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Holiday Apartments Oldsmar, FL

All 99 Rentals in the Oldsmar Area
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The following rentals are within 10 kilometers of Oldsmar, Florida.

From
€3,320
/ Month
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1 / 24
Longboat Key
2 Bedrooms / 2 Bathrooms / Sleeps 4
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From
€1,075
/ Night
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Longboat Key
5 Bedrooms / 5 Bathrooms / Sleeps 10
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From
€120
/ Night
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1 / 23
Longboat Key
1 Bedroom / 1 Bathroom / Sleeps 3
travellers have booked this property
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From
€221
/ Night
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1 / 6
Longboat Key
3 Bedrooms / 4 Bathrooms / Sleeps 8
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
The Outrigger Resort is a quaint 10 unit complex. This unit is equipted with very comfortable furniture and all your needed appliances and accessories. Included in the kitchen is stove, refrigerator, toaster, coffee pot, etc., including all necessary utensils. The unit is designed with front... View all property information
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From
€148
/ Night
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1 / 39
5 of 5 stars (4) Excellent
Longboat Key
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
At our beautiful low-rise resort, located directly on the beach, our two-bedroom condominium is fifty paces from the pool and a private beach of soft white sand. 15F in popular Casa del Mar provides a spacious living room/home theatre (46 inch plasma TV & BlueRay Player), vaulted ceilings, and a... View all property information
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From
€158
/ Night
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1 / 25
Longboat Key
3 Bedrooms / 2 Bathrooms / Sleeps 8
traveller have booked this property
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Enjoy a vacation filled with extras when you stay at this lovely 3 bedroom, 2 bath Buttonwood Harbour condominium. An attractive complex located at the south end of Longboat Key, Buttonwood Harbour offers a variety of amenities to suit the needs of every vacationer, beginning with a large, heated... View all property information
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From
€97
/ Night
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1 / 25
Longboat Key
2 Bedrooms / 2 Bathrooms / Sleeps 4
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Gym
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Will you be the lucky one to take advantage of this VERY RARE OPPORTUNITY to rent for the season at The Player's Club on Longboat Key. This gorgeous complex, featuring four mid-rise buildings facing the Gulf of Mexico, offers only a handful of rentals, most of which have been tenanted by the same... View all property information
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From
€164
/ Night
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1 / 30
Longboat Key
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
This luxury, oceanfront end-unit condo is very bright and sunny, with 3 sides of floor to ceiling windows with beautiful water views (Sarasota Bay and Gulf of Mexico) from every room. Longboat Key is a beautiful barrier island that is 11 miles long, located between the counties of Sarasota and... View all property information
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From
€114
/ Night
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1 / 8
Longboat Key
1 Bedroom / 1 Bathroom / Sleeps 4
Overview Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
An oasis by the sea! Ernest Hemingway like red brick walkways lead you to your cottage as well as one of the prettiest beaches in Florida or a serene view of Sarasota Bay. This one bedroom cottage is equipped w/ all of the luxuries not normally seen at a beach place including granite top newly... View all property information
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From
€1,461
/ Week
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1 / 19
5 of 5 stars (1) Excellent
Longboat Key
3 Bedrooms / 3 Bathrooms / Sleeps 8
Overview Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Large Gated Home on waterway - White Sand Beach only steps away. Our vacation home is spacious and beautifully furnished with 3 bedrooms and a large loft with sleeper-sofa, 3 full bathrooms, sleeps uo to 8 people, Perfect for families or couples. The home has a fully equipped gourmet kitchen with... View all property information
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From
€2,302
/ Month
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1 / 18
Longboat Key
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Condo is located in Banyan Bay Club which consists of a total of only 44 units arranged in two floors. This condo is located at the Garden level. No stairs. The lanai at the rear of the unit opens onto a private Banyan and Palm tree-filled lawn with views of Sarasota Bay. The lanai contains a table... View all property information
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From
€97
/ Night
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1 / 29
Longboat Key
2 Bedrooms / 2 Bathrooms / Sleeps 4
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Gym
  • Internet Access
  • Satellite TV
  • Sauna
  • Shared Outdoor Pool...
