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716 results in Longboat Key for Single Family, Condos, Commercial, Land, Rentals, Mobile Home, Income, Villa, Townhouse Set Up Email Alerts


Longboat Key - 546 BAY ISLES RD

2,220 Sqr Feet

Class A Office Space in the Heart of Longboat Key! Mediterranean/Spanish Style Building nicely updated inside and out. Surrounded by Tennis Club, Library, Post Office, Banks, and Retail Stores. Available: 1) AVAILABLE: 1,220 s.f. (Unit 546) corner, front unit 2) LEASED: 1,000 s.f. (Unit 550) ...

0 beds + 0 baths + 2,220 sqft

Longboat Key - 65 TWIN SHORES BLVD

736 Sqr Feet

Off Season is $1,000 Per Month with minimum of 2 months. In Season is $1800 per Month with 3 month minimum Jan, Feb, Mar 2019. If you want peace, quiet and relaxation then this lovely 1 bed/1 bath vacation home is just right for you. Twin Shores is a friendly community with marina access, private...

1 beds + 1 baths + 736 sqft

Longboat Key - 4730 GULF OF MEXICO DR #Villa 3

812 Sqr Feet

BAYSIDE VACATION RENTAL WITH SHORT WALK TO BEACH. Charming villa on Sarasota's barrier island with boat and beach access...also glass enclosed lanai with pretty garden view and attached carport with some storage. Turnkey furnished. Located close to Windward Bay's two pools, tennis courts, clubhous...

1 beds + 1 baths + 812 sqft

Longboat Key - 6700 GULF OF MEXICO DR #139

1,305 Sqr Feet

Fabulous location…200 steps to the Gulf! Relax and entertain in this lovely, ground-level 2 bedroom, 2 bath condo. Featuring a king size bed in the spacious master bedroom, ceramic tile flooring, washer and dryer, tastefully appointed furnishings, flat screen TV's and Wifi make this your "home awa...

2 beds + 2 baths + 1,305 sqft

Longboat Key - 3810 GULF OF MEXICO DR #F304

811 Sqr Feet

BRIGHT, SUNNY BAYSIDE VIEWS FROM THIS CHARMING 1 bedroom / 1 bathroom Beach to Bay condo with gorgeous Bay views from living and bedroom located at the popular Beach Harbor Club on Longboat Key. Galley kitchen, washer/dryer in unit, flat screen TVs in living room and bedroom. Turnkey furnished. Be...

1 beds + 1 baths + 811 sqft

Longboat Key - 6800 GULF OF MEXICO DR #197

936 Sqr Feet

BAYSIDE MONTHLY VACATION RENTAL CLOSE TO BEACH. If you know Longboat Key then you already know that Whitney Beach is one of the best places to stay and play! Located right between the Gulf of Mexico beach and the Sarasota Bay so this is a beach lovers and water sports paradise. Short dirve nort...

1 beds + 1 baths + 936 sqft

Longboat Key - 720 FOX ST

1,051 Sqr Feet

MONTHLY VACATION RENTAL. Charming PET FRIENDLY 2-bedroom, 2-bath updated and comfortably furnished single family home with huge screen back porch and close to the Bay. Flat screen cable TVs and WiFi Internet access. Master bath en-suite. Updates include new kitchen countertops and backsplash tile...

2 beds + 2 baths + 1,051 sqft

Longboat Key - 1065 GULF OF MEXICO DR #203

1,503 Sqr Feet

BeachPlace Perfect Summer/Fall rental...one of the most popular rental communities....perfect for anytime of the year! Start your day each morning enjoying the sunshine and your first cup of coffee on the balcony overlooking professionally landscaped gardens. This comfortably furnished two bedroom, ...

2 beds + 2 baths + 1,503 sqft

Longboat Key - 4320 FALMOUTH DR #B302

1,072 Sqr Feet

BAYSIDE ANNUAL OR SEASONAL RENTAL ON LONGBOAT KEY. Gorgeous views of Sarasota Bay from this 3rd-floor, turnkey furnished 2-bedroom, 2-bath condo in Longboat Harbour, an exceptional community in the heart of Longboat Key. Minimum 4-month term. Open floor-plan, bright, sunny and nicely furnished. ...

2 beds + 2 baths + 1,072 sqft

Longboat Key - 2295 GULF OF MEXICO DR #44

1,235 Sqr Feet

Condo living at its best! The Islander offers this beautiful Gulf Front retreat. Enjoy the partial wrap around balcony from the living room, master bedroom or guest room. Updated kitchen with everything at your finger tips. Enjoy the spacious oversized living room with dining room near by to enterta...

2 beds + 2 baths + 1,235 sqft

Longboat Key - 4390 EXETER DR #I-103

992 Sqr Feet

BAYSIDE VACATION RENTAL WITH HARBOUR VIEW. Spectacular water views in this nicely updated and turnkey furnished unit at the head of Longboat Harbour's deep water canal and directly across from the beach. Great views from this attractive 1st floor 2-bedroom, 2-bath condo with fully equipped kitchen,...

2 beds + 2 baths + 992 sqft

Longboat Key - 537 CHANNEL LN

720 Sqr Feet

Excellent location of this unique 2 bedroom "cottage-style" home located next to the Dry Dock Restaurant & boat storage on the south end of Longboat Key. Available for monthly & off-season rental. Walking distance to restaurants, golf course, beaches, & Sarasota Bay. One month minimum.

