Longboat Key

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$193

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Perfect getaway on Dream Island! SUMMER SPECIAL

Longboat Key condo
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent2 Reviews

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Reviews

(2)

!!!!SUMMER SPECIAL!!!! JULY & AUGUST 2015 - ONLY 1,000 USD/WEEK OR 1,750 USD FOR 2 WEEKS Feel at home in this spacious waterfront condominium on Longboat Key with luxurious amenities, including heated pool and hot tub with views of the Sarasota Bay, tropical gardens, private boat dock and four lit tennis courts and…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Suitable for children
  • Suitable for the elderly - elevator access
  • Wheelchair accessible

Details

Reviews

(2)

This condo and property is a piece of sunny heaven!

Left on Oct 15, 2014 for a stay in September 2014

The condo was spotless and well equipped with all of our vacation needs. The rooms are spacious and the view is stunning. We will never stay anywhere else when we go to Florida. This condo and location spoiled us! It is 5 star all the way. The pool and grounds are lovely....as are the other people staying there. There are wonderful stores and and restaurants close by. We are already making plans …

$113

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Beachfront Unit 4, Cozy Getaway for two

Longboat Key condo
1 BA / Sleeps 2 | Quick view
Excellent4 Reviews

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Reviews

(4)

Longboat Key Bargain on the beach. Our cozy get away on the beach is a favorite of many guests who enjoy the quiet beachfront. Just a simple beach hideaway for your next quiet stay at the beach It's neat studio apartment with patio and sandy beach at your door. The full size galley kitchen supplies everything you …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(4)

Perfect beachfront studio!

Left on Jul 24, 2014 for a stay in July 2014

So close to the beach, exactly what I was looking for. The studio was cozy and clean, cutely furnished. We loved the outdoor shower and will definitely return again!

$142

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Las Hermanas/Starfish Beach front Longboat Key #3

Longboat Key condo
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent5 Reviews

Details

Reviews

(5)

You'll love the quiet and privacy that a small beachfront complex offers. Recently updated interiors all have direct access to the beach and full gulf views . There are only 4 units here in a residential area. One block to the grocery and the trolley stops right in front to take you to St Armands Circle for shopping…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(5)

What an amazingly beautiful location for a peaceful stay with a ocean view.

Left on Aug 08, 2014 for a stay in August 2014

We wanted to rent a place with an ocean view in a more relaxing (peaceful) place. We arrived to find our rental had a nice updated cottage feel. Plenty of things to do on Longboat Key. We will definitely return!

Resort at Longboat Key Club Jr. Suite, Beach View - Longboat Key vacation rentals
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$329

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Resort at Longboat Key Club Jr. Suite, Beach View

Longboat Key house
1 BR / 1 BA / Sleeps 4 | Quick view

Details

Studio unit with King bed, sofa sleeper, and full kitchen 'stove top only, no oven' This beachfront resort is set on beautiful white sand beaches that meet the beautiful turquoise waters of the Gulf of Mexico. Resort with golf courses, 6 restaurants, tennis courts, spa, and deep water marina. Rate includes resort fee …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

$117

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Longboat Key Gulf-side

Longboat Key condo
2 BR / 2 BA / Sleeps 6 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

This updated, 2 bedroom and 2 bath condo has sweeping views of the Gulf of Mexico with spectacular sunsets and a quiet beach that stretches for miles. At the north end of Longboat Key, there are plenty of restaurants, shopping and cultural activities nearby. Other amenities include a heated pool, wireless internet, …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(3)

Whitney Beach

Left on Apr 19, 2011 for a stay in February 2011

The condo is beautifully funished and fully equipped. The view is unsurpassed and the beach is the best on Longboat Key. A grounds keeper provides just he right level of service. Some others might not like having to use the few stairs, but we prefer the second floor view, which provides a spectacular sunset most days. The pool, beach, and parking lot are all very close. The neighborhood is on the…

$169

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Beautiful Gulf Front Condo on White Sandy Beach

Longboat Key condo
2 BR / 2 BA / Sleeps 6 | Quick view
Very Good3 Reviews

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Reviews

(3)

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 carpet, put in all …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(3)

Skip this condo.

