Location: Longboat Key
Do Not Show Listings
3020 GULF OF MEXICO DR #2, LONGBOAT KEY, FL 34228
$6,5002 Days on yellowkey MLS ID: A4689772
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3310 Built: 1997Community: Triton CoveSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: None
High School: None
Tax Year:
Middle School: None
Remarks: Discover your own slice of paradise in this exquisite three-story home located on the beautiful Longboat Key, Florida. This spacious, fully furnished rental is available for a year-long lease, offering the perfect blend of luxury, comfort, and convenience just a short 3-minute walk from the pristine Gulf beaches.The first floor of the home is thoughtfully designed with additional storage rooms, ensuring that you have plenty of space to keep your belongings organized. Whether it’s beach gear, seasonal items, or extra household supplies, this home has you covered. Embrace the Florida lifestyle with your own private pool. This inviting outdoor space is perfect for sunbathing, enjoying morning coffee, or hosting summer barbecues with family and friends. The pool area is surrounded by lush landscaping, creating a tranquil atmosphere for relaxation and leisure.One of the standout features of this property is its proximity to the beach. With just a short 3-minute walk, you can easily enjoy the sun, surf, and sand whenever you want. Spend your days swimming, sunbathing, or taking long walks along the shoreline.
Listing is courtesy of: KW COASTAL LIVING III (941-900-4151)
Listing Agent: Jose Hugo Martinez (941-373-5570)
1925 GULF OF MEXICO DR #309, LONGBOAT KEY, FL 34228
$10,0001113 Days on yellowkey MLS ID: A4565848
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2698 Built: 1978Community: Seaplace ViSpa: YesCondo
Remarks: LONGBOAT KEY'S SEAPLACE Enjoy the tropical sea breezes and the magical Water Views from this custom designed THREE BEDROOM spacious corner unit. Beautiful wrap around Lanai terraces with panoramic scenery of the GULF OF MEXICO. Primary Suite-King Bed, Bedroom #2 Suite-King Bed, Bedroom #3- two twin beds. Seaplace is located close to shopping and restaurants and just minutes to ST Armand's Circle and Downtown Sarasota. The SEAPLACE community features include half mile of beach front, two large swimming pools,two spas, three Har-Tru Tennis courts, clubhouse, fitness center, barbecue grills, and a one mile walking trail.
Listing is courtesy of: JENNETTE PROPERTIES INC (941-953-6000)
Listing Agent: Jane Hunter (941-896-0622)
1925 GULF OF MEXICO DR #G8-208, LONGBOAT KEY, FL 34228
$8,0004153 Days on yellowkey MLS ID: A4109016
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1604 Built: 1978 Tax: $9,651 (2021)Community: Seaplace ViSpa: YesCondo
Taxes:$9,651
Tax Year: 2021
Remarks: Beautiful Beachfront at SEAPLACE Condominium on LONGBOAT KEY. THREE bedroom turnkey FURNISHED READY FOR YOUR THRE MONTH OR LONGER STAY. Primary Bedroom has two full beds, queen in second bedroom, and two twins in the third bedroom. Spacious lanai with beautiful beach views. The Seaplace amenities include two large beachfront pools, fitness center, clubhouse, tennis courts and a great expansive white sand beach on the Gulf of Mexico.
750 BAYPORT WAY #750, LONGBOAT KEY, FL 34228
$5,0001382 Days on yellowkey MLS ID: A4540609
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1370 Built: 1983Community: Bayport Bch & Ten Ph DCondo
Remarks: AVAILABLE NOW DUE TO A CANCELLATION, OPEN FEBRUARY, MARCH, APRIL AND BEYOND!!!Seasonal Turnkey Furnished Rental at Bayport Beach and Tennis Club. You will fall in love with this wonderful Longboat Key Community, featuring one of the most beautiful beach fronts, and Bay front locations on Longboat Key. This well-appointed and tastefully furnished, updated home welcomes you with its understated elegance. Everything inside is new, from the flooring to the kitchen and baths, the decor is neutral with pops of color, giving the home a coastal urban vibe. The primary bedroom offers a king bed, walk-in closet with built-ins, smart TV and a desk. The primary bath has dual sinks and shower. The guest bedroom boasts queen sleeping accommodations and a smart TV. New luxury vinyl flooring throughout and gorgeous kitchen with stainless appliances, stone counters and lovely wood cabinetry. Outside your door you will find a bonus deck with chaises for sunbathing. This popular, Tim Siebert designed Gulf-to Bay community features 27 lushly landscaped acres, 4 Har-Tru Tennis Courts, a Jr. Olympic pool, kayak launch, bocce ball and fitness room in the clubhouse, and a gorgeous beach, located just across Gulf of Mexico Drive. St. Armands Circle is a short drive away, just over the Ringling Causeway you will find the vibrant downtown Sarasota arts and culture, as well as the many unique shopping and dining venues. Leases less than 7 months subject to additional taxes and fees. Booked for March and April 2026.
