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
Discover this charming cottage tucked away on a serene corner lot. Inside this delightful space, you'll find high ceilings, a nice remodeled kitchen & bath. Loft-like setting features a queen-size Tem
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$3,250/mo
1 bed1 bath468 sq ft
640 Broadway St Unit COTTAGE, Longboat Key, FL 34228
An Ascendia Group Property! **Listing reflects off season rate. Monthly rental rates as follows: (JANUARY - APRIL - peak season: $7,000/month), (MAY - DEC - off season: $3,500/month). Available beginn
AVAILABLE MID-MAY TO DECEMBER 1ST, 2024. 6 month stay, @ $3,500 per month - no tax. PRIME SEASONAL RATES: Jan 1st to April 30th @ $8,500 per month plus 13% sales tax. For shorter off season stay -
WIDE OPEN FOR SEASON 2024! THREE MONTH MINIMUM. Rarely available tranquil 2 bed/2 bath corner unit condo with full bay views at desirable Windward Bay! This light and bright condo is the perfect place
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$3,600/mo
2 beds2 baths1,312 sq ft
4540 Gulf of Mexico Dr Ph 2, Longboat Key, FL 34228
Sarasota Bay view. 1 Bedroom x 1 1/2 Bathroom Condo. Living Room looks out over the pool that sits on Sarasota Bay. Fully furnished. 90 day minimum rental period. Prefer 6 mo.- 1 year rental.
LOCATION, LOCATION, LOCATION! Is island life on your bucket list? This beachfront condo is located in desired community of Seaplace on Longboat Key where everyday feels like a vacation! Unit is equipp
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$3,750/mo
2 beds2 baths1,076 sq ft
2045 Gulf of Mexico Dr Unit M1-303, Longboat Key, FL 34228
Turnkey furnished rental available now through December 31st or now as an annual rental. Experience the serenity of island living on Longboat Key in this newly renovated, ground floor walkout, Pelica
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$3,800/mo
2 beds2 baths1,248 sq ft
4234 Gulf of Mexico Dr Unit D1, Longboat Key, FL 34228
Live your Florida Dream in this 2 bed/2 bath condo on beautiful Longboat Key! Just steps away from the soft sandy beaches and sparkling waters of the Gulf of Mexico, this unit is one of the closest to
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$3,800/mo
2 beds2 baths1,265 sq ft
2045 Gulf of Mexico Dr Unit 313, Longboat Key, FL 34228
Merging classic elegance with modern luxury featuring high vaulted ceilings, a state-of-the-art kitchen, high-speed internet, and a cutting-edge reverse osmosis water system. Enjoy the convenience of
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
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
This immaculate 2-bedroom, 2-bath ground-floor villa located in the highly sought-out community of Windward Bay has peek-a-boo views of the Gulf. Turnkey furnished with one carport at your front door.
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
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
LONGBOAT ARMS . 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 quar
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$4,800/mo
2 beds2 baths1,154 sq ft
3320 Gulf of Mexico Dr Unit 208C, Longboat Key, FL 34228
Available rental for May 2024-October 2024 ONLY! November 2024-May 2025 ALREADY BOOKED. 60 Day Minimum Lease. Fully remodeled and impeccably furnished with Gulf views on Longboat. Situated on the top
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$5,000/mo
2 beds2 baths1,561 sq ft
5757 Gulf of Mexico Dr #305, Longboat Key, FL 34228
WELCOMING and tastefully decorated, this fully furnished 2 bedroom, 2 bathroom unit offers a relaxing atmosphere. The open concept floor plan with split bedrooms is spacious and inviting and this unit
Beautifully appointed seasonal/short term rental at Bayport Beach and Tennis Club on Longboat Key. This spacious 2/2 residence comes turnkey furnished and equipped with flat screen TV's, cable and WiF
Bright and Spacious! This lovely 2 bedroom, 2 bathroom furnished condominium is nestled comfortably in a lush tropical setting with a spacious eat-in kitchen that is open to the living area. Elegantly
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
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
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
Unparalleled Gulf of Mexico views! Marvel at the Gulf's turquoise waters and gorgeous sunsets from anywhere in this residence. This beautifully remodeled condo welcomes you with an open floor plan, f
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
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/
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$5,000/mo
2 beds2 baths1,260 sq ft
3240 Gulf of Mexico Dr Unit B303, Longboat Key, FL 34228
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
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
Amazing 2 bedroom, 1 bathroom condo in Longboat Key. Utilities included. Is not pet friendly. Date Available: May 1 2024. Please submit the form on this page or contact Dr. Earl Metzler at 617-365-301
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$5,000/mo
2 beds1 bath933 sq ft
1945 Gulf of Mexico Dr Unit M2-314, Longboat Key, FL 34228
ATTENTION ... WATER FANATICS<BR><BR>PARADISE AWAITS YOU!!<BR><BR>EXCLUSIVE LISTING <BR><BR>CHARMING HOUSE FOR RENT .<BR><BR>$5000 - For Rent Minimum 6 months to annual lease..<BR>Luxurious, serene tro
AVAILABLE RENTAL October 1, 2023 through December 31. 2023 Located the furthest South Behind The Gates of Longboat Key Club. Privateer North Complex located o Gulf of Mexico. Only a few steps to the b
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$5,000/mo
2 beds2 baths1,409 sq ft
1050 Longboat Club Rd #804, Longboat Key, FL 34228
This 3 bedroom, 3.5 bath, 2-story condo is island living at it's best! Located on Longboat Key and close to St. Armand's Circle with easy access to beaches, restaurants and shopping! This gated commun
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$5,000/mo
3 beds3.5 baths2,840 sq ft
370 Gulf of Mexico Dr #436, Longboat Key, FL 34228
Please call Antonietta Car at (813) 313-0760 for more information on this home. STUNNING BAY VIEWS! Enjoy picturesque sunrises from your private deck in this tastefully decorated 2 bedroom, 2 bathroom
Discover tranquility and comfort at our serene 3-bedroom, 2-bath home, nestled among lush tropical foliage on a peaceful corner lot in Longboat Key. Inside, experience a welcoming open floor plan with
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
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$5,300/mo
2 beds2 baths1,488 sq ft
2729 Gulf of Mexico Dr #12, Longboat Key, FL 34228
OFF SEASON RATES FOR SUMMER AND FALL/FLEXIBLE DATES! Turnkey Furnished Vacation, or longer-term rental. Renovated, sleek and modern, 2 bedrooms, 2 updated baths, an updated kitchen and tile throughout
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$5,500/mo
2 beds2 baths1,062 sq ft
3806 Gulf of Mexico Dr Unit C212, Longboat Key, FL 34228
Seasonal vacation rental: Longboat Arms! Water views from this contemporary 2 bedroom, 2 bath 2nd floor condo tucked away on Button Wood Harbour absolutely packed with amenities including Clubhouse, d
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$5,500/mo
2 beds2 baths1,080 sq ft
3320 Gulf of Mexico Dr Unit 204C, Longboat Key, FL 34228
Available 10/01/2023 through 05/302024 This residence is gulf and bay views through your hurricane sliding doors and a view from every room. Pristine sandy beaches from a luxurious direct front gulf c
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$5,500/mo
2 beds2 baths1,290 sq ft
1050 Longboat Club Rd #502, Longboat Key, FL 34228
Based on information submitted to the MLS GRID as of Thu May 23 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.