Longboat Key Homes with Pool Amenities

Welcome to Longboat Key, Florida – a stunning barrier island that perfectly blends serene living with vibrant coastal charm. Nestled along the Gulf of Mexico, this picturesque locale is renowned for its pristine beaches, lush landscapes, and a relaxed atmosphere that draws residents and visitors alike. Whether you're seeking a peaceful retreat or an active lifestyle, Longboat Key offers the best of both worlds.

One of the most appealing aspects of living in Longboat Key is the abundance of homes with pool amenities. Imagine basking in the Florida sun, lounging by your private pool, or hosting delightful gatherings with family and friends in your backyard oasis. Many of these exquisite properties boast modern designs, spacious layouts, and luxurious outdoor spaces that enhance the quintessential Florida lifestyle. From contemporary villas to charming beach cottages, there’s a perfect home for everyone who dreams of living in this tropical paradise.

In addition to the allure of private pools, Longboat Key is also home to a vibrant community with an array of recreational activities. Residents can enjoy world-class golf courses, upscale dining options, and boutique shopping, all while being surrounded by the natural beauty of the island. With an average of 260 sunny days a year, outdoor enthusiasts can indulge in water sports, biking, or simply soaking up the sun on the stunning beaches.

Discover the enchanting lifestyle that awaits you in Longboat Key, where your dream home with a pool is just a heartbeat away. Experience the perfect blend of relaxation and adventure in this coastal haven!

Newest Longboat Key Homes with Pool Amenities

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

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

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

1561 Gulf Of Mexico Drive Unit 404, Longboat Key image

1561 Gulf Of Mexico Drive Unit 404, Longboat Key — Armand $12,750,000

Presented in the most coveted beachfront enclave at The St. Regis Longboat Key Resort, this is a rare opportunity to own a spectacular residence in the prestigious Armand...

3 Beds
4 Baths
St Regis SubDv.
34228 Zip Code

5055 Gulf Of Mexico Drive Unit 115, Longboat Key image

5055 Gulf Of Mexico Drive Unit 115, Longboat Key — 1 $750,000 ▼

Welcome to effortless Gulf-front living at Club Longboat Beach & Tennis Resort, one of Longboat Key’s sought-after beachfront communities. This beautifully updated three-...

3 Beds
2 Baths
Club Longboat Beach & Tennis SubDv.
34228 Zip Code

4370 Chatham Drive Unit 304, Longboat Key image

4370 Chatham Drive Unit 304, Longboat Key — G $425,000 ▼

MAJOR $74,000 PRICE REDUCTION, don't miss this newly priced opportunity. Experience the best of Bay-to-Gulf living in this beautifully furnished condominium located on th...

2 Beds
2 Baths
Longboat Harbour North SubDv.
34228 Zip Code

1075 Gulf Of Mexico Drive Unit 205, Longboat Key image

1075 Gulf Of Mexico Drive Unit 205, Longboat Key — 7 $1,099,000

Set within Beachplace on the coveted south end of Longboat Key, this 3-bedroom, 2-bath corner residence offers 1,819+/- sq. ft. of beautifully maintained living space, an...

3 Beds
2 Baths
Beachplace SubDv.
34228 Zip Code

3802 Gulf Of Mexico Drive Unit A203, Longboat Key image

3802 Gulf Of Mexico Drive Unit A203, Longboat Key — 3802 $399,000

Gulf views! Just bring your flip flops and bathing suit to this move-in ready 2br/2ba condo on the 2nd floor in Beach Harbor Club. This beautifully maintained Gulf-to-bay...

2 Beds
2 Baths
Beach Harbor Club SubDv.
34228 Zip Code

3530 Mistletoe Lane, Longboat Key $2,675,000

Freshly updated and directly overlooking Sarasota Bay, this four-bedroom waterfront residence in guard-gated Corey’s Landing returns to the market with significant interi...

4 Beds
4 Baths
Coreys Landing SubDv.
34228 Zip Code

1075 Gulf Of Mexico Drive Unit 303, Longboat Key image

1075 Gulf Of Mexico Drive Unit 303, Longboat Key — Beachplace $925,000

Welcome to Beachplace and this beautifully updated, turnkey two-bedroom, two-bath residence in one of Longboat Key’s most sought-after Gulf-front communities. Offered ful...

2 Beds
2 Baths
Beachplace SubDv.
34228 Zip Code

3453 Gulf Of Mexico Drive Unit 200, Longboat Key image

3453 Gulf Of Mexico Drive Unit 200, Longboat Key — 3453 $390,000

TURNKEY BEACHFRONT LIVING WITH EXCEPTIONAL RENTAL FLEXIBILITY ON LONGBOAT KEY! Located at Sea Horse Beach Resort, this spacious 1-bedroom, 1-bath condominium offers 876 s...

1 Beds
1 Baths
Sea Horse Beach Resort SubDv.
34228 Zip Code