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
WINDWARD BAY CLUB on beautiful LONGBOAT KEY. This warm and inviting large 2 bedroom 2 bath corner unit is almost paradise. Meticulously furnished with all the comforts of home. Light and bright, with a view of the bay and the Mangroves from the large and roomy lanai. A short walk to the lovely... View all property information
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From
€283
/ Night
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1 / 10
5 of 5 stars (1) Excellent
Longboat Key
1 Bedroom / 1 Bathroom / Sleeps 4
Overview Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
You are sure to enjoy this beautifully updated, spacious 650 square feet beachfront club suite! The newest addition is 40' Web TV! Web TV allows you to surf the internet and check and send emails without using your laptop. High speed secured internet access, cable and web television, as well as... View all property information
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From
€199
/ Night
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1 / 12
4.5 of 5 stars (13) Very good
Longboat Key
2 Bedrooms / 2 Bathrooms / Sleeps 4
Overview Reviews (13) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
La Playa is a small 21-unit resort property of privately-owned condominiums available exclusively for weekly rentals twelve-months per year. Located on spectacular Longboat Key, a short drive from Sarasota on the wide sand beaches of the Gulf of Mexico, La Playa offers privacy and direct beach... View all property information
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From
€354
/ Night
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1 / 1
Longboat Key
5 Bedrooms / 4 Bathrooms / Sleeps 12
Overview Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Our luxury vacation home will comfortably accomodate up to 12 guests and is located on a deepwater canal and has a dock suitable for a boat up to 30 feet in length. Beautiful Longboat Key beach is less than a 10 minute walk from the house and world-class shopping and dining at the famous St.... View all property information
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From
€165
/ Night
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1 / 26
5 of 5 stars (4) Excellent
Longboat Key
1 Bedroom / 1 Bathroom / Sleeps 4
Overview Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Beautifully decorated one bedroom condo directly on the beach. New kitchen with granite counter tops, and a 47in flat screen TV. Watch the sunset from your living room or porch, the sand is only 20 feet from your front door. View all property information
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From
€141
/ Night
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1 / 14
5 of 5 stars (6) Excellent
Longboat Key
1 Bedroom / 1 Bathroom / Sleeps 3
Overview Reviews (6) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
For more information on the condo, please see our website at http://www.SEAHORSE247.com NATURAL BEAUTY of Longboat Key RIGHT ON THE BEACH PANORAMIC 2ND FLOOR BALCONY VIEWS On beautiful tropically landscaped Longboat Key, Florida you will find the natural beauty, not miniature golf and go-cart... View all property information
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From
€120
/ Night
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1 / 24
5 of 5 stars (6) Excellent
Longboat Key
1 Bedroom / 1 Bathroom / Sleeps 4
Overview Reviews (6) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
See my website: www.AwayToParadise.com What's New: As an owner of this condo which I often stay at with my family I always try to improve and make our guests and my family feel as comfortable and pleasant as I can. In Summer 2014 our condo was upgraded with a brand new 55' flat screen Smart... View all property information
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From
€97
/ Night
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1 / 10
5 of 5 stars (12) Excellent
Longboat Key
2 Bedrooms / 1 Bathroom / Sleeps 6
Overview Reviews (12) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Housekeeping...
