Last updated October 3 at 10:50 PM

109 Condos for rent in Siesta Key, FL

Finding condos for rent in Siesta Key is almost no different than renting an apartment in a big complex. The real difference is the ownership. Condos are owned by individuals ... Read Guide >
6157 MIDNIGHT PASS ROAD Photo Gallery 1
1 of 24
1 Bedroom
$3,500
748 sqft
2 Bedrooms
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AVAILABLE STARTING AUGUST 1, 2022 ** MODERN AND FRESHLY RENOVATED ** TURNKEY FURNISHED + BIKES + BEACH GEAR ** Enjoy the good life on Siesta Key. This 1 bedroom 1 bath has been beautifully furnished and styled in modern, trendy details. The floor plan is open and bright with a large master suite providing a king bed and pullout sleeper sofa in the family room, comfortably sleeping 4. Guests enjoy smart TV's, free Wifi and all the comforts our digital era. Bay Oaks is a wonderful community backing up to the intercoastal with a large community pool and tennis courts. Beach access can be found at access 12 or a trolly ride to the Siesta's public beach. No need to worry about bikes rentals, as guests of this unit will have use of 2 personal beach cruising bikes (inquire for charges) to enjoy all the amenities of the island. AUGUST - NOVEMBER $3,500/MONTH - - - DECEMBER - APRIL 2023 $6,500/MONTH -- Call for more information on securing your slice of Siesta paradise
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1280 DOLPHIN BAY WAY Photo Gallery 1
1 of 99
2 Bedrooms
$7,500
1840 sqft
LUXURY SIESTA KEY CONDO LIVING ..A beautiful Turnkey 2 bedroom/2 bathroom Penthouse Condominium Plus Den/Office overlooking Sarasota Bay and the Intracoastal Waterway. A king size bed is in the master bedroom with a large walk in closet with built ins and a en suite bathroom. Second bedroom offers a queen size bed along with a walk in closet and en suite bathroom. There is a fabulous enclosed east facing extended lanai with views of both the Ringling Bridge and the Stickney Pointe Bridge. In addition there are two west facing lanais. Special bonus is a private large one car garage and plenty of guest parking. Gated community and only 0.8 miles from main public beach. A nice and open club house, amenities include a sparkling Community Pool, Spa, Har-Tru Tennis, Fitness room, Community Grill along with social events. Enjoy fishing from the day dock along with paddle board and kayak launching. NO PETS This is available starting October 1st for a long term rental at $7500 per month. SARASOTA/SIESTA KEY
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5600 BEACH WAY DRIVE Photo Gallery 1
1 of 22
2 Bedrooms
$6,500
1182 sqft
ONE MONTH MINIMUM - Siesta Key! Voted number 1 by Mr. Beach. 3 rd floor condo in an elevator building, directly across form the public beach, no obstructions to toes in the sand. 2 bedrooms, 2 baths. King bed, queen bed and a full bed. Granite counters counters with stainless steal appliances and a lanai over looking the heated pool. There are also 2 grill areas for cooking out. Island life at its best. *AVAILABLE FOR JANUARY AND MAY 2023*
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5760 MIDNIGHT PASS ROAD Photo Gallery 1
1 of 33
2 Bedrooms
$5,200
1361 sqft
This rarely available and highly desirable top-floor unit is superbly situated to enjoy views of the Gulf of Mexico, picturesque sunsets, and expansive community courtyard. It features two spacious bedrooms with Gulf views, an open-concept great room/dining room, large pass-through opening to the kitchen, and in-unit laundry with stacked washer/dryer. Both the master suite and great room have sliding glass doors to the enclosed Florida room, the perfect place to enjoy lounging on “island time.” The kitchen has new countertops, new tile backsplash and eat-in area. Gulf and Bay Club amenities include 800-ft. private beach on the Gulf of Mexico, three large heated pools including a lap pool, eight tennis courts, fitness center, six saunas, two clubhouses, BBQ/picnic areas, and a beautifully-landscaped courtyard promenade around two freshwater lakes. This unit has a 30-day association approval process with a condo application fee of $100. Available August 2022 thru December 2022. August thru November 2022($5,200), December 2022($6,000). 2023 already booked. -$100 Central Park Property Management Application per adult, $100 admin fee, 12 % sales tax, $2,600 Security deposit, $250 Cleaning fee, and $100 Association Application.