2 beds + 1 baths + 720 sqft

Longboat Key - 2020 HARBOURSIDE DR #426

1,270 Sqr Feet

Rarely available, unfurnished annual rental at popular Fairway Bay! Second floor, two bedroom, two bath condominium featuring lovely parquet floors and beautiful bay views. This condo has some lovely updates including granite counter tops in the kitchen. There are hurricane shutters and protective f...

2 beds + 2 baths + 1,270 sqft

Longboat Key - 6750 GULF OF MEXICO DR #157

1,449 Sqr Feet

OFF-SEASON BAYSIDE VACATION RENTAL close to the beach. Turnkey furnished 2 bed/2 bath unit with king bed in master bedroom and twins in guest. Additional couch and TV viewing area in guest bedroom. This 1st level unit also includes in-unit washer/dryer, flat screen TV, Internet access, stereo syst...

2 beds + 2 baths + 1,449 sqft

Longboat Key - 2525 GULF OF MEXICO DR #11E

1,491 Sqr Feet

OFF-SEASON VACATION RENTAL. Gorgeous Gulf views look out all the way north on Longboat Key and across to the bay from this spacious 2-bedcroom, 2-bath condo located mid-island on Longboat Key at a lighted intersection. Convenient to Publix, CVS pharmacy, post office, banks, churches/temple, tennis...

2 beds + 2 baths + 1,491 sqft

Longboat Key - 4390 EXETER DR #I-304

644 Sqr Feet

MONTHLY VACATION RENTAL WITH HARBOUR VIEWS. Enjoy an afternoon on your enclosed lanai watching the sailboats go by or take advantage of the many amenities that include fitness center, locker room showers, saunas, billiard table, card room, recreation hall, putting green, shuffleboard court, tennis c...

1 beds + 1 baths + 644 sqft

Longboat Key - 4390 EXETER DR #301

1,168 Sqr Feet

Annual Rental Available May 15th at Longboat Harbour ideal End Unit with New windows. 2 Bed 2 Bath with Screened Lanai overlooking the yacht basin where manatees, dolphins, tarpon and other sealife and birds entertain. This condo has and elevator and 1 covered carport space. Turnkey furnished and de...

2 beds + 2 baths + 1,168 sqft

Longboat Key - 842 BAYPORT WAY #842

1,260 Sqr Feet

**AVAILABLE MAY 1ST, 2018 - OCTOBER 31ST, 2018** Enjoy a wonderful relaxing vacation at the Bayport Beach & Tennis Club on Longboat Key. This finely appointed 2 bedroom 2 bath condo is located in a truly tropical setting with a bounty of amenities that include 4 Har tru Tennis Courts considered to...

2 beds + 2 baths + 1,260 sqft

Longboat Key - 783 TARAWITT DR

1,113 Sqr Feet

WEEKLY / MONTHLY / SEASONAL SINGLE FAMILY HOME ON CANAL - PET FRIENDLY. Enjoy morning coffee and sunrise or BBQ and cocktails from your screened lanai in this charming home on a quiet residential street. Close to the beach, this charming canal-front single family home is turnkey furnished and a re...

2 beds + 2 baths + 1,113 sqft

Longboat Key - 513 FOREST WAY

1,440 Sqr Feet

UPDATED BAYSIDE ANNUAL RENTAL CLOSE TO BEACH. PET FRIENDLY. Enjoy morning coffee from your peaceful balcony retreat in this private townhouse located mid-island in the popular Cedars East Tennis Resort. Spacious and bright 2 bedroom, 2.5 bath townhome withlarge open dining and living room. E...

2 beds + 2.5 baths + 1,440 sqft

Longboat Key - 4380 EXETER DR #206

1,168 Sqr Feet

LONGBOAT HARBOUR - BAYSIDE MONTHLY SEASONAL VACATION RENTAL ON LONGBOAT KEY Gorgeous canal views of Sarasota Bay from this 2nd floor, 2-bed/2-bath Turn-key furnished condo. Comfortable & nicely furnished with screened lanai &canal views featuring wildlife, fish & occasional dolphin spottings. Long...

2 beds + 2 baths + 1,168 sqft

Longboat Key - 4400 EXETER DR #J-204

644 Sqr Feet

GORGEOUS HARBOUR VIEWS from this 3rd floor, spacious 1-bed/1-bath turnkey furnished condo. Comfortable and nicely furnished with fully equipped eat-in kitchen, dining/living room combined -and opens to screened lanai with water views. Longboat Harbour is one of the island's most popular vacation d...

1 beds + 1 baths + 644 sqft

Longboat Key

1,648 Sqr Feet

LONGBOAT KEY COUNTRY CLUB SHORES This unfurnished home will be freshly painted inside with new carpets in the bedrooms. Ready for an ANNUAL lease. Classic Florida three bedroom pool home is located in the best neighborhood on Longboat Key. Spacious kitchen and breakfast nook adjoins the family room....

3 beds + 2 baths + 1,648 sqft

Longboat Key - 106 TWIN SHORES BLVD BLVD

850 Sqr Feet

Beautiful 2 Bdrm 2 Bath vacation villa on canal with a full bay view & 250 feet of private deeded beach on Gulf of Mexico Drive. This villa, totally renovated in 2010 and newly furnished in 2013, features a private patio, granite counter tops, wood cabinets, stainless steel appliances, washer/dryer,...

2 beds + 2 baths + 850 sqft


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Location & Address

Michael Simpkins
109 Harbor Village Ln
Apollo Beach, FL
813-541-3307
813-641-8315