295

Homes for Rent near Southside Elementary School

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  • 1465 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
    1465 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
    1465 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
    /76

    $15,000 per month

    • 3 Beds
    • 3 Baths
    • 1,710 Sq Ft
    • Condo for Rent

    1465 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228

    LOCATION, LOCATION, LOCATION!!! Gorgeous beach front PENTHOUSE condo available to rent in the sought after Longboat Key community of the Players Club. Enjoy views of the Gulf of Mexico, lush grounds and sparkling sandy beaches from the expansive terrace of this light and bright, corner unit, turnkey furnished condo. The property has three bedrooms, three bathrooms, living room/dining room

    C. Alison Hunter JENNETTE PROPERTIES INC

    1465 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
  • 3210 Bayou Sound, Longboat Key, FL 34228
    3210 Bayou Sound, Longboat Key, FL 34228
    3210 Bayou Sound, Longboat Key, FL 34228
    /14

    $11,250 per month

    • 3 Beds
    • 3 Baths
    • 3,171 Sq Ft
    • House for Rent

    3210 Bayou Sound, Longboat Key, FL 34228

    Unique 3 bedrooms and 3 bathrooms property in Longboat Key ready for immediate occupancy, all repairs are done. 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 the last couple of years. Fully furnished with contemporary decoration and furniture. Kitchen equipped with high end stainless steel appliances and

    Gary Dontsov LONDON FOSTER REALTY

    3210 Bayou Sound, Longboat Key, FL 34228
  • 425 Mckinley Dr, Sarasota, FL 34236
    425 Mckinley Dr, Sarasota, FL 34236
    425 Mckinley Dr, Sarasota, FL 34236
    /81

    $9,590 per month

    • 4 Beds
    • 4 Baths
    • 2,440 Sq Ft
    • House for Rent

    425 Mckinley Dr, Sarasota, FL 34236

    The prices listed are PER WEEK rates...7 day Min... Walk to the Beach, 10 min to St Armand’s Circle! Lido Key Family HomeNestled quietly on the peaceful corner of McKinley Drive and The Boulevard of Presidents, “The Green House” awaits its next guests, patiently anticipating the perfect family ready for an escape to the beach! “The Green House” decorated and furnished by an interior designerno

    Anthony DeLuca AUDREY RAIN RENTALS, INC

    425 Mckinley Dr, Sarasota, FL 34236
  • 1045 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
    1045 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
    1045 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
    /46

    $11,250 per month

    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft
    • Condo for Rent

    1045 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

    Available May-rest of 2025. Direct Beachfront, Longboat Key remodeled 2/2 Condo in Beachplace. Beautiful Beachplace is a gated community located on the southern end of Longboat Key, FL. Our unit is located in building nine, 4th floor, with a green belt area just to the north, the beach to the west, tennis courts to the East and few steps to the pool/library,rec and workout room. It is one of four

    Jennifer LeBlanc PRECISE REALTY CORP

    1045 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
  • 1211 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228
    /37

    $14,000 per month

    • 2 Beds
    • 2 Baths
    • 1,598 Sq Ft
    • Condo for Rent

    1211 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228

    Gulf Front Longboat Key Seasonal Rental! Located at the luxurious Promenade on Longboat Key, this sleek and modern 4th floor condo offers stunning gulf views, has two bedrooms, two baths, and is a true split plan. You will love the updated kitchen, with stainless appliances, granite counters, and sparkling tile backsplash. The living and dining areas have wood flooring, a nice contrast to the

    Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1211 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228
  • 500 S Washington Dr Unit 5B, Sarasota, FL 34236
    500 S Washington Dr Unit 5B, Sarasota, FL 34236
    500 S Washington Dr Unit 5B, Sarasota, FL 34236
    /37

    $5,000 per month

    • 2 Beds
    • 2 Baths
    • 1,034 Sq Ft
    • Condo for Rent

    500 S Washington Dr Unit 5B, Sarasota, FL 34236

    Kingston Arms on St. Armands Circle turn-key furnished Condo, 2 beds, 2 baths, second floor overlooking a quiet residential street. Look no further for the perfect vacation retreat. No need for a car, walkable to the many fine shops and local restaurants, take the BayRunner Trolley to downtown Sarasota for the day, book a guided Kayak tour through the mangrove tunnels or spend the day at Lido

    Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

    500 S Washington Dr Unit 5B, Sarasota, FL 34236
  • 2105 Gulf of Mexico Dr Unit 3404, Longboat Key, FL 34228
    2105 Gulf of Mexico Dr Unit 3404, Longboat Key, FL 34228
    2105 Gulf of Mexico Dr Unit 3404, Longboat Key, FL 34228
    /30

    $9,721 per month

    • 2 Beds
    • 2 Baths
    • 1,461 Sq Ft
    • Condo for Rent

    2105 Gulf of Mexico Dr Unit 3404, Longboat Key, FL 34228

    short stories AVAILABLE NOW... Stunning 2 bedroom 2 bath Longboat Key Gulf front condo with direct sweeping view of the Gulf of Mexico. Every evening enjoy breathtaking sunsets on your private balcony. Start your day with a leisurely stroll on the soft sand beach or take a refreshing dip in the pool. This condo is beautifully furnished and professionally decorated. King size bed in both

    Gerald Cunningham KELLER WILLIAMS ON THE WATER S

    2105 Gulf of Mexico Dr Unit 3404, Longboat Key, FL 34228
  • 2572 Jefferson Cir, Sarasota, FL 34239
    2572 Jefferson Cir, Sarasota, FL 34239
    2572 Jefferson Cir, Sarasota, FL 34239
    /63

    $10,000 per month

    • 3 Beds
    • 2 Baths
    • 1,434 Sq Ft
    • House for Rent

    2572 Jefferson Cir, Sarasota, FL 34239

    Welcome to the JefferSun House- a light & bright breath of fresh air & sunshine just minutes from world famous beaches & downtown Sarasota. This turnkey furnished 3 bedroom 2 bathroom heated pool home sleeps 8 & offers a private, fully fenced backyard w/ heated pool & BBQ grill. We are a dog friendly house, walkable to Arlington Park w/ its own dog park, walking trails & tennis courts. With a

    Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

    2572 Jefferson Cir, Sarasota, FL 34239
  • 2084 Grove St, Sarasota, FL 34239
    2084 Grove St, Sarasota, FL 34239
    2084 Grove St, Sarasota, FL 34239
    /79

    $8,000 per month

    • 3 Beds
    • 2 Baths
    • 1,228 Sq Ft
    • House for Rent

    2084 Grove St, Sarasota, FL 34239

    Welcome to the "Beach Grove" house, a coastal chic 3 bedroom 2 bathroom heated pool and spa home with private fenced backyard that can easily sleep 8-10 guests. This home sits just minutes from Siesta Key with walkability to shopping and dining right out your front door. There's room for the entire family with 5 beds including 2 queen pullout sleeper sofas, 2 bathrooms and 2 sets of laundry

    Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

    2084 Grove St, Sarasota, FL 34239
  • 1300 Benjamin Franklin Dr Unit 305, Sarasota, FL 34236
    1300 Benjamin Franklin Dr Unit 305, Sarasota, FL 34236
    1300 Benjamin Franklin Dr Unit 305, Sarasota, FL 34236
    /40

    $9,450 per month

    • 1 Bed
    • 2 Baths
    • 2,077 Sq Ft
    • Condo for Rent

    1300 Benjamin Franklin Dr Unit 305, Sarasota, FL 34236

    One or more photo(s) has been virtually staged. Spoil yourself resort-style on Lido Beach with a luxury residence with all the legendary services and amenities of the Ritz-Carlton. This quiet retreat in The Ritz Beach Residences offers an elegant, yet casual, lifestyle on the Gulf of Mexico’s sandy beaches. Enjoy captivating sunsets on the gulf, morning sunrises overlooking palm trees and

    Edward Bertha, Jr SUNCOAST HOMES REALTY

    1300 Benjamin Franklin Dr Unit 305, Sarasota, FL 34236
  • 1716 Oak St, Sarasota, FL 34236
    1716 Oak St, Sarasota, FL 34236
    1716 Oak St, Sarasota, FL 34236
    /49

