This beautifully remodeled end unit condo, boasts two bedrooms, two bathrooms and has an open concept floor plan which features an expansive Living/Dining/Kitchen combo. In addition, it has a generou
ABSOLUTELY GORGEOUS INSIDE! Bayport Beach & Tennis Club is an amenity-rich community at sea's edge and is situated in the middle of Longboat Key. This 2 bedroom, 2 bathroom fully FURNISHED rental is t
Delightfully appealing seasonal/short term rental at Bayport Beach and Tennis Club on Longboat Key. This spacious 2/2 residence comes fullyfurnished and equipped with flat screen TV's, cable and WiFi.
LIVE THE LIFE ON LONGBOAT KEY...in this three bedroom, two-and-a-half bathroom villa in the BAY ISLES gated community. Open floor plan, with vaulted ceilings, hardwood floors throughout. Private scree
Pleasantly perfect! This spacious well appointed 2 bedroom, 2 bathroom condo is fully furnished, so just bring your beach gear and move right in. Bayport Beach and Tennis Club offers a wonderful prist
Annual rental - North end of Longboat - Bayport Beach and Tennis Club. Beautifully decorated and furnished! (including patio furniture), 2nd floor, 2/2 designated car parking with storage. $4800/mo
Seasonal Turnkey Furnished Rental at Bayport Beach and Tennis Club. Availablle in May for a 30 day stay! You will fall in love with this wonderful Longboat Key Community, featuring one of the most bea
Unique 3 bedrooms and 3 bathrooms property in Longboat Key, Bay Isles community has a lot to offer to prospective long term renters. Set in The Bayou behind 2 security gates. House was remodeled in th
STUNNING BAY VIEWS! Enjoy picturesque sunrises from your private deck in this tastefully decorated 2 bedroom, 2 bathroom furnished condominium. This home has an open concept floor plan which features
Beautifully appointed rental at Bayport Beach and Tennis Club on Longboat Key. This spacious 2/2 residence comes turnkey furnished andequipped with flat screen TV's, cable and WiFi. This residence fea
Looking for that last minute escape, look no further! AVAILABLE for 2025 Season at $6000 per month! The owner will negotiate the price for any rental over 3 months. The longer the stay, the better the
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$3,000/mo
2 beds2 baths1,007 sq ft
3810 Gulf of Mexico Dr Unit F302, Longboat Key, FL 34228
HIGHLY SORT AFTER RENOVATED UNIT now available OCT, NOV & DEC 2023. JAN- APRIL 2024 Is also NOW AVAILABLE **** SUNFLOWER UNIT ***Private, Luxurious, Comfort & Beach Tranquility can all be yours all se
1/44
$6,700/mo
2 beds2 baths1,445 sq ft
2932 Gulf of Mexico Dr #2932, Longboat Key, FL 34228
GORGEOUS LONG TERM RENTAL!! Bayport Beach & Tennis CLub is an amenity-rich community at sea's edge and is situated in the middle ofLongboat Key. This 2 bedroom, 2 bathroom fully furnished rental is be
Gorgeous Inside! Furnished Rental at the exceptional Bayport Beach and Tennis Club. Single story end unit with private entrance. Very Private screened lanai and patio area. Amenities abound at this
Seasonal rental in Bayport Beach and Tennis Club which is a beautiful, established, award-winning, amenity-rich community with immediate access to a peaceful private beach that continues in both direc
LUXURY LIVING...behind the gates of LONGBOAT KEY CLUB. Spacious two bedroom, 3 bath condo with a FABULOUS VIEW OF THE GULF OF MEXICO and the SARASOTA BAY FRONT. A huge wrap around balcony to enjoy you
1/47
$13,000/mo
2 beds2.5 baths2,385 sq ft
435 L Ambiance Dr Unit H402, Longboat Key, FL 34228
This beautiful 2 bedroom/2 bath split and open floor plan condo is spacious and bright. The kitchen featuring a built-in desk and granite counters has been opened to the dining/living room area with v