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
****Please go to www.longboatbeach.com .**** for more information. Beautiful and a great escape! Beach directly across the street about 50 steps. You can hear and see the Gulf from your unit. Best view in the building A large shopping plaza, Avenue of the Flowers, is behind the complex, offering... View all property information
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From
€123
/ Night
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1 / 28
Longboat Key
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Our condo has everything you will need for a relaxing vacation on the beach. The island of Longboat Key... ... is one of the most beautiful places in Florida. Longboat was voted the second most favored island in North America, according to a survey by a nationally recognized travel magazine.... View all property information
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From
€173
/ Night
View Details
1 / 13
4.5 of 5 stars (18) Very good
Longboat Key
4 Bedrooms / 2 Bathrooms / Sleeps 10
Overview Reviews (18) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
April 11 is the earliest opening for a rental stay. ++++++Rated ' EXCELLENT' digital badge on TripAdvisor and FlipKey++++++. This exclusive award recognizes outstanding vacation rentals based on reviews of past year so you can rent with confidence.... View all property information
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From
€150
/ Night
View Details
1 / 21
3.5 of 5 stars (2) Average
Longboat Key
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Internet Access
  • Safe
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Our gulf front condominium has a beautiful view of the Gulf of Mexico not only from the balcony, but from the living room as well. We also have two other condos in this same resort that rent at lesser rates than shown below. We only recently purchased this condo, but in 2013 we replaced all the... View all property information
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From
€117
/ Night
View Details
1 / 21
3.5 of 5 stars (2) Average
Longboat Key
2 Bedrooms / 1 Bathroom / Sleeps 6
Overview Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Pet friendly, Unique Bungalow Canal Home on the North End of Longboat Key. Unique Bungalow Canal Home on the North End of Longboat Key. If you have been putting off writing the next great American novel due to the lack of a peaceful setting then this quaint canal home may be just the place for you.... View all property information
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From
€158
/ Night
View Details
1 / 23
3.5 of 5 stars (3) Average
Longboat Key
1 Bedroom / 1 Bathroom / Sleeps 6
Overview Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
  • Water Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Beach in/Beach out Condo (Sleeps 6 - in 2 queen beds and 2 more in a queen sofa bed) Rarely will you find spectacular beachfront views AND direct walking access to the magnificent white sand beaches of Longboat Key. This “beach in – beach out” condo is just fifty steps from the Gulf of Mexico!... View all property information
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Enquire for rates
1 / 8
Longboat Key
3 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Lovely completely new fully equipped 3 bedroom beach cottage beautifully decorated with lush landscaping and outdoor lanai for dining and relaxing. Master bedroom, 2 other bedrooms, and 2 full baths plus lanai dining area. Quiet upscale residential neighborhood. Three minute walk to a quiet... View all property information
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From
€1,983
/ Month
View Details
1 / 24
Longboat Key
2 Bedrooms / 2 Bathrooms / Sleeps 4
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Longboat Key 2 Bedroom 2 Bath Condominium at Seaplace (2 month minimum stay) This newly remodeled and updated, 2 bedroom 2 bath, open living area condominium is tastefully decorated and in immaculate condition. A two month minimum stay is required. Luxury vacation rental properties like Seaplace... View all property information
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From
€51
/ Night
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1 / 20
Longboat Key
2 Bedrooms / 2 Bathrooms / Sleeps 4
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
***Minimum 30 Day Rental*** Longboat key offers uncrowded beaches, great food and serene accommodations. Bayport Beach and Tennis Club is a beach to bay complex made up of 2 story buildings that offer privacy in a very serene and relaxing environment. 843 Bayport way is a 2 bedroom 2 bath upper... View all property information
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From
€158
/ Night
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1 / 30
Longboat Key
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Ocean Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
About this property
Our condo has everything you will need for a relaxing vacation on the beach. The island of Longboat Key... ... is one of the most beautiful places in Florida. Longboat was voted the second most favored island in North America, according to a survey by a nationally recognized travel magazine.... View all property information
Make Enquiry
From
€238
/ Night
View Details
1 / 16
Longboat Key
3 Bedrooms / 3 Bathrooms / Sleeps 6
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This canal front home with 3 Bedrooms, 2.5 baths is immaculate and was renovated in 2004 with ceramic tile flooring throughout, wood kitchen cabinets, granite countertops, new appliances and with tremendous attention to detail. The furnishings are high quality with a modern, contemporary... View all property information