    $7,500 per month

    • 3 Beds
    • 2 Baths
    • 1,531 Sq Ft
    • House for Rent

    1716 Oak St, Sarasota, FL 34236

    Available for 3 months or longer. Located in the much sought-after Laurel Park neighborhood near upscale Main Street. This unique 3BR/2 bath impeccably furnished 1927 Historic home along with a separate 2 car garage. The renovations completed in 2020 were done with care and precision, from floor to ceiling. The new owners have carefully curated the high-end furnishing, artwork and accessories in

    Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1716 Oak St, Sarasota, FL 34236
  • 769 John Ringling Blvd Unit 36, Sarasota, FL 34236
    769 John Ringling Blvd Unit 36, Sarasota, FL 34236
    769 John Ringling Blvd Unit 36, Sarasota, FL 34236
    /24

    $5,000 per month

    • 2 Beds
    • 2 Baths
    • 882 Sq Ft
    • Condo for Rent

    769 John Ringling Blvd Unit 36, Sarasota, FL 34236

    Turnkey Seasonal Rental in Sarasota Harbor East, fabulous bay views from every window, 2 bedrooms, two baths, updated and tile floors throughout. Lovely four season Lanai overlooking Sarasota Bay, watch the Dolphin and Manatee while you sip your morning coffee. The community offers a lovely heated pool, clubhouse, grills, kayak storage and boat slips on a first come, first served basis. Walk to

    Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

    769 John Ringling Blvd Unit 36, Sarasota, FL 34236
  • 2109 Gulf of Mexico Dr Unit 1203, Longboat Key, FL 34228
    2109 Gulf of Mexico Dr Unit 1203, Longboat Key, FL 34228
    2109 Gulf of Mexico Dr Unit 1203, Longboat Key, FL 34228
    /63

    $10,000 per month

    • 2 Beds
    • 2 Baths
    • 1,463 Sq Ft
    • Condo for Rent

    2109 Gulf of Mexico Dr Unit 1203, Longboat Key, FL 34228

    ***NEW VACATION RENTAL LISTING** Rented for Season 2025 February through April 20th.* Booked Dec1st-March 31st. Welcome to your amazing beachfront Longboat Key at Sunset Beach vacation. Sunset Beach is a 3 building complex located directly on Gulf of Mexico and it's powdery sandy beach and perfect sunset views. Guests will find a large gulf front pool, spa, community room for social gatherings,

    Jennifer LeBlanc PRECISE REALTY CORP

    2109 Gulf of Mexico Dr Unit 1203, Longboat Key, FL 34228
  • 3745 Almeria Ave Unit 7S, Sarasota, FL 34239
    3745 Almeria Ave Unit 7S, Sarasota, FL 34239
    3745 Almeria Ave Unit 7S, Sarasota, FL 34239
    /28

    $2,900 per month

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Condo for Rent

    3745 Almeria Ave Unit 7S, Sarasota, FL 34239

    ***AVAILABLE DECEMBER 15TH, 2023*****3 MONTH MINIMUM**** This beautifully updated first floor condo is tucked away in a hidden serene tropical paradise just minutes away from Siesta Key and Downtown! You will enjoy living in this bright 2 bed/2 bath corner unit with beautiful new furnishings from top to bottom! Primary bedroom has a king, and the guest has two twins. Kitchen is updated and fully

    Alex Roth ROSEBAY INTERNATIONAL REALTY, INC

    3745 Almeria Ave Unit 7S, Sarasota, FL 34239
  • 460 Pheasant Dr, Sarasota, FL 34236
    460 Pheasant Dr, Sarasota, FL 34236
    460 Pheasant Dr, Sarasota, FL 34236
    /45

    $15,000 per month

    • 4 Beds
    • 4 Baths
    • 3,356 Sq Ft
    • House for Rent

    460 Pheasant Dr, Sarasota, FL 34236

    If you are looking for luxurious living while indulging in the most breathtaking green scenery, then this stunning 4-bedroom, 4-bathroom waterfront home in Sarasota is the perfect place for you. With its 147 feet of waterfront, vaulted ceilings, and panoramic views of the water, this home is the perfect place to relax and enjoy the Florida sunshine. The kitchen has been updated with fusion