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL (239-262-4242)
Listing Agent: Stephanie Deshaies (941-780-3229)
3111 BAYOU SOUND, LONGBOAT KEY, FL 34228
$10,000119 Days on yellowkey MLS ID: A4675853
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2908 Built: 1984Community: Bay IslesSpa: NoSingle Family
Remarks: LOCATION, LOCATION, LOCATION. BEAUTIFUL TURNKEY FURNISHED SINGLE FAMILY HOME available in the sought after community of Bay Isles is available to rent. This lovely light, bright 3 bedroom plus 3 bathroom, two half bathroom home boasts 2,908 square feet, double primary bedrooms, living room/dining room combination, loft/den space and much much more. The home has been fully painted and newly furnished. The kitchen has all new appliances, quartz counter tops, center island, pantry and plenty of counter and cabinet space for cooking and entertaining and is open to the family room with fireplace, access to the pool area and the loft. A spiral staircase leads to the loft office space with desk and has a half bath. The comfortable dining room/living room combination is a wonderful space for family and friends gathering together. The first level primary bedroom has a king sized bed, sitting space nook, access to the pool with 1/2 bathroom double closets, two bonus closets and an on suite bathroom with garden tub, walk in shower, double sinks. The second level primary suite has a king sized bed, walk in closet, built in book shelves and an on suite bathroom with a stall shower. The guest bedroom has a queen sized bed. The home has a laundry room with work space, full sized washer and dryer and utility sink. The lanai can be accessed through the primary bedroom, great room and living room and has multiple sitting areas, a lounging area, BBQ and heated pool. The view from the lanai is a private green space and a lake. Bay Isles is a gated community and renters will have access to the private Bay Isles Beach Club which offers access to five acres of Gulf of Mexico beach. This home is available for a long term lease or short term booking. Call today as this absolute gem will not last long!!!!
Listing Agent: C. Alison Hunter (941-587-5667)
842 BAYPORT WAY #842, LONGBOAT KEY, FL 34228
$4,8003 Days on yellowkey MLS ID: A4689796
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1983Community: Bayport Bch & Ten Ph FCondo
Elementary School: Southside Elementary
Middle School: Booker Middle
Remarks: Available June through December or as an 18-month rental. Nicely furnished and fully equipped for a comfortable stay, this first floor corner residence offers extra privacy and added natural light. A spacious dining and living area opens out to a screened lanai and large outdoor brick patio overlooking landscaped grounds. The primary bedroom has a king bed, large walk-in closet, and an alcove with a desk overlooking the garden. The guest bedroom can be configured as a king or two twins. A large kitchen is fully equipped for easy meal prep. There is under building parking for one car, outside locked storage and plenty of guest parking. Bayport Beach and Tennis Club is a true Gulf to Bay community, with a fishing pier and kayak launch out to Sarasota Bay, and access to 1200 feet of private beach with beach chairs and umbrellas, just 2-3 minutes from your front door. Enjoy a swim in the heated Jr olympic pool, tennis on 4 har-tru courts, a club house, fitness room, and shelled walking paths along tropical landscaped grounds. Groceries, parks and conveniences are within 2 miles, with shopping and terrific dining dotted along the Key. Sarasota's entertainment and cultural attractions are a short drive away. Condo may be rented long term.
