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Vacation Places To Stay a directory of Longboat Key Vacation Homes, Villa Rentals, Resorts.

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We offer a wide selection of vacation rentals, condos, villas, cabins, private homes, guest houses, cottages, resorts and hotels to complete your travel needs. Book your next Florida vacation directly through one of our home owners, rental agents, property managers, or resorts. Select from one of the locations below and find the right property for your next family vacation, fishing trip, wedding, honeymoon, diving trips, ski vacation, golf getaway, or just to enjoy a private beach vacation in one of the many rental homes or accommodations listed ....view all Vacation Rentals, Villas & Condos or Hotels, Lodging, Inns & Resorts or select from one of the links below:

Longboat Key Vacation Rentals and Vacation Homes   Size
Longboat Key Sarasota Bay Front Condo - Sarasota Bay Front  - Stroll the beautifully landscaped grounds, swim in the bayside pools, play a set of tennis and then walk the white sand beaches on Longboat Key. Clubhouse facilities include fully equiped exercise room, reading room and areas just for relaxing. Located mid-island--close to shops, restaurants and entertainment. Call for rates.....

Nearby Locations: Sarasota

Starting At: Call for Rates ........ view more details for contact information

  2 Bedroom(s)  2.0 Bath(s)
 

Longboat Key Gulffront Condo Condo - Gulffront Condo - Two-story complex with gorgeous views of the Gulf of Mexico. Beautiful sunsets are yours almost every day.....

Nearby Locations: Sarasota, St. Petersburg, Tampa

Call for Rates ........ view more details for contact information

  2 Bedroom(s)  2.0 Bath(s)
Sleeps 6 

Longboat Key Northend of Longboat Key Condo - Northend of Longboat Key - Bayou, garden, or pool views from 1 and 2 bedroom units. Within walking distance to quaint shops of Whitney Beach Plaza and historic village of Whitney Beach.....

Nearby Locations: Sarasota, St. Petersburg, Tampa

Call for Rates ........ view more details for contact information

  1 Bedroom(s)  1.0 Bath(s)
Sleeps 4 

Longboat Key Scenic Views of Gulf of Mexico Condo - Scenic Views of Gulf of Mexico - Private entrance to gulfside complex across the street from The Centre Shops.....

Nearby Locations: Sarasota, St. Petersburg, Tampa

Call for Rates ........ view more details for contact information

  2 Bedroom(s)  2.0 Bath(s)
Sleeps 4 

Longboat Key Poolside & Gulfside! Condo - Poolside & Gulfside! - Beautiful end unit on the ground floor. Just steps to pool & beautiful beaches. Upgraded kitchen, lovely interior & glassed lanai with Italian tile floor.....

Nearby Locations: Sarasota, Anna Maria

Call for Rates ........ view more details for contact information

  2 Bedroom(s)  2.0 Bath(s)
Sleeps 6 

Longboat Key Gulfside Retreat Condo - Gulfside Retreat - Beautiful unit with view of pool and the Gulf. Open floorplan, elevator & assigned parking.....

Nearby Locations: Sarasota, St. Petersburg, Tampa

Call for Rates ........ view more details for contact information

  2 Bedroom(s)  2.0 Bath(s)
Sleeps 4 

Longboat Key Gulffront Unit Condo - Gulffront Unit - 2-story complex with heated pool and beach cabana. Balconies provide panoramic views of the Gulf of Mexico.....

Nearby Locations: Sarasota, St. Petersburg, Tampa

Call for Rates ........ view more details for contact information

  2 Bedroom(s)  3.5 Bath(s)
Sleeps 4 

Longboat Key Gulffront Condo Condo - Gulffront Condo - Two-story complex with gorgeous views of the Gulf of Mexico. Beautiful sunsets are yours almost every day.....

Nearby Locations: Sarasota, St. Petersburg, Tampa

Call for Rates ........ view more details for contact information

  2 Bedroom(s)  2.0 Bath(s)
Sleeps 6 

Longboat Key Unobstructed Water & Sunset Views! Condo - Unobstructed Water & Sunset Views! - Located directly on the Gulf of Mexico. Twenty recently redecorated units with lanais to watch the sunset over the Gulf. Beautiful sand beach and community pool. Close to Sarasota and famous St.Armand's Circle for shopping, entertainment and dining.....

Nearby Locations: Sarasota, Tampa

Starting At: $250.00/Day ........ view more details for contact information

  1 Bedroom(s)  1.0 Bath(s)
Sleeps 4 

Longboat Key Gulfside Retreat Condo - Gulfside Retreat - Four buildings with numerous units available, all with Gulf views. Beautiful pool area overlooks Gulf.....

Nearby Locations: Sarsota, St. Petersburg, Tampa

Call for Rates ........ view more details for contact information

  2 Bedroom(s)  2.0 Bath(s)
Sleeps 4 

Longboat Key Sarasota Bay Views Condo - Sarasota Bay Views - Attrctive buildings with elevators, pool and tennis. Beach access to the Gulf of Mexico for swimming, walking and sunbathing.....

Nearby Locations: Sarasota, St. Petersburg, Tampa

Call for Rates ........ view more details for contact information

  2 Bedroom(s)  2.0 Bath(s)
Sleeps 4 

Longboat Key Gulffront Unit Condo - Gulffront Unit - One and two bedroom units in 2-story complex with heated pool and beach cabana. Balconies provide panoramic views of the Gulf of Mexico.....