Left on Jul 01, 2014 for a stay in May 2014

Check-in at Sand Cay was quick and easy, and the staff was friendly. We could clearly see the improvements the owners have been making, as some furniture and art work were very worn and dated while others were obviously newer. We appreciated the additional amenities the owners were offering, like the stroller, pack and play and coolers, however there was supposed to be a high chair there but we…

$350

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Beachfront Condo on the Beautiful Gulf of Mexico

Longboat Key condo
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent11 Reviews

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Reviews

(11)

Escape to Paradise with Incredible Sunsets and Balmy Breezes direct on the Gulf of Mexico with its beautiful White Sand Beaches stretching for miles. Private and very quiet, and features two bedrooms with a king size bed in the master suite and a queen size bed in the second bedroom, two full baths, updated and newly …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(11)

Perfect

Left on Jun 24, 2011 for a stay in February 2011

Great view and location. Longboat Key is a real retreat from reality but a wonderful experience. Tis unit is close to grocery store, drug store, dry cleaner, and many, many good restaurants, from NY Deli to perfect Gulf seafood. Wireless internet a nice surprise.

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$120

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Longboat Key Condo with Gorgeous View!

Longboat Key condo
2 BR / 2 BA / Sleeps 4 | Quick view

Details

LOCATION, LOCATION, LOCATION! Beautiful view of Sarasota Bay with private beach access just across the street. Newly renovated open kitchen and breakfast bar with seating for three, upgraded stainless appliances, and quartz countertops. Entire unit is freshly painted and immaculate with new tile in kitchen and living…
  • Waterfront
  • Ocean or water views
  • Sauna
  • Internet Access
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly - elevator access
  • Wheelchair accessible - ask
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$190

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Extraordinary beauty in a quiet setting.

Longboat Key condo
2 BR / 2 BA / Sleeps 6 | Quick view

Details

SEA PINES This rarely available premier oceanfront location has one of the best views on Longboat Key looking out over the low dunes to the Gulf of Mexico where you can see the dolphins play, and the most amazing sunsets you’ll see anywhere. Quiet and serene with magnificent views, yet only a ten minute drive to …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

$158

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Gulf Front First Level Walk Out to the Beach Longb

Longboat Key condo
1 BR / 1 BA / Sleeps 2 | Quick view
Excellent3 Reviews

Details

Reviews

(3)

This one-bedroom, ground floor walk-out, has fantastic full gulf views and is only steps to the beach. It features a bright beach decor that will make your vacation in paradise truly memorable. The screened lanai is practically perched upon the sand! An added bonus is that it is a corner unit with extra side …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for the elderly

Details

Reviews

(3)

Perfect Florida vacation spot

Left on May 12, 2014 for a stay in May 2014

This condo was just right for my husband myself and our young 18 mo. old daughter. The space was clean and bright. The resort pool and beach location on the Gulf was ideal. It is not far from St. Armand's Circle or nearby Bradenton Beach or Anna Maria Island. I would recommend this place to anyone as I felt it was comfortable and relaxing.

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$117

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Oceanfront 3 bedroom Condo on Longboat Key

Longboat Key condo
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Beautiful ground floor beachfront (on Gulf of Mexico) 3 bedroom, 2 full bath condo on Longboat Key. Fully furnished kitchen, washer and dryer (in unit), dedicated parking for 1 car directly in front of unit, with additional guest parking. Master Bedroom has a king sized bed, flat screen TV, en suite bathroom with…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask
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$214

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Beach Front 1 Bedroom Condo on Gulf of Mexico #10

Longboat Key condo
1 BR / 1 BA / Sleeps 4 | Quick view

Details

Beautifully furnished 1 bedroom/1 bath condo overlooking the Gulf of Mexico. Stroll for miles on the white sandy beaches of Beautiful Longboat Key or just relax and enjoy the sunsets
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask

$183

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Luxury Condo 3 Month Min. Bay View, Gulf Access.