    Hamid Mohajir RENT SARASOTA

    460 Pheasant Dr, Sarasota, FL 34236
  • 500 S Washington Dr Unit 24B, Sarasota, FL 34236
    500 S Washington Dr Unit 24B, Sarasota, FL 34236
    500 S Washington Dr Unit 24B, Sarasota, FL 34236
    /25

    $2,000 per month

    • 1 Bed
    • 1 Bath
    • 770 Sq Ft
    • Condo for Rent

    500 S Washington Dr Unit 24B, Sarasota, FL 34236

    Walk to anything you need on St. Armand's Circle from the Kingston Arms Condo's. Spend time in paradise in this 1 bed, 1 full bath 2nd story unit. There is an elevator. The condo features a King-sized bed with views of the pool. Linens are provided along with a fully equipped kitchen, internet service and all utilities. This is 1 block from morning coffee, ice cream or a 5 Star meal. Dining and

    Jane Hunter JENNETTE PROPERTIES INC

    500 S Washington Dr Unit 24B, Sarasota, FL 34236
  • 14 N Washington Dr, Sarasota, FL 34236
    14 N Washington Dr, Sarasota, FL 34236
    14 N Washington Dr, Sarasota, FL 34236
    /97

    $37,500 per month

    • 6 Beds
    • 5.5 Baths
    • 6,341 Sq Ft
    • House for Rent

    14 N Washington Dr, Sarasota, FL 34236

    This St. Armands bay front home is a boater's paradise located in between two of Sarasota's largest passes with crystal clear waters and quick access to the Gulf of Mexico. Positioned between downtown Sarasota and the Lido Key Beaches, this residence has very rare, deep-water dockage to accommodate larger yachts with room for jet skis and an additional boat without blocking the mile-wide views.

    Andrew Martell KELLER WILLIAMS ON THE WATER S

    14 N Washington Dr, Sarasota, FL 34236
  • 301 S Gulfstream Ave Unit 304, Sarasota, FL 34236
    301 S Gulfstream Ave Unit 304, Sarasota, FL 34236
    301 S Gulfstream Ave Unit 304, Sarasota, FL 34236
    /22

    $2,895 per month

    • 2 Beds
    • 2 Baths
    • 1,109 Sq Ft
    • Condo for Rent

    301 S Gulfstream Ave Unit 304, Sarasota, FL 34236

    Beautiful 3rd floor condo overlooking the Bayfront/City. Great downtown location with access to all Sarasota offers! This corner unit 2 bedroom 2 bath condo features an open floor plan great for entertaining. French doors lead to both the Guest and Master bedrooms. Master bedroom has sliders with tinted windows for extra privacy. Guest bedroom ensuite has a jetted tub for those relaxing soaks!

    Pamala Casey CASEY REALTY CORPORATION

    301 S Gulfstream Ave Unit 304, Sarasota, FL 34236
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /16

    $6,000 per month

    • 2 Beds
    • 2 Baths
    • 1,257 Sq Ft
    • Condo for Rent

    Unlisted Address

    SEAPLACE on LONGBOAT KEY. Relax and spend your winter days at this tropical seaside paradise. This pretty two bedroom condominium is well appointed with a king size bed in the primary suite. Primary bathroom has a walk in shower. SEAPLACE has all the amenities. to enjoy your stay: Two swimming pools, tennis courts, fitness center, clubhouse, and the most amazing beach on LBK. Just minutes to ST

    Jane Hunter JENNETTE PROPERTIES INC

    Unlisted Address
  • 3240 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
    3240 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
    3240 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
    /47

    $4,800 per month

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Condo for Rent

    3240 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228

    VACATION RENTAL!!! AVAILABLE JAN - MARCH 2026! Spacious 6th floor condo awaits your arrival! This lovely 2 Bedroom, 2 Bath condo is inviting and warm and features an updated kitchen with granite counter tops and appliances. Stunning views await you from most rooms! This bright and airy unit provides views of Buttonwood Bayou and Sarasota Bay whether you're sitting inside or relaxing on your

