Longboat Key Homes with Pool Community Features

Welcome to Longboat Key, Florida, a slice of paradise nestled along the stunning Gulf Coast. This charming barrier island is renowned for its pristine beaches, crystal-clear waters, and a relaxed, upscale atmosphere that invites residents and visitors to unwind and enjoy life to the fullest. Longboat Key is not just a destination; it’s a lifestyle characterized by sun-soaked days, breathtaking sunsets, and a warm, welcoming community.

One of the standout features of Longboat Key is its diverse array of homes, many of which come with luxurious swimming pools. Imagine stepping out of your serene retreat and diving into your private oasis, surrounded by lush tropical landscaping. These homes with pool community features offer an unparalleled blend of relaxation and entertainment, making them perfect for families, couples, or anyone looking to embrace the Florida lifestyle.

The community is rich with amenities, including private beach access, tennis courts, and golf courses just a stone's throw away. Whether you prefer lounging by the pool, hosting vibrant summer barbecues, or enjoying a peaceful evening under the stars, Longboat Key’s homes with pool features provide the perfect backdrop for your dreams.

With a vibrant arts scene, exquisite dining options, and a plethora of outdoor activities, Longboat Key is a haven for those who appreciate both luxury and leisure. Discover your dream home in this idyllic coastal community and experience the enchanting lifestyle that Longboat Key has to offer. Your perfect retreat awaits!

Newest Longboat Key Homes with Pool Community Features

2525 Gulf Of Mexico Drive Unit 7B, Longboat Key image

2525 Gulf Of Mexico Drive Unit 7B, Longboat Key — 2525 $1,450,000

Welcome to your own piece of paradise at the renowned Islands West community on Longboat Key. This desirable 7th floor Gulf-side residence offers beautiful beachfront vie...

2 Beds
2 Baths
Islands West SubDv.
34228 Zip Code

1241 Gulf Of Mexico Drive Unit 109, Longboat Key image

1241 Gulf Of Mexico Drive Unit 109, Longboat Key — Water Club $989,000

Experience refined coastal living at The Water Club on Longboat Key, where lush tropical grounds meet the Gulf’s powdery white-sand beaches and shimmering aquamarine wate...

2 Beds
3 Baths
Water Club At Longboat Key SubDv.
34228 Zip Code

539 Forest Way Unit 539, Longboat Key image

539 Forest Way Unit 539, Longboat Key — Na $639,000

Second-home buyers and investment-minded buyers, take note. This beautifully furnished, turnkey residence at Cedars East on Longboat Key offers the rare combination of a ...

2 Beds
3 Baths
Cedars East SubDv.
34228 Zip Code

1591 Gulf Of Mexico Drive Unit 312, Longboat Key image

1591 Gulf Of Mexico Drive Unit 312, Longboat Key — Champagne $4,290,000

Tucked into the Champagne Building at The Residences at The St. Regis Longboat Key, unit 312 is a fully furnished coastal residence done right. Ceilings soar, glass walls...

2 Beds
3 Baths
St Regis SubDv.
34228 Zip Code

843 Bayport Way Unit 843, Longboat Key image

843 Bayport Way Unit 843, Longboat Key — F $645,000

LONGBOAT KEY LIVING—FROM THE GULF TO THE BAY! Welcome to Bayport Beach & Tennis Club, where island living means having the beach, bay, tennis, kayaking, and resort-style ...

2 Beds
2 Baths
Bayport Bch & Ten SubDv.
34228 Zip Code

3453 Gulf Of Mexico Drive Unit 237, Longboat Key image

3453 Gulf Of Mexico Drive Unit 237, Longboat Key — Seahorse Beach Resort $495,000

This is it! a condo right on the beach and Gulf! Wake up in the morning, open the drapes, and there it is! Then, after a full day on the Key, sit back and watch a glorio...

1 Baths
Sea Horse Beach Resort SubDv.
34228 Zip Code

521 Forest Way, Longboat Key — N/A $599,900

Discover your ultimate island escape in this beautifully updated, fully furnished, and pet-friendly 2-bedroom, 2.5-bathroom townhome located within the desirable Cedars T...

2 Beds
3 Baths
Cedars East SubDv.
34228 Zip Code

732 Bayport Way, Longboat Key — 732 $1,050,000

Welcome to 732 Bayport Way, a completely remodeled and beautifully furnished coastal retreat offering a rare Gulf view within Bayport Beach & Tennis Club, one of Longboat...

2 Beds
2 Baths
Bayport Bch & Ten SubDv.
34228 Zip Code

2101 Harbourside Drive Unit 1103, Longboat Key image

2101 Harbourside Drive Unit 1103, Longboat Key — N/A $1,495,000

3BR/2.5BA, 2,219 sf end-unit villa in gated Harbour Oaks at Bay Isles. Fairway views across hole #3 (White) of the Longboat Key Club golf course, plus a full-sized privat...

3 Beds
3 Baths
Harbor Oaks SubDv.
34228 Zip Code

2020 Harbourside Drive Unit 442, Longboat Key image

2020 Harbourside Drive Unit 442, Longboat Key — M-4 $699,000

Enjoy direct Sarasota Bay views and deeded private beach access from this updated fourth-floor residence in Fairway Bay, an established gated Bay Isles community within t...

2 Beds
2 Baths
Fairway Bay SubDv.
34228 Zip Code

96 Twin Shores Boulevard, Longboat Key image

96 Twin Shores Boulevard, Longboat Key $399,000

Pre-Construction. To be built. Welcome to PARADISE!!! Award winning beaches/sunsets on the Gulf side and a beautiful bay on the other. Sunrise to sunset this location can...

2 Beds
2 Baths
Twin Shores Mobile Home SubDv.
34228 Zip Code

1241 Gulf Of Mexico Drive Unit 608, Longboat Key image

1241 Gulf Of Mexico Drive Unit 608, Longboat Key — Water Club $2,200,000

Welcome to an extraordinary opportunity at The Water Club on Longboat Key, where spectacular Gulf and Sarasota Bay views create a breathtaking backdrop from nearly every ...

2 Beds
4 Baths
Longboat Key Club SubDv.
34228 Zip Code