Longboat Key condo
3 BR / 4 BA / Sleeps 5 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

3 MONTH MINIMUM Elegant 3 Bedroom, 3.5 Bath condo, almost 3000 sq. ft with 700 sq ft covered wraparound terrace. Panoramic views of Sarasota bay, golf course, heated pools, hot tub and clubhouse; workout room, saunas, Har-Tru Tennis courts, BBQ area, children's pool. Stunning mirrored and marbled master bath, …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Sauna
  • Internet Access
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(1)

A Perfect Stay

Left on Nov 21, 2014 for a stay in April 2014

This is a beautiful condo with lovely furnishings and every resort amenity one could ask for.

Lots of walk in closets, flat screens, Jacuzzi tub, large rooms and great views. Tons of room to entertain although you cannot bbq on the terrace..

The building is elegant and quiet and the on-site staff is helpful and friendly. It is convenient for shopping (Publix, CVS on the corner), all the …

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$167

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Bch frnt, Lngbt Key, Promenade #505 MIN. 3MTHS

Longboat Key condo
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Available for 3 MONTH MINIMUM rental with approval from condo association. Beautiful beach front condo located just 1.5 miles from St. Armand's Circle. Very upscale and beach feels very private. Pool, spa, and deck newly renovated. We have 24 hour, 7 days a week, guard gated community and we have a full …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible - ask

$225

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LaPlaya Condominium

Longboat Key condo
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent15 Reviews

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Reviews

(15)

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 access not available …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(15)

Great place!

Left on Jun 17, 2013 for a stay in March 2013

We have been staying at LaPlaya for the past 5 years... Great place... Amazing location... Walk out to the beach...

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$145

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Venetian Villa on Canal by beach

Longboat Key house
2 BR / 2 BA / Sleeps 6 | Quick view

Details

Doctor's hidden home with gorgeous views: walk to Florida's best secluded beaches. Longboat Key is a tropical paradise. Just bring your yacht, golf clubs, tennis rackets and relax. Wi-Fi & Cable TV Our Venetian / Mediterranean Villa is nestled on the placid Longboat Key. With a short drive from the airport, …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
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$110

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Almost Paradise! Beautiful 2b/2b on Long Boat Key

Longboat Key condo
2 BR / 2 BA / Sleeps 4 | Quick view

Details

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 Gulf of Mexico shores …
  • Waterfront
  • Ocean or water views
  • Sauna
  • Internet Access
  • A/C or climate control
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

$142

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Longboat Key Beachfront Las Hermanas/Starfish #2

Longboat Key condo
1 BR / 1 BA / Sleeps 4 | Quick view
Excellent5 Reviews

Details

Reviews

(5)

Peaceful and quiet spot on the beach. Your one bedroom vacation home has a private beachfront patio and direct gulf views from the patio, lanai, and bedroom. A full kitchen so you can enjoy meals at sunset instead of fighting the crowd at restaurants. Las Hermanas is just one block from our beautiful new Publix, …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(5)

A Gem

Left on May 30, 2014 for a stay in May 2014

Comfy and well-appointed with a lovely patio overlooking The Gulf, this rental surpassed our expectations. Looking forward to returning!

$124

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Beachfront Longboat Key Studio #1

Longboat Key condo
1 BA / Sleeps 4 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

This is a gulf front studio apartment right on the beach! Sound of the surf will lull you to sleep at night. You'll love the quiet and privacy that a small beachfront complex offers. Recently updated interiors all have direct access to the beach and full gulf views . There are only 4 units here in a residential area…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(1)

Absolute Heaven! What an amazing place and wonderful host!

Left on Apr 24, 2015 for a stay in April 2015

Lovely, well appointed, spotlessly clean beach house with tasteful decor and everything to make our stay comfortable and relaxed. Everything tastefully and thoughtfully done. Perfect location overlooks the beautiful beach where large schools of fish swim by, dolphins sail past & sea birds abound. Walk the sandy shore for miles - water crystal clear & perfect beach. One block from large grocery …

$200

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Beautiful get-away on white sands of Gulf of Mex

Longboat Key condo
2 BR / 2 BA / Sleeps 4 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

We have a two bedroom, comfortably furnished condo unit overlooking the Gulf of Mexico. Our favorite room is the lanai - a screened in porch area with dining table and sitting area, especially the views as the sun sets over the Gulf. We are located on the north end of Longboat Key - more secluded and unassuming than …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Want a GREAT, AMAZING, FUN, PERFECT VACATION? Come here!