Turnkey Furnished Vacation is for a seasonal or longer-term rental. This beautiful second floor condo located in the private tropical oasis of the Beach Harbor Club between the bay and the beach with
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$4,000/mo
2 beds2 baths1,007 sq ft
3810 Gulf of Mexico Dr Unit F205, Longboat Key, FL 34228
Available May-December with a 90 Day minimum at $2,800 per month plus taxes and fees booked for 2024 season. Welcome to Seaside Dream! Beautifully furnished and decorated, 2 bedrooms, 2 bath condo loc
1/25
$6,000/mo
2 beds2 baths1,046 sq ft
3806 Gulf of Mexico Dr Unit C210, Longboat Key, FL 34228
LONGBOAT KEY, this 2 bed, 2 bath luxury condo with sweeping views of the GULF OF MEXICO, from every room, will truly capture you. Enjoy exquisite sunsets from any room or either private terrace. Inter
1/12
$8,000/mo
2 beds2 baths1,470 sq ft
2425 Gulf of Mexico Dr Unit 4E, Longboat Key, FL 34228
LONG TERM RENTAL. Working from home ? Retired?, Elevate your quality life, relax and enjoy this wonderful and quiet two bedrooms, two full baths apartment surrounding the #1 beach in Florida, white qu
1/31
$3,990/mo
2 beds2 baths1,154 sq ft
3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228
AVAILABLE 2025 SEASON! AVAILABLE APRIL 2024-DEC.2024 This unit has been remodeled with all new furnishings. This is a first-floor walk-down two bedroom and den, two bathroom unit with over 1,600 squar
LONGBOAT KEY at GRAND BAY. Luxury furnished RENTAL available for a THREE MONTH or longer stay. This stunning 7th Floor condominium has both sweeping WATER VIEWS of SARASOTA BAY and Sunsets of the GULF
Turnkey Furnished Seasonal Rental, located in popular Fairway Bay, south end of the key location. This beautifully maintained and tastefully decorated 2 bed, 2.5 bath Townhome is ready for you to occu
Stunning Portobello Vacation 2/2 Condo on Longboat Key. AVAILABLE JAN-APR 2025. This beautiful condo provides easy and relaxed living with gorgeous direct gulf views. Full length screened lanai to en
1/21
$7,800/mo
2 beds2 baths1,260 sq ft
3235 Gulf of Mexico Dr Unit A302, Longboat Key, FL 34228
Absolutely beautiful turnkey furnished condo at the sought after Portobello on Longboat Key. The meticulously maintained, light and bright two bedroom, two bathroom unit has a combination living room/
1/66
$5,000/mo
2 beds2 baths1,260 sq ft
3240 Gulf of Mexico Dr Unit B303, Longboat Key, FL 34228
ANNUAL RENT. Elevate your quality life. Working from home? Retired? Relax and enjoy this wonderful two bedrooms, two full baths apartment in front of the #1 beach of Florida, white quartz sands and d
1/9
$8,300/mo
2 beds2 baths1,290 sq ft
3240 Gulf of Mexico Dr Unit B307, Longboat Key, FL 34228
LONGBOAT KEY...SUNSET BEACH CLUB II. Nicely appointed 2 bedroom, 2 bath condo, turnkey furnished. Entertainment center in the living room with a flat screen TV. King bed in the master and twin beds in
1/25
$8,000/mo
2 beds2 baths1,273 sq ft
2109 Gulf of Mexico Dr #1402, Longboat Key, FL 34228
Available July through December 2024. July, August, September, October are available for $10,000 per month. November and December are available for $15,000 per month. Welcome to paradise on Longboat K
*Rented for Season 2025* Welcome to peaceful Buttonwood Harbour, composed of 50 homes in one of Longboat Key's oldest and sought-after communities. Situated in the middle of Longboat Key, it is walkin
Beautiful beachy condo on Longboat Key! Laid back luxury in a quiet and intimate complex of just 10 residences. This end unit condo has Kohler fixtures throughout, granite countertops with breakfast
SEASONAL :Just you and the Gulf! Enjoy breathtaking sunsets from this lovely 2 bedroom, 2 bath direct Gulf condo with views from every room. Newly renovated, well appointed and can accommodate 6 comfo
1/21
$5,300/mo
2 beds2 baths1,488 sq ft