Listing is courtesy of: COLDWELL BANKER REALTY (941-366-8070)
Listing Agent: Rosemarie Mckee (941-504-9396)
5757 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228
$5,5001 Day on yellowkey MLS ID: A4690373
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1561 Built: 1973Community: The ShoreCondo
Remarks: Pristine Gulf Beachfront on Longboat Key Welcome to this beautifully updated 2-bedroom, 2-bathroom luxury beachside retreat located in The Shore on mid-Longboat Key. This inviting second-floor condo offers stunning Gulf views and is just steps from the powdery white sand and crystal-clear waters—an ideal setting for a relaxed island getaway. Highlights -Sweeping Gulf views from living room and master bedroom -Thoughtfully remodeled with an airy, open-concept layout and generous living spaces -Modern kitchen featuring granite countertops and a spacious island, perfect for dining and entertaining -Fully furnished and well-appointed for a turnkey, stress-free stay -Breathtaking Gulf views from the main living area, showcasing unforgettable sunrises and sunsets Configuration - Primary Bedroom: King bed - Walk-in closet - En-suite bathroom with double sinks and walk-in shower - Direct access to the patio for refreshing Gulf breezes - Second Bedroom - Two Queen-size beds Additional Conveniences & Amenities - In-unit washer and dryer - Watch dolphins, manatees, turtles, birds, and passing boats right from your retreat - Beachside heated pool and hot tub - Fitness center and sauna - Large social room with catering kitchen - 1 Covered parking spot, plus guest parking - Bicycle and kayak storage - Beautifully maintained grounds with lush tropical landscaping and mature trees - Weber grill on your private patio - perfect for cooking and dining while taking in breathtaking Gulf views Note: 60-Day Minimum Rental (January through April are not available) Please call or text listing agent for questions or showings 2nd Floor Unit - Elevator and/or stairs available Association Application Required No Pets
Listing is courtesy of: DARAK GROUP INCORPORATED (704-430-1670)
Listing Agent: Matt Darak (704-430-1670)
3806 GULF OF MEXICO DR #C310, LONGBOAT KEY, FL 34228
$4,3001 Day on yellowkey MLS ID: R4911069
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1046 Built: 1970Community: Beach Harbor ClubSpa: NoCondo
Remarks: Lease/Option - Owner looking to lease 6 Months $4300 a Month of Longboat's Beach Harbor club is situated on 5 Acres along the most beautiful stretch of Longboat Key Shoreline. Sugary sand and flowing seeds oats beside the azure blue Gulf of Mexico. The beach Harbor club offers 133 condo units, deeded beach access with showers, umbrellas and beach chairs. Amenities also include newly constructed boat slips, rooftop decks, outdoor cook areas, heated oversized swimming pool, community area for kayaks, clubhouse, and shuffle board. Longboat Beach Harbor is a friendly community with group events and many fun times to build relationships and enjoy sense of community living. Close to Bayfront Park with Tennis, Publix/CVS shopping. This renovated condo is situated on the 3rd floor not requiring flood insurance. Air conditioned indoor hall-way with security entrance. Newly appointed appliances, bathrooms, HVAC, luxury flooring and trim. Up-scale appointed fixtures and details throughout
Listing is courtesy of: LEN SCAVRON (908-304-5454)
Listing Agent: Len Scavron (908-304-5454)
6980 POINSETTA, LONGBOAT KEY, FL 34228
$4,6501 Day on yellowkey MLS ID: A4687628
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 700 Built: 1940Single Family
Remarks: Tucked away in a quiet fisherman’s village on Longboat Key, this elegant one-bedroom cottage blends classic island charm with modern luxury. The bright, open living space features soaring vaulted ceilings and a sleek, contemporary kitchen. Premium comforts include high-speed internet, in-unit laundry, a reverse osmosis water filtration system, and UV air purification. Perfect for couples seeking a tranquil seaside getaway, the property offers boat parking and convenient access to a nearby boat launch. Whitney Beach is just a short stroll away, making this an ideal private retreat with easy access to the Gulf of Mexico.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Christina Vescovo (314-743-7111)
3806 GULF OF MEXICO DR #C212, LONGBOAT KEY, FL 34228
$2,500205 Days on yellowkey MLS ID: A4666147
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1062 Built: 1970Community: Beach Harbor ClubCondo
Remarks: LONGBOAT KEY...Lovely 2 bedroom 2 bath condo directly across from the private beach. Updated kitchen with stainless steel appliances and master and guest bathrooms with ceramic tile. Split floor plan, master suite with a king size bed and the guest room has bunk beds with one single bed and one full size bed. Spacious, open, light and bright. Very well maintained GULF TO BAY complex with lush landscaping, large heated pool, clubhouse, marina, fishing pier, kayak and bike storage, fitness center, all for your enjoyment and covered parking. OWNER PREFERS AN ANNUAL RENTAL AT $2500 A MONTH. A SEASONAL WILL ALSO BE CONSIDERED AT $5000 A MONTH + TAX & FEES. PLEASE NOTE, UTILITIES ARE NOT INCLUDED IN AN ANNUAL RENTAL. SARASOTA, VACATION RENTALS, LUXURY, GULF OF MEXICO, LONGBOAT KEY VACATION, LONGBOAT KEY ANNUAL RENTAL.