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From
€316
/ Night
View Details
1 / 49
Longboat Key
3 Bedrooms / 3 Bathrooms / Sleeps 6
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Located near the historic town of Longboat at the north end of Longboat Key, this Key West-style home is located less than 150 yards from Whitney Beach and the Gulf of Mexico. One of 16 unique homes built by famed architect Frank Folsom Smith, on property formerly owned by the long-time resident,... View all property information
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From
€1,859
/ Week
View Details
1 / 15
Longboat Key
3 Bedrooms / 2 Bathrooms / Sleeps 8
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Beautifully and completely renovated in 2015, including all new furniture too! This wonderful St. Armand's home is situated on a large corner lot and has been lovingly updated from top to bottom. New bathrooms, new kitchen and appliances, new landscaping. All new furnishings and beautifully... View all property information
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From
€698
/ Night
View Details
1 / 23
Longboat Key
5 Bedrooms / 5 Bathrooms / Sleeps 10
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
A beautiful beachfront home with pool on Longboat Key. Recently updated including new kitchen, bathrooms and furnishings. Tropical and fun decor and artwork throughout home lends itself perfectly to the Florida ambiance. Open lanai with swimming pool, plenty of outdoor furniture and gas grill.... View all property information
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From
€197
/ Night
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1 / 15
Longboat Key
2 Bedrooms / 2 Bathrooms / Sleeps 5
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
January 30% Off, Ranging From $840 - $1,050 Per Week. Bayside on North Longboat Key, this Cedars East townhouse is a great place for a peaceful and relaxing vacation. Guests have access to a beautiful pool and tiki bar in a resort setting. Individual tennis and fitness memberships can be... View all property information
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From
€65
/ Night
View Details
1 / 34
Longboat Key
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Sauna
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
* CONDE NAST VOTED LONGBOAT KEY THE SECOND BEST ISLAND DESTINATION IN NORTH AMERICA * Located on fabulous Longboat Key approximately 3 miles south of Anna Maria island, 6 miles north of Armand's Circle at Windward Bay.This 27 acre condominium complex situated between the Gulf Of Mexico and the Bay... View all property information
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From
€316
/ Night
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1 / 20
Longboat Key
2 Bedrooms / 3 Bathrooms / Sleeps 6
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Set on a 30 acre private island a few hundred yards off North Longboat Key, this new water front home (completed in 2012) will provide an island vacation experience for you and your family like no other. The house has 2 bedrooms, an outside sleeping porch/bunk bed, along with 2 1/2 bathrooms and an... View all property information
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From
€531
/ Night
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1 / 22
Longboat Key
5 Bedrooms / 5 Bathrooms / Sleeps 10
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Seldom do you find something of old Florida left on our beautiful island. These cottages were built in 1947 and 1948, right after WWII. The materials used were the best available - old growth pine (remaining examples provide the lovely canopy over the cottages today) and pecky cypress (a very hard,... View all property information
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From
€145
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1 / 15
Longboat Key
2 Bedrooms / 2 Bathrooms / Sleeps 4
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
This bayfront Harbor Villa Club unit located at the north end of Longboat is beautifully furnished in Tommy Bahama style. The brand new kitchen (fall 2010) has wood cabinets, granite counters and stainless appliances making it a kitchen you'll enjoy cooking in! Between the kitchen and... View all property information
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From
€177
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1 / 14
Longboat Key
3 Bedrooms / 3 Bathrooms / Sleeps 6
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
**2 WEEK MINIMUM RENTAL** 'Coconut Place' You will love this newly built canalfront pool home on North Longboat Key! This home is an ideal property for a casual Longboat key vacation - - just take a walk to the beach, enjoy a dip in the pool or fishing from the dock. Decorated with a... View all property information
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From
€4,585
/ Month
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1 / 16
Longboat Key
3 Bedrooms / 3 Bathrooms / Sleeps 6
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Magnificent 3 bedroom, 2.5 bath beach front condominium (3 month minimum stay) The Players Club has all the sophistication and stunning scenery that has made Longboat Key a world class destination. This idyllic location is on the south end of Longboat Key just minutes from downtown Sarasota and St.... View all property information
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1 / 9
5 of 5 stars (2) Excellent
Longboat Key
2 Bedrooms / 2 Bathrooms / Sleeps 4
Overview Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Satellite TV
  • Sauna
  • Shared Outdoor Pool...
