racquet Club

condo

2

2

4

Luxury Elegant Siesta Key Vacation Rental

 

La Siesta Condos

condo

2

2

4

Beach Value at La Siesta

 

Marina del Sol

condo

2

2

4

Marina Del Sol- Exercise Facilities-Private elevator

 

Midnight Cove

condo

2

2

4

Midnight Cove Resort - Summer Rate Special!

 

Midnight Cove II

condo

2

2

4

Midnight Cove Beach Resort on Siesta Key

 

Our House at The Beach

condo

2

2

4

Beach Property on Siesta Key

 

Peppertree Bay

condo

2

2

4

Close to Siesta Key Village & beaches

 

Sarasota Surf & Racket Club

condo

2

2

4

#1 Destination Siesta Key Rental

 

Sea Club 2

condo

2

2

4

Siesta Key Family Vacation retreat

 

Sea Shell Condominiums

condo

2

2

4

Sea Shell - lovely condo, gorgeous view, great price

 

Siesta Breakers

condo

2

2

4

Siesta Key- Short walk to beach

 

Siesta Dunes

condo

2

2

4

Siesta Key Condo

 

Siesta Gulf View

condo

2

2

4

Siesta Key- Gulf View Condo

 

Siesta Shores

condo

2

2

4

Best Vacation Rental on Siesta Beach

 

Siesta Towers

condo

2

2

4

Longboat Key JUNE/JULY Specials with Maid Service

 

Sunset Point

condo

2

2

4

Luxury Siesta Key Condo- Private Beach

 

The Anchorage

condo

2

2

4

Exceptional Vacation Rental

 

The Terrace

condo

2

2

4

Luxury Third Floor Beach Condo in Siesta Key

 

The Villa at Crescent Arms

condo

2

2

4

Steps from the Gulf of Mexico

 

Windward Passage

condo

2

2

4

Siesta Key beach condo - best value

 

Anna Maria & Bradenton: Florida vacation rentals by owner (to see full list browse at "Step One"). back to top

 

Community

Type

BR

BTH

Sleeps

Description (click description below to view the property)

 

Anna Maria House

house

2

2

4

Anna Maria Beach house

 

Holmes Beach Condo

condo

2

2

4

Beach condo Anna

 

La Casa Costiera

condo

2

2

4

La Casa Costiera On Siesta Key the Beach

 

Rose Cottage By The Bay

cottage

2

2

4

Bayside beach cottage

 

The Beach Cottage

condo

1

2

4

Beach Cottage

 

The Beach House Anna Maria

cottage

2

2

4

Anna Maria Beach house

 

Tortuga Inn

condo

2

2

4

Step out on the beach- Tortuga Inn

 

Villa Montebello

house

3

2

4

Private Beach Villa-Anna Maria Beach

 

Naples & Fort Myers: Florida vacation rentals by owner (to see full list browse at "Step One"). back to top

 

Community

Type

BR

BTH

Sleeps

Description (click description below to view the property)

 

Barefoot Condominiums

condo

2

2

4

Barefoot Beach Condo-Naples Beach

 

Baypoint

condo

2

2

4

Beach & Gulf so close- Naples Views

 

Beach Breeze Condominium

condo

2

2

4

Southern Longboat Key close to St. Armand's

 

Boca Siesta Condo

condo

2

2

4

Spacious condo - Steps to beach and bay - Covert I

 

Glen Manor Condominium

condo

2

2

4

Spectacular Beachfront Longboat Key Condo with Private Beach

 

Gulf Breeze Condominiums

condo

2

2

4

Sweeping Gulf of Mexico views- ideal to watch the sunset

 

Gulfside Condos

condo

2

2

4

Stunning Waterfront 3 bedroom home with pool/boat dock

 

Lausanne

condo

2

2

4

On the Beach with spectacular bay and skyline views

 

Luxury Villa Retreat

condo

2

2

4

The Best of Both Worlds...Spectacular Beach and Bay Views

 

Palms Condominiums

condo

2

2

4

Endless Panoramic Views of Gulf of Mexico and Lemon Bay

 

Private Homes

house

4

3

8

Tropical Sunset View- near the beach

 

Surfside Condominiums

condo

2

2

4

Walk to beach! Canal front, tropical & great value! :)

 

The Club

condo

2

2

4

Situated alongside the Gulf of Mexico, an excellent place to gather

 

The Moorings

condo

2

2

4

Garden pool, close to beach dining and shopping

 

Turtle Lake Colony

condo

1

1

2

Lakeside Naples Vacation Retreat

 

Forest Lake Golf and Tennis

condo

1

1

2

Golf & Tennis at Naples Forest Lake

 
       
 
Links
 
   
Resources SpyderMap