Listing Agent: Teresa Ribaudo (941-376-4500)
1591 GULF OF MEXICO DR #410, LONGBOAT KEY, FL 34228
$40,000108 Days on yellowkey MLS ID: A4676510
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3130 Built: 2024Community: St. RegisSpa: YesCondo
High School: Sarasota High
Remarks: An exceptional opportunity to lease the largest two-bedroom residence at the prestigious St. Regis Longboat Key. This premier corner home offers sweeping panoramic views of the Gulf of Mexico, Sarasota Bay, lush resort grounds, and the tropical saltwater lagoon, all enjoyed from an expansive wraparound terrace. Bathed in natural light, the spacious living area is ideal for entertaining and relaxation, featuring a custom bar and beverage refrigerator. The chef’s kitchen is beautifully appointed with Poggenpohl cabinetry and top-of-the-line Wolf and Sub-Zero appliances, including double ovens, a gas cooktop, refrigerator, microwave, and dishwasher. An outdoor Wolf gas grill on the terrace allows for seamless indoor-outdoor dining. The owner’s suite serves as a private coastal retreat, highlighted by floor-to-ceiling glass with breathtaking Gulf views. A morning bar adds convenience, while a custom Closet Envy wardrobe provides generous storage. The spa-inspired bath features dual vanities, two private water closets, a walk-in shower, and a luxurious soaking tub with stone surround. The ensuite guest bedroom, complete with custom built-ins, opens directly to the terrace, offering effortless indoor-outdoor living for guests. Designer finishes throughout, curated by Marc Michaels Interior Design, deliver timeless elegance. Residents enjoy exclusive access to St. Regis Longboat Key’s world-class amenities, including a private clubhouse with fitness center, pool and spa, and the signature St. Regis Butler and Concierge services. Additional resort offerings include an oceanfront spa, beachfront cabanas, multiple dining venues, a lazy river, and a saltwater lagoon featuring tropical fish, stingrays, and resident tortoises. Set on 17 acres of pristine beachfront and just 3.5 miles from the renowned shopping and dining of St. Armands Circle, this residence offers a rare opportunity to experience the iconic St. Regis lifestyle—where luxury, comfort, and legendary service define every stay. Rental rates vary according to month, please call agent for details.
Listing is courtesy of: GULF COAST REALTY & MANAGEMENT (941-782-1559)
Listing Agent: Jaime Barcelo (941-275-3233)
616 LYONS LN, LONGBOAT KEY, FL 34228
$4,80020 Days on yellowkey MLS ID: TB8491342
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1755 Built: 1972Community: Sleepy Lagoon Park 2Spa: NoSingle Family
Remarks: Come and enjoy a little piece of Paradise! This beautiful canal front home is located in the idyllic and picturesque Longboat Key. A charming mid-century style cottage nestled in one of Longboat Key's most private and serene settings. This spacious 2 bedroom + Bonus room, 2.5 bathrooms with outdoor shower residence offers 1,755 square feet of luxurious living space perfect for those seeking a tranquil beach lifestyle. Recently impacted by Hurricane Helene, the home has undergone professional remediation and renovation including kitchen, bathrooms and pool. The living area boasts an open floor plan with a cozy corner wood-burning fireplace that adds a warm touch, creating the perfect setting for snug evenings during the cooler winter months. The kitchen has been completely remodeled and equipped with all new cabinets, quartz countertops and appliances, offering plenty of space for culinary adventures. The master suite includes a cedar walk-in closet, an extra linen closet, and direct access to the pool area. In addition to the 2 bedrooms, there is a bonus room that could be made into a bunk room perfect for the little ones or teenagers to make their own retreat. Lyons Lane is renowned for its tranquility and privacy, with lush mangroves lining the opposite side of the street, creating a natural, peaceful ambiance. This unique setting offers the best of both worlds: a serene retreat just moments away from the pristine beaches, boutique shopping, and fine dining that Longboat Key is famous for.