    Diann Thelen GULF COAST RENTAL HOMES&CONDOS

    3240 Gulf of Mexico Dr Unit 603, Longboat Key, FL 34228
  • 2369 Harbour Oaks Dr, Longboat Key, FL 34228
    2369 Harbour Oaks Dr, Longboat Key, FL 34228
    2369 Harbour Oaks Dr, Longboat Key, FL 34228
    /99

    $7,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,424 Sq Ft
    • House for Rent

    2369 Harbour Oaks Dr, Longboat Key, FL 34228

    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 screened in pool with a view of the golf course and evening sunsets with plenty of space for entertaining. Kitchen is equipped with everything a cook would need including a separate wet bar with a

    Teresa Ribaudo JENNETTE PROPERTIES INC

    2369 Harbour Oaks Dr, Longboat Key, FL 34228
  • 1212 Benjamin Franklin Dr Unit 303, Sarasota, FL 34236
    1212 Benjamin Franklin Dr Unit 303, Sarasota, FL 34236
    1212 Benjamin Franklin Dr Unit 303, Sarasota, FL 34236
    /57

    $8,000 per month

    • 2 Beds
    • 2 Baths
    • 1,421 Sq Ft
    • Condo for Rent

    1212 Benjamin Franklin Dr Unit 303, Sarasota, FL 34236

    Congratulations and welcome to Lido Beach Club, a private ocean- front condominium community right on he Gulf coastline. Lido Beach Club is a highly desirable community, with private ocean-front beach entry. Community amenities include a fitness center, entertainment room, club house for gatherings and special events, a library and an OCEAN-FRONT HEATED POOL. This Million-dollar property will

    Andres Vazquez RC REALTY GROUP INC

    1212 Benjamin Franklin Dr Unit 303, Sarasota, FL 34236
  • 2110 Benjamin Franklin Dr Unit 503SEA, Sarasota, FL 34236
    2110 Benjamin Franklin Dr Unit 503SEA, Sarasota, FL 34236
    2110 Benjamin Franklin Dr Unit 503SEA, Sarasota, FL 34236
    /29

    $11,500 per month

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Condo for Rent

    2110 Benjamin Franklin Dr Unit 503SEA, Sarasota, FL 34236

    NEW...SEASONAL RENTAL: Enjoy breathtaking views of the sand and water from this stunningly renovated condo on Lido Beach! It is all about the water here! Top floor living allows for water views from both the front and the back. Beach front complex with direct access to Lido Beach. There are 2 sitting areas on the lanai with glass sliders allowing you to take full advantage of the views. This home

    Diann Thelen GULF COAST RENTAL HOMES&CONDOS

    2110 Benjamin Franklin Dr Unit 503SEA, Sarasota, FL 34236
  • 1050 Longboat Club Rd Unit 804, Longboat Key, FL 34228
    1050 Longboat Club Rd Unit 804, Longboat Key, FL 34228
    1050 Longboat Club Rd Unit 804, Longboat Key, FL 34228
    /31

    $5,000 per month

    • 2 Beds
    • 2 Baths
    • 1,409 Sq Ft
    • Condo for Rent

    1050 Longboat Club Rd Unit 804, Longboat Key, FL 34228

    AVAILABLE OFF SEASON RENTAL JULY 1, 2025 THROUGH NOVEMBER 30, 2025 AT $5000 A MONTH AND SEASONAL JANUARY 2026 THROUGH APRIL 30, 2026 through MAY 30, 2026 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 beach. This 2 bedroom 2 bath residence has everything you need. Beautiful full Bay from this 8th floor

    Marni Hayden CHROME REALTY LLC

    1050 Longboat Club Rd Unit 804, Longboat Key, FL 34228
  • 626 S Osprey Ave, Sarasota, FL 34236
    626 S Osprey Ave, Sarasota, FL 34236
    626 S Osprey Ave, Sarasota, FL 34236
    /25