Left on Aug 13, 2014 for a stay in July 2014

This place is AWESOME, we stayed in the 4 bedroom housebayview with the private pool. It was the perfect vacation. The only mishap was the AC in one of the small rooms stopped working the night b4 we left but never-the-less it was FABULOUS!

$178

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Sunkissed Longboat Key Beachfront Condo

Longboat Key condo
1 BR / 1 BA / Sleeps 6 | Quick view
Very Good3 Reviews

Details

Reviews

(3)

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! Surrounding this …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Quiet & private beach oasis in beautiful LBK

Left on May 15, 2014 for a stay in May 2014

The 1 bedroom condo was very clean and just like posted pictures. 1st floor patio exit to beachfront was nice. I'm used to staying up higher and watching views from a balcony, but this was just as easy and nice to stroll a few hundred feet and sit right on the beach in front of the water. Even though we had rain the entire weekend off and on, our time was spent in local shops, St. Armand Cr and …

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$215

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Tranquil, peaceful, and just about the cutest 3 BR

Longboat Key cottage
3 BR / 2 BA / Sleeps 8 | Quick view

Details

Three bedroom cottage available weekly or monthly in the sought after North Longboat Key Village where resident peacocks visit daily. New beds, Linens, towels etc. Also available on VRBO #702686 Offered fully equipped unit reflecting its own unique style of a beach getaway in paradise, full of character, and quaint …
  • Internet Access
  • Washing Machine
  • Outdoor Dining Area
  • A/C or climate control
  • Patio
  • Pet friendly - ask
  • Suitable for children - over five
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$122

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1bed 1Bath Cottages Available Now For Summer Fun

Longboat Key cottage
1 BR / 1 BA / Sleeps 3 | Quick view

Details

One bedroom one bath very affordable cottages are available weekly or monthly in the eclectic Longbeach Village where resident peacocks visit daily. New Beds, Linens, Towels etc.. Also available on VRBO #706230 Offered FULLY FURNISHED with each unit reflecting its own style of a beach getaway in paradise, full of …
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Central heating
  • Pet friendly
1 / 9

$200

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Beach Front Unobustructed Ocean Views

Longboat Key apartment
2 BR / 2 BA / Sleeps 4 | Quick view

Details

Million Dollar unobstructed ocean views. Right on the beach. Top floor. About a mile north from St Armand Circle. The condo has 2 bedrooms and 2 baths. Kitchen has granite and the place has everything you need. Just bring your clothes and food. Beautiful patio to enjoy the sunset views. Wi-Fi is available.
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - elevator access
1 / 29

$322

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Waterfront 4 Beds 2 Bath private beach access

Longboat Key house
4 BR / 3 BA / Sleeps 8 | Quick view

Details

Nestled among majestic palms and tropical landscaping, this Country Club Shores home also available VRBO #704978 is situated on a deep sailboat water canal with 113 feet of waterfront, and offers outstanding boating opportunities - all just two blocks away from Sarasota Bay! Southern exposure on the canal side …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible
1 / 22

$128

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1bed 1Bath Cottages Available Now For Summer Fun.

Longboat Key cottage
1 BR / 1 BA / Sleeps 3 | Quick view

Details

One bedroom one bath cottage all new beds, Linens, towels etc. Cottage available weekly or monthly in the Lovely North Longboat Key Village where resident peacocks visit daily. Sit out on your porch in the evening and relax or dine out at many of the water front restaurants. Offered FULLY FURNISHED with each unit …
  • Grill
  • Linens Provided
  • Towels Provided
    1 / 5

    $336

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    4br, 2b Waterfront Home With Pool by beach

    Longboat Key house
    4 BR / 2 BA / Sleeps 10 | Quick view

    Details

    Nestled among majestic palms and tropical landscaping, this Country Club Shores home is situated on a deep sailboat water with 113 feet of waterfront, and offers outstanding boating opportunities - all just two houses away from Sarasota Bay! Southern exposure on the canal side provides year-round sunshine, making the …
    • A/C or climate control
    • Parking
    • Linens Provided
    • Towels Provided

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