Listing is courtesy of: ROOST REALTY INC. (813-326-2569)
Listing Agent: Steve Barthelemy (813-943-2841)
603 LONGBOAT CLUB RD #204N, LONGBOAT KEY, FL 34228
$12,00028 Days on yellowkey MLS ID: A4686763
REDUCED by $3,000 (20.0%) on 04/14/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1560 Built: 1970Community: Longboat Key TowersSpa: YesCondo
Remarks: LONGBOAT KEY CLUB – GULF FRONT LUXURY RENTAL Enter the private, gated community of Longboat Key Club and experience true coastal paradise with breathtaking Gulf-front views. This completely remodeled 2-bedroom, 2-bath condominium showcases elegant, high-end finishes throughout. The bright and open living area features stunning marble flooring and walls, with expansive windows and a large private balcony that perfectly frame the panoramic ocean views. The modern kitchen has been thoughtfully redesigned with a sleek style, offering a large island and seamless flow into the living and dining areas—ideal for entertaining. The dining room also enjoys beautiful water views, creating the perfect backdrop for every meal. The spacious primary suite is a private retreat, while the luxurious primary bathroom makes a bold statement with striking marble finishes. The second bedroom is generously sized and comfortably accommodates double beds. Residents enjoy resort-style amenities including a heated beachfront pool and spa, a state-of-the-art fitness center, sauna, steam room, and 24-hour security. Available for 3- to 6-month stays.
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-360-7777)
Listing Agent: Lily Behrends (941-526-9121)
6979 LONGBOAT DR S, LONGBOAT KEY, FL 34228
$10,000263 Days on yellowkey MLS ID: A4660175
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1454 Built: 1974Community: Longbeach On Longboat KeySingle Family
Remarks: Escape to your own private garden oasis on beautiful Longboat Key. This home features lush tropical landscaping, a sparkling heated pool, and a spacious screened lanai perfect for outdoor dining and relaxation. Inside, enjoy a chef’s kitchen with premium appliances, including a Wolf range, and newly updated bedrooms and baths — the primary suite offers a brand-new king bed, while the kid’s room includes bunk beds for family fun. Accommodating up to 9 guests, the property is just a short stroll to pristine Whitney Beach and nearby fishing docks, with top local restaurants and cafes — like Mar Vista, Shore, Whitney’s, and more — only minutes away. A local owner ensures attentive service to make your stay unforgettable. $10,000 off season/$14,000 season. Leased July 2025, August 2025, March 2026, April 2026
Listing is courtesy of: COLDWELL BANKER REALTY (941-383-6411)
Listing Agent: Rinat Sikdar (941-993-9292)
1945 GULF OF MEXICO DR #M2-414, LONGBOAT KEY, FL 34228
$3,750630 Days on yellowkey MLS ID: A4618406
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 928 Built: 1978Community: Seaplace VCondo
Remarks: AVAILABLE IMMEDIATELY PENDING HOA APPROVAL! 2 MONTH MINIMUM! BOOKED FOR JAN-MARCH 2027 SEASON! LUXURIOUS, RESORT STYLE, 2BR/2B CONDO LOCATED IN THE HIGHLY SOUGHT AFTER SEAPLACE COMMUNITY ON LONGBOAT KEY. This gorgeous 4th floor condo comes turnkey furnished and located only three miles north of St. Armand's circle. When you walk in you will be blown away by the light, bright and open feeling the condo has to give with the natural light that floods through the large sliding glass doors. From the beautifully updated kitchen, you can see the dining room, living room, screened patio and the Gulf of Mexico! The kitchen also offers stone countertops, stainless steel appliances and plenty of cabinet and counter space. The condo sleeps four (1 king bed & 2 twin beds) and has walk-in showers in both updated bathrooms. All top-of-the-line upgrades throughout the condo including impact doors and windows, Washer/Dryer and all utilities provided with two TVs in the unit. The back patio is fully screened in and features beautiful views of the ocean! The private beach access is just off the clubhouse which is steps away. Seaplace is one of the largest, most highly sought after complexes on Longboat Key. This resort style community offers 2 heated pools, hot tub, kiddie pool, beachfront patio, 4 grills, 3 har-tru tennis courts, game room, work out room, library, sauna, 24-hour security, and monthly events for anyone to enjoy. Longboat Key Club golf course is approx. 2 miles away. Also enjoy strolling around St. Armand's Circle which offers top-rated dining and shopping. ** Rent includes electricity, water, cable, internet, sewage, pest control, extra storage and all the amazing community amenities! *No pets allowed *Application Fee: $100 per applicant *HOA Application Fee: $100 per applicant *250 cleaning fee *$50 booking fee *Security Deposit: $750 for short term *13% seasonal rent tax applies to 6 month and under rentals.