Nearby Locations: Sarasota, St. Petersburg, Tampa

Call for Rates ........ view more details for contact information

  1 Bedroom(s)  1.0 Bath(s)
Sleeps 4 

Longboat Key Perfectly situated on the Gulf of Mexico Condo - Perfectly situated on the Gulf of Mexico - Enjoy an abundance of amenities such as a junior Olympic swimming pool, hot tub, beautiful beach, tennis courts, clubhouse, his and her fitness rooms, saunas and more. Individually owned two and three bedroom units offer an array of furnishing styles. Each unit offers sliding glass doors opening to a lanai. Choices in views include beachfront, G....

Nearby Locations: Lido Key, Sarasota

Starting At: $2,100.00/Month ........ view more details for contact information

  2 Bedroom(s)  2.0 Bath(s)
Sleeps 4 

Longboat Key On beautiful Longboat Key beach! Condo - On beautiful Longboat Key beach! - Two bedroom units (approx 1700 sq ft) and club suites (approximately 650 sq ft). All have private balconies, kitchens, washers and dryers, king-size beds plus sleep sofas and sitting area with armoire and TV & VCR. The two bedroom units have either a King size bed or two twin beds in the guest bedroom. The views are great: choose from beachfron....

Nearby Locations: Sarasota, Bradenton, Anna Maria

Starting At: $172.00/Day ........ view more details for contact information

  Studio  1.0 Bath(s)
Sleeps 1-6 

Longboat Key On beautiful Longboat Key beach! Condo - On beautiful Longboat Key beach! - These deluxe units feature approximately 1700 square feet with a 52’ long, open beachfront lanai. The views cannot be beat! The beach is great and the pool and hot tub inviting too! The oversized living and dining area and both bedrooms open to the lanai. There is a fully equipped kitchen with microwave oven and a washer and dryer. The master bedro....

Nearby Locations: Sarasota, Lido Key

Starting At: $322.00/Day ........ view more details for contact information

  2 Bedroom(s)  2.0 Bath(s)
Sleeps 2-6 

Longboat Key If you love tennis and swimming... Condo - If you love tennis and swimming... - A beautiful, newly furnished and decorated three-bedroom condominium. Even though this is a condominium, it has the ambiance of a private home. It is free-standing and overlooks a nature preserve. It is newly furnished and decorated and is in excellent, like-new condition. It even has beautiful new kitchen appliances. There is a screened lanai off....

Nearby Locations: Sarasota, Bradenton, Lido Key

Starting At: $1,040.00/Week ........ view more details for contact information

  3 Bedroom(s)  2.5 Bath(s)
Sleeps 6 

Longboat Key 10 Lighted Har-Tru Tennis Courts Townhome - 10 Lighted Har-Tru Tennis Courts - Unlimited tennis for 2 adults and children under 21, private lessons and pro shop. Our luxury appointed tri-level townhouse features private attached garage, one/two designer furnished bedrooms and baths, gourmet kitchen with every convenience. This is a resort vacation house in which you and your family will feel at home.....

Nearby Locations: Sarasota, Bradenton, Tampa

Starting At: $850.00/Week ........ view more details for contact information

  2 Bedroom(s)  2.5 Bath(s)
Sleeps 6 

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Longboat Key Canal front home on North Longboat Key Vacation Home - Canal front home on North Longboat Key - Three bedrooms, plus living room and family room make this pool home a great place to vacation. Newer home built in 1995 with high ceilings. Family Room, Living Room and Master Bedroom all open onto lanai. The master bath has a jetted tub as well as a separate shower. The guest bedrooms are located upstairs. The kitchen has a breakfast bar and bars....

Nearby Locations: Sarasota, Bradenton, Lido Key

Starting At: $1,640.00/Week ........ view more details for contact information

  3 Bedroom(s)  3.0 Bath(s)
Sleeps 6 

Longboat Key A quaint three bedroom beach cottage Vacation Home - A quaint three bedroom beach cottage - Enjoy the screened lanai with wicker furniture. The master bedroom has sliding glass doors to the lanai and view and is furnished with two twin beds put together as a King size bed. One guest bedroom has two twin/single beds and the other has a double/full bed. There is a quaint living room and a beachfront dining room. The kitchen is fully equippe....

Nearby Locations: Sarasota, St. Armands Circle, Bradenton

Call for Rates ........ view more details for contact information

  3 Bedroom(s)  2.0 Bath(s)
Sleeps 6 

Longboat Key A beautiful beachfront home with pool Vacation Home - A beautiful beachfront home with pool - Completely updated and renovated, including brand new kitchen, bathrooms, furnishings and decor. Open lanai with swimming pool and plenty of outdoor furniture. Master bedroom has a King size bed. Two guest bedrooms have twin/single beds and the third guest bedroom has a queen size bed. Lots of large, sliding glass doors and windows looking out....

Nearby Locations: Sarasota, Bradenton, Lido Key

Call for Rates ........ view more details for contact information

  4 Bedroom(s)  3.0 Bath(s)
Sleeps 8 

Longboat Key Exclusive Private Island Home Vacation Home - Exclusive Private Island Home  - Check it out: www.extremepolynesianbeachhouse.com Looking for an secluded vacation home? Then look no further. This is an exclusive private island home accessible only by boat. *Boat included with rental. This Pod-Style Home is nestled among the tropical palms and flora and offers breath-taking views of the Gulf of Mexico, Sarasota Bay and the Int....

Nearby Locations: Longboat Key, Bradenton Beach, Anna Maria

Starting At: $4,000.00/Week ........ view more details for contact information

  4 Bedroom(s)  4.5 Bath(s)
Sleeps 12  

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