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Behind the gates of the Longboat Key Club, this two-bedroom, two-bath condo has 1400 square feet of living space. The kitchen, living room, dining rooms and baths were completely updated in 2013. The living room has a 42" TV and DVD player. The master bedroom has a king-sized bed, ensuite bath and... View all property information
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From
€3,222
/ Month
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1 / 20
Longboat Key
2 Bedrooms / 3 Bathrooms / Sleeps 6
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Gym
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Spacious corner unit 2 bedrooms 2.5 bathrooms (3 month minimum stay) The Players Club has all the sophistication and stunning scenery that has made Longboat Key a world class destination. This idyllic luxury beach location is on the south end of Longboat Key just minutes from downtown Sarasota and... View all property information
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From
€146
/ Night
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1 / 10
Longboat Key
2 Bedrooms / 2 Bathrooms / Sleeps 4
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
== Up to 25% discount on the regular resort rate == Special rates and discounts are available depending on time and length of stay. Beautiful 3rd floor 2BR/2BR unit #309, overlooking pool, in Sand Cay Beach Resort on the exclusive island of Longboat Key. South facing balcony. Striking views... View all property information
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From
€233
/ Night
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1 / 18
Longboat Key
4 Bedrooms / 3 Bathrooms / Sleeps 7
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Welcome to the Florida lifestyle - lush tropical landscaping, an inviting pool area and a deep water canal. Attractive and spacious, this four bedroom home called Soaring Spirits features a private guest wing for additional comfort. There is a brand new European-style kitchen (late 2012). The... View all property information
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From
€252
/ Night
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1 / 11
Longboat Key
2 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This deluxe beachfront unit was updated in 2012 with new living room furniture including a 55' flat screen television. Many upgrades fall 2010 include new flooring, kitchen appliances, beautiful kitchen counters and fresh interior paint. The perfect island getaway, located on the southern tip of... View all property information
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From
€405
/ Night
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1 / 13
Longboat Key
3 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
JANUARY 30% OFF - $2,520 PER WEEK REDUCED FROM $3,600. This casual beach home is just the right place to enjoy a laid-back, toes-in-the-sand vacation! Nestled on the shores of the Gulf of Mexico at the north end of Longboat Key, it's the perfect spot for relaxing days on the beach, followed by... View all property information
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From
€885
/ Night
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1 / 44
Longboat Key
5 Bedrooms / 5 Bathrooms / Sleeps 10
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This spacious 5 bedroom villa is situated directly on the beautiful white sand beaches of Longboat Key. Offering a large outdoor private heated swimming pool and glorious views of the Gulf of Mexico from almost every corner, fully-equipped gourmet kitchen, fireplace, BBQ, and much more - it is your... View all property information
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From
€73
/ Night
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1 / 8
Longboat Key
1 Bedroom / 1 Bathroom / Sleeps 4
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Wonderful gulf front one bedroom one bath fully furnished condo with king bed and two sofas for sleeping. Expansive white sandy beach. Private walled garden in back of screened porch and patio and living room, dining room and kitchen face the patio, pool and view of the gulf with most morning... View all property information
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From
€2,302
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1 / 28
Biggar
2 Bedrooms / 2 Bathrooms / Sleeps 4
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Gym
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
One of the best spots for vacation. You are just minutes from the shell capitol of the world,Sanibel Island and Captiva Island. Ft. Myers beach is 7 minutes away with its gorgeous sunsets and treasure hunting shops. This great condo is just 25 minutes from the airport, minutes away from skiing,... View all property information
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From
€176
/ Night
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1 / 15
Longboat Key
2 Bedrooms / 2 Bathrooms / Sleeps 4
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Ocean Views
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Groundfloor Beachfront! From large living and dining area with open kitchen just step outside to your patio with privacy and walk right out to the BEACH! Magnificent condo with open floor plan, very comfortable for 4 people. 2 bedrooms, 2 full bathrooms, ceiling fans, full kitchen, recliner sofa,... View all property information
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