Listing is courtesy of: NEXTHOME EXCELLENCE (941-893-4505)
Listing Agent: Brigette Marcus (941-315-9500)
618 BAYPORT WAY BAYPORT WAY #618, LONGBOAT KEY, FL 34228
$6,050193 Days on yellowkey MLS ID: A4667152
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1980Community: BayportSpa: NoCondo
Middle School: Brookside Middle
Remarks: Escape to paradise with a stay in this newly renovated 2-bedroom, 2-bath second floor condominium at Bayport Beach & Tennis Club on Longboat Key. Perfectly positioned for your dream beach getaway, this condo blends comfort, style and unbeatable amenities. Bright, modern, and welcoming, this condo has been thoughtfully updated with all the comforts of home, including a king-size bed in the primary bedroom. Enjoy access to Bayport's Junior Olympic-sized pool, clay court tennis, bocce ball court, and a private dock on Sarasota Bay with stunning sunrise views. Located mid-island, you have private access to our white sand beach with stunning Gulf Coast views. Chairs and umbrellas are provided--ideal for morning walks, sunbathing, or watching the sunset. The property offers a semi-private entrance, providing a more secluded and peaceful experience for your vacation. Whether you're looking to relax by the pool, play tennis, or simply enjoy the beach, Bayport Beach & Tennis Club is the perfect blend of relaxation and recreation--a true hidden gem. 30 Day minimum stay required. Available: NOVEMBER 2026, DECEMBER 2026, JANUARY 2027, FEBRUARY 2027, MARCH 2027, APRIL 2027
Listing is courtesy of: KELLER WILLIAMS ON THE WATER S (941-803-7522)
Listing Agent: Alzira Meierling (941-299-9229)
615 DREAM ISLAND PL #201, LONGBOAT KEY, FL 34228
$10,500185 Days on yellowkey MLS ID: A4668491
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1514 Built: 1985Community: Harbour Villa Club At The BuccaneerSpa: YesCondo
Remarks: BRING YOUR BOAT, deeded private boat slip that accommodates up to a 60 ft boat INCLUDED! Picturesque Waterview of Sarasota Bay and easy access by boat to the Gulf. Recently renovated with high end appliances, finishes and designer furniture. The Harbor Villa Club Complex consists of 38 condos in a 3-story plus pool, spa, community boat ramp, kayak launch/storage, 3 tennis/pickle ball courts, covered parking and 400' of boat slips and bayfront. This unit features 2 assigned covered parking spaces, over 1500 sq ft of living space in this end unit, high ceilings, water views in all rooms, open floor plan, large, enclosed balcony off living/dining room plus separate balconies off each bedroom, washer/dryer and extra-large bathrooms. High Speed Wi-Fi, SMART TV's with cable and utilities included. Seasonal rental for select times of the year ONLY. 10-day notice required along with application for owner approval. Weekly rentals available with owner approval January 7-April 15
Listing is courtesy of: WILLIAM GLADE LIC. REAL ESTATE BROKER (941-356-1054)
Listing Agent: William Glade (941-356-1054)
LONGBOAT KEY, FL 34228
$12,00013 Days on yellowkey MLS ID: A4688776
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2396 Built: 1986Community: Harbour Oaks 2Villa
Remarks: Enjoy resort-style living on prestigious Longboat Key in this completely updated and renovated 3-bedroom, 2.5-bathroom villa. Located in Harbour Circle, an enclave of 42 villas in the guard-gated, maintenance-free, community of Bay Isles, this 2,396 SF open floorplan has soaring ceilings and an abundance of natural light through the new high-impact doors and windows that uplifts and illuminates. The spacious kitchen cannot help but impress with stainless steel appliances and an ample amount of quartz countertops perfect for aspiring chefs or for entertaining. An island with a sink, doubles as a breakfast bar and striking, wood cabinets offer plenty of storage space. Beautiful light-colored ceramic tile and wood floors flow throughout. As you enter the oversized screened terrace you are greeted with sweeping views of the golf course. The built-in barbeque is perfect for hosting dinner parties or relaxing with friends while enjoying breathtaking sunsets. Harbour Circle residents enjoy a community pool and spa, lush landscaping and membership to the Bay Isles Beach Club. Publix, CVS, post office, banks and beaches are all in close proximity, and Longboat Key’s Town Center and the Longboat Key Club Marina are less than a mile away. Act fast to enjoy the best of Florida living in this spacious and sleek turn-key furnished villa. VACATION RENTALS SARASOTA, LONGBOAT KEY VACATION RENTALS, GULF OF MEXICO