    $2,500 per month

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft
    • Townhouse for Rent

    626 S Osprey Ave, Sarasota, FL 34236

    Looking for a spacious and stylish living space that offers the perfect blend of historic charm and modern convenience? Look no further than this newly renovated 2 bedroom, 1 bath townhome nestled in the heart of the iconic Laurel Park neighborhood in downtown Sarasota.Boasting 1000 square feet of beautifully appointed living space, this townhome offers ample room for relaxation and

    Andrey markov ANMARK REALTY LLC

    626 S Osprey Ave, Sarasota, FL 34236
  • 524 Columbia Ct, Sarasota, FL 34236
    524 Columbia Ct, Sarasota, FL 34236
    524 Columbia Ct, Sarasota, FL 34236
    /31

    $4,000 per month

    • 3 Beds
    • 2 Baths
    • 1,107 Sq Ft
    • House for Rent

    524 Columbia Ct, Sarasota, FL 34236

    This enchanting 3 bedroom, 2 bathroom bungalow is just what your soul needs! Located in the historic district of Laurel Park, a perfect spot to call home with the convenience of Downtown Sarasota being less than a mile away with a plethora of shopping and restaurants, and just minutes from all of the arts community offerings such as the Van Wezel, theatres, the Rosemary District and more! Another

    Deserea Hardy ROSSI & COMPANY INC

    524 Columbia Ct, Sarasota, FL 34236
  • 1050 Longboat Club Rd Unit 502, Longboat Key, FL 34228
    1050 Longboat Club Rd Unit 502, Longboat Key, FL 34228
    1050 Longboat Club Rd Unit 502, Longboat Key, FL 34228
    /24

    $5,000 per month

    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft
    • Condo for Rent

    1050 Longboat Club Rd Unit 502, Longboat Key, FL 34228

    Available 07/15/2025 through 12/30/2025. LEASED SEASON JAN, 2026 THROUGH MARCH, 2026. 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 complex. Located in the gated Longboat Key club and Resort. A spacious 2 bedroom, 2 bathroom unit turn-key furnished. Both bedrooms have private lanais,

    Marni Hayden CHROME REALTY LLC

    1050 Longboat Club Rd Unit 502, Longboat Key, FL 34228
  • 1925 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228
    1925 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228
    1925 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228
    /42

    $12,000 per month

    • 3 Beds
    • 3 Baths
    • 2,698 Sq Ft
    • Condo for Rent

    1925 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228

    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

    Jane Hunter JENNETTE PROPERTIES INC

    1925 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228
  • 500 S Washington Dr Unit 17B, Sarasota, FL 34236
    500 S Washington Dr Unit 17B, Sarasota, FL 34236
    500 S Washington Dr Unit 17B, Sarasota, FL 34236
    /21

    $1,850 per month

    • 1 Bed
    • 1 Bath
    • 770 Sq Ft
    • Condo for Rent

    500 S Washington Dr Unit 17B, Sarasota, FL 34236

    Location, Location, Location! Hurry to book your stay in this cozy 1 bed, 1 bath condo in popular Kingston Arms. You will not need a car, although parking for one is available, you are two blocks from the sparkling sands of Lido beach and its newly renovated Pavilion. Walk to all the fabulous shops and locally owned restaurants or take the free BayRunner Trolley north and south. Feeling

    Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

    500 S Washington Dr Unit 17B, Sarasota, FL 34236
  • 500 Schooner Ln, Longboat Key, FL 34228
    500 Schooner Ln, Longboat Key, FL 34228
    500 Schooner Ln, Longboat Key, FL 34228
    /75

    $15,750 per month

    • 2 Beds
    • 2 Baths
    • 1,657 Sq Ft
    • House for Rent

    500 Schooner Ln, Longboat Key, FL 34228

    Booked May 1st- June 16th, July13th-July 27th, Nov 14th-rest of 2025. Must be a one month minimum stay during seasonal months and 2 week minimum stay out of season. Charming, waterfront Longboat Key surprise! This 2 bedroom 2 bath house is sure to impress. Total renovation will bring you delight upon entering. Every detail was thought out from kitchen to bathrooms. Fun, chic, beach inspired

    Jennifer LeBlanc PRECISE REALTY CORP

    500 Schooner Ln, Longboat Key, FL 34228
  • 2425 Gulf of Mexico Dr Unit 14B, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 14B, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 14B, Longboat Key, FL 34228
    /55