2729 Gulf of Mexico Dr #12, Longboat Key, FL 34228
Escape to the beauty of Southern Longboat Key with this stunning direct Gulf front vacation rental. From the moment you step into this fourteen-floor residence at Sea Gate, you will be captivated by t
1/55
$12,000/mo
2 beds2 baths1,470 sq ft
2425 Gulf of Mexico Dr Unit 14B, Longboat Key, FL 34228
Available to book 2025 season, 4 month minimum! Sea Gate Club! Direct Gulf Views! This stunning 2nd floor residence features 2 bedrooms and 2 full baths with floor to ceiling windows in every room fo
1/31
$12,500/mo
2 beds2 baths1,513 sq ft
2425 Gulf of Mexico Dr Unit 2A, Longboat Key, FL 34228
Pricing does not include fees and taxes. Rates vary depending upon the booking dates. Come enjoy this wonderful resort-style 3 bedroom and 2.5 bathroom golf course view villa monthly rental located in
Welcome to Haven on Hughes! This one-of-a-kind 4-bedroom, 2-bath, two-story spacious pool home is located on the Historic North End of gorgeous Longboat Key. The location of Haven on Hughes is perfect
SEASONAL: AVAILABLE FOR 2025 SEASON! All three baths have been 100% renovated. Just gorgeous! Photos to come. Harbour Oaks is resort-style living positioned behind the guarded Harbourside gates of Bay
End unit beautifully turnkey furnished townhouse in Fairway Bay of Longboat Key. Lovely decorating in this light and spacious unit that has a view of the canal. Lots of windows and two stories with s
Stunning townhouse available for ANNUAL RENT located in the highly desirable Fairway Bay on the beautiful Longboat Key! This spacious home features 2 bedrooms and 2 bathrooms, providing ample space fo
Discover the captivating charm of this 3-bedroom, 2.5-bath canal front home, nestled one lot away from Sarasota Bay in the coveted Country Club Shores. Its unique position near the end of a peaceful c
Based on information submitted to the MLS GRID as of Tue May 07 2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Longboat Key, Florida, offers a laid-back transportation experience, with its scenic drives and low traffic levels, making it a pleasure to navigate by car. The region does not have a public transportation system, so residents primarily rely on their cars for commuting. Although Longboat Key itself doesn't have any major highways or freeways, it is conveniently connected to nearby cities via the Gulf of Mexico Drive. This road provides easy access to the mainland, ensuring residents can reach their destinations without encountering heavy traffic.
What is life like in Longboat Key?
Living in Longboat Key, Florida offers a unique coastal experience with stunning vistas of the Gulf of Mexico. The landscape is characterized by pristine white sandy beaches and lush tropical vegetation. The weather is typically warm and sunny year-round, providing ample opportunities for outdoor activities. Job opportunities in Longboat Key are diverse, with a range of industries including hospitality, tourism, and real estate. There is a wide array of recreational activities to enjoy, such as boating, fishing, golfing, and exploring the numerous parks and nature trails.
What are the schools and amenities like in Longboat Key?
Longboat Key, Florida is a vibrant community with a variety of public amenities. The town boasts a selection of dining establishments, offering a range of cuisines to satisfy diverse culinary preferences. Outdoor enthusiasts will appreciate the well-maintained parks dotting the area, providing serene spaces for relaxation and recreation. For everyday needs, there are several grocery stores within the town, ensuring convenience for all residents. Moreover, Longboat Key offers more amenities like fitness centers, libraries, and art galleries, enhancing the quality of life in this picturesque seaside town.