573 SPANISH DR N, LONGBOAT KEY, FL 34228
$3,500156 Days on yellowkey MLS ID: A4661479
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1380 Built: 1969Community: Spanish Main Yacht Club CondoVilla
Remarks: NOW AVAILABLE STARTING JUNE 1, 2026 - BRAND NEW RENOVATED and TURNKEY FURNISHED available for ANNUAL LEASE ($3,500/MONTH) OR SEASONAL Jan - April ($5,500/MONTH). 6 MONTH MINUMUM RENTAL (OR INQUIRE ABOUT ANNUAL OPTION). ALL Utilities, Cable and Tax included. Come live the island life in this peaceful, fully detached villa nestled in the vibrant 55+ waterfront community of Spanish Main Yacht Club. Recently renovated and offered turnkey furnished, this charming 2-bedroom, 2-bath home is open, airy, and designed for effortless coastal living. Enjoy deeded beach access just across the street perfect for morning walks or sunset strolls on the sands of Longboat Key. Boaters will love the private 40-slip marina with direct access to the Intracoastal Waterway, accommodating vessels up to 40 feet (first-come, first-serve) and equipped with water and electricity. Whether you're relaxing indoors or enjoying the community's resort-style amenities, this is your gateway to the best of Gulf Coast living. Kayak, fish, or lounge beachside your Florida escape starts here. Ideally located near St. Armand's Circle, you'll have easy access to world-class dining, boutique shopping, and everything Longboat Key has to offer. Bring your furry best friend! - A dog up to 25 pounds is permitted. At least one tenant must be 55 or older. Call for availability and lease details.
Listing Agent: Norma Mladineo (941-363-1588)
730 SPANISH DR S #99, LONGBOAT KEY, FL 34228
$2,80014 Days on yellowkey MLS ID: A4687895
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1255 Built: 1969Community: Spanish Main Yacht Club CondoCondo
Remarks: Experience the pinnacle of coastal living in this beautifully updated, ground-floor condominium in the highly desirable Spanish Main Yacht Club on Longboat Key. This 2-bed, 2-bath residence offers 1,255 sq. ft. of bright, air-conditioned space featuring elegant engineered hardwood floors, modern stone kitchen countertops, and a welcoming living/dining room combination ideal for entertaining. The thoughtful layout includes built-ins, ceiling fans, and a serene primary suite with a spacious walk-in closet. Life at Spanish Main Yacht Club feels like a year-round vacation. This active 55+ community provides premium amenities including deeded beach access just steps away, a sparkling community pool, shuffleboard courts, and a clubhouse with a library and social rooms. Boating enthusiasts will appreciate the bay and harbor access along with an on-site marina. Practical conveniences include inside laundry, an attached carport, **a personal charging station for your electric car**, and maintenance-free living with grounds care and management included. One small pet (up to 35 lbs) is welcome. Ideally situated just minutes from the upscale dining and shopping of St. Armands Circle and a short drive to Anna Maria Island, this home is perfect for those seeking a tranquil waterfront lifestyle. Whether you're boating, fishing, or relaxing in the Florida room, this property offers a rare opportunity in one of the area’s most desirable locations. Available for annual lease beginning April 1, 2026, at **$2,800 per month**, this unfurnished coastal retreat invites you to embrace the best of Longboat Key living.
Listing is courtesy of: AUM FLORIDA REAL ESTATE LLC (855-286-3573)
Listing Agent: Geoff Scalera (941-321-4158)
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