    $12,000 per month

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft
    • Condo for Rent

    2425 Gulf of Mexico Dr Unit 14B, 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 the breathtaking views from every room.Relax on the lanai with new glass railings and enjoy your morning coffee while you plan your daily adventures. This beautifully renovated two-bedroom,

    Andrey markov ANMARK REALTY LLC

    2425 Gulf of Mexico Dr Unit 14B, Longboat Key, FL 34228
  • 3804 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228
    3804 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228
    3804 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228
    /55

    $7,000 per month

    • 2 Beds
    • 2 Baths
    • 1,133 Sq Ft
    • Condo for Rent

    3804 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228

    Welcome to Sunset On The Gulf! This gorgeous 2-bedroom, 2-bathroom, third-floor, corner condo offers the perfect location. Located between the bay and the beach, you are bound to have endless adventures. The community of Beach Harbor Club offers resort-style living at its finest. There is a large community pool, a clubhouse with a bar, and a fitness center to get in your morning exercises! You

    Andy Moore GULF COAST REALTY & MANAGEMENT

    3804 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228
  • 500 S Washington Dr Unit 18B, Sarasota, FL 34236
    500 S Washington Dr Unit 18B, Sarasota, FL 34236
    500 S Washington Dr Unit 18B, Sarasota, FL 34236
    /35

    $4,500 per month

    • 1 Bed
    • 1 Bath
    • 770 Sq Ft
    • Condo for Rent

    500 S Washington Dr Unit 18B, Sarasota, FL 34236

    LOCATION, LOCATION! LIDO BEACH DREAM VACATION CONDO in popular Kingston Arms, located on Historic St. Armands Circle, walkable to all that you want and need, the beach, the shops, the award-winning restaurants and more! This lovely condo features many upgrades, the most recent is a brand new step in shower and vanity! New Travertine flooring throughout and new lighting, new furniture, linens and

    Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

    500 S Washington Dr Unit 18B, Sarasota, FL 34236
  • 500 S Washington Blvd Unit 6B, Sarasota, FL 34236
    500 S Washington Blvd Unit 6B, Sarasota, FL 34236
    500 S Washington Blvd Unit 6B, Sarasota, FL 34236
    /38

    $3,500 per month

    • 2 Beds
    • 2 Baths
    • 1,034 Sq Ft
    • Condo for Rent

    500 S Washington Blvd Unit 6B, Sarasota, FL 34236

    LIDO KEY DREAM VACATION RENTAL ! OPEN FOR 2026 SEASON, UPDATED AND WASHER/DRYER IN UNIT! Located just off Historic St. Armands Circle, walk to all the fabulous shops, award winning restaurants and most importantly, THE BEACH! You will love this fabulous location and this wonderful complex, this newly remodeled , including an in unit WASHER AND DRYER, two beds, two bath condo is located on the

    Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

    500 S Washington Blvd Unit 6B, Sarasota, FL 34236
  • 1050 Longboat Club Rd Unit 1006, Longboat Key, FL 34228
    1050 Longboat Club Rd Unit 1006, Longboat Key, FL 34228
    1050 Longboat Club Rd Unit 1006, Longboat Key, FL 34228
    /41

    $6,000 per month

    • 2 Beds
    • 2 Baths
    • 1,409 Sq Ft
    • Property for Rent

    1050 Longboat Club Rd Unit 1006, Longboat Key, FL 34228

    Available 07/01/2025 THROUGH 12/30/2025 RENTED SEASON JAN, 2026 THROUGH APRIL, 2026(POSSIBLE ANNUAL)Privateer North PH located Behind the Gates of Longboat Key. GULF VIEWS FROM EVERY ROOM. A top of the line remodel with 2 spacious bedrooms with walk-in closets. The master bedroom ensuite has a king size bed and guest bedroom is a queen size. 2 updated bathrooms with walk-in closets and views of

    Marni Hayden CHROME REALTY LLC

    1050 Longboat Club Rd Unit 1006, Longboat Key, FL 34228
  • 2089 Gulf of Mexico Dr Unit G1204, Longboat Key, FL 34228
    2089 Gulf of Mexico Dr Unit G1204, Longboat Key, FL 34228
    2089 Gulf of Mexico Dr Unit G1204, Longboat Key, FL 34228
    /69

    $12,369 per month

    • 2 Beds
    • 2.5 Baths
    • 1,214 Sq Ft
    • Condo for Rent

    2089 Gulf of Mexico Dr Unit G1204, Longboat Key, FL 34228

    Welcome to Beachfront Paradise! This stunning waterfront second-floor, 2-bedroom, 2.5 bath two-story condo is located in the exclusive community of Seaplace in Longboat Key. The location is everything! This condo is located just 4 miles from St. Armand’s Circle, where you can find various restaurants and boutique shopping. The community of Seaplace is a popular Gulfside community on the Southern

    Jaime Barcelo GULF COAST REALTY & MANAGEMENT

    2089 Gulf of Mexico Dr Unit G1204, Longboat Key, FL 34228
  • 350 S Polk Dr Unit 207, Sarasota, FL 34236
    350 S Polk Dr Unit 207, Sarasota, FL 34236
    350 S Polk Dr Unit 207, Sarasota, FL 34236
    /23

    $5,200 per month

    • 2 Beds
    • 2 Baths
    • 1,036 Sq Ft
    • Condo for Rent

    350 S Polk Dr Unit 207, Sarasota, FL 34236

    Seasonal/short term only Want to hang out at the beach? This modern condo is spacious, filled with natural light and steps from the sand. The floor plan is open for ease of entertaining and family time. The kitchen is very large and has solid wooden cabinetry, topped with slab granite countertops and complemented with stainless steel appliances. There is a huge island for easy food prep and

    Henry Rossi RENT SARASOTA

    350 S Polk Dr Unit 207, Sarasota, FL 34236
  • 1350 Main St Unit 903, Sarasota, FL 34236
    1350 Main St Unit 903, Sarasota, FL 34236
    1350 Main St Unit 903, Sarasota, FL 34236
    /71

    $5,500 per month

    • 2 Beds
    • 2 Baths
    • 1,336 Sq Ft
    • Condo for Rent

    1350 Main St Unit 903, Sarasota, FL 34236

    1350 Main Residential condo building is in the heart of downtown Sarasota. This 9th floor bright open floor plan is walking distance to everything you need, or step onto the Bay Runner shuttle to St. Armand or beach area. Famous Downtown Sarasota is know for it's Arts, opera, the ballet, theaters, incredible dining restaurants, Selby Botanical Gardens, cute unique shopping, gorgeous Bayfront

    toyia Youtzy JENNETTE PROPERTIES, INC.

    1350 Main St Unit 903, Sarasota, FL 34236
  • 1485 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228
    1485 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228
    1485 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228
    /72

    $11,000 per month

    • 2 Beds
    • 2 Baths
    • 1,839 Sq Ft
    • Condo for Rent

    1485 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228

    LOCATION, LOCATION, LOCATION!!!!! Gorgeous beach front condo in the sought after Longboat Key community of the Players Club. This light and bright turnkey furnished condo has two bedrooms, two bathrooms, living room/dining room combination, sitting area off the living room, separate sitting room at the front entrance, three lanais with ocean views and a laundry closet with full sized washer and

    C. Alison Hunter JENNETTE PROPERTIES INC

    1485 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228
  • 2425 Gulf of Mexico Dr Unit 7B, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 7B, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 7B, Longboat Key, FL 34228
    /34

    $11,500 per month

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft
    • Condo for Rent

    2425 Gulf of Mexico Dr Unit 7B, Longboat Key, FL 34228

    ..."' short stories. ....on the island of longboat key You are on the beach included is swimming pool...and a world class tennis courtf...looking play with others and league Town of Longboat Key tennis three blocks away...fitness gym.. . This is direct Gulf front unit with interior hallways from the balcony ,the kitchen,the living room couch...Your on the water.. Breathtaking view of the

    Gerald Cunningham KELLER WILLIAMS ON THE WATER S

    2425 Gulf of Mexico Dr Unit 7B, Longboat Key, FL 34228

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