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White Sands Village Photo Gallery 1
1 of 1
1 Bedroom
$5,000
This coastal condo is available January 2023 Walk to Beach location & town. Call for fastest reply 630 707 4374. Updated & fully furnished one bedroom condo located across the street from Siesta Key Beach. Coastal Condo: First Floor unit with courtyard view. Enclosed patio/lanai. Pool, clubhouse etc. Planned Activities Available in Jan. 2023 Off season rate Off Season rates available 2 week minimum. Non smoking unit Small dogs considered with additional pet fee Inquire about photos via email Call Sheri Owner at 630 707 4374 (RLNE4985080)
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Results within 1 mile of Siesta Key
1750 BENJAMIN FRANKLIN DRIVE Photo Gallery 1
1 of 23
2 Bedrooms
$8,000
1403 sqft
MONTHLY/SEASONAL RENTAL! Welcome to Paradise. This very updated and upgraded 6th floor, 1450 sqft 2 bed/2 bath turnkey furnished condo and has beautiful downtown, and gulf views. Both bedrooms have King size beds. This tropical beach condo sleeps 6, and features a fold out sectional sofa, new stainless steel appliaces, granite counters,remote control blinds, a bidet, and an enclosed lanai. Amenities including all utilities are, basic cable, WiFi, heated pool, library, club room with kitchen, and direct accuess to Lido Beach. Key Tower South is a very friendly condo, close to St. Armand's Circle, Longboat Key and dowtown Sarasota. This is a place you will love to return to every year. ***Sorry No Pets.
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5800 HOLLYWOOD BOULEVARD Photo Gallery 1
1 of 31
1 Bedroom
Ask
2 Bedrooms
$3,500
1000 sqft
28 Day Minimal Rental - ENJOY THE HOLIDAYS AND OUR LOVELY BEACHES - Or looking for short term stay while your clients build/remodel their home?? Available October 1, 2022 - November 30, 2022 at $3500/month including utilities and turn key ready. Available December 1, 2022 - February 28, 2023 at $5500/month including utilities. Taxes and application fee are additional. Beautifully furnished 2 bedroom, 2 bath modern décor, corner unit on the first floor (no steps). Includes electric, water, cable, wifi, and assigned parking. 2 blocks from Sarasota Bay (perfect to watch the Sunset) 1.1 mile to our world famous Siesta Key Beach. Property is furnished with everything you will need for a relaxing vacation. Sarasota is geared towards the Arts, opera, ballet, symphony, Broadway plays, theater, comedy clubs.
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6792 SCHOONER BAY CIRCLE Photo Gallery 1
1 of 31
2 Bedrooms
$6,500
1250 sqft
South Siesta Key canal front villa FURNISHED TWO BEDROOM VILLA home at Schooner Bay. SCHOONER BAY is a private gated community of villa homes situated on the intercoastal canal. Close to shopping, restaurants, and Siesta Key beaches. Minutes to downtown Sarasota. Community features a swimming pool and clubhouse. Home features an eat in kitchen, Two King size beds, two bathrooms, screened lanai and a scenic back yard with a view of the canal waters and dock. One car garage. Monthly rate from May through November $3200. Move in and enjoy the Florida lifestyle today. Sorry No pets are permitted.
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6717 MIDNIGHT PASS ROAD Photo Gallery 1
1 of 21
1 Bedroom
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2 Bedrooms
$3,500
685 sqft
OPEN FOR SEASON 2023!! OPEN APRIL 2022 - DECEMBER 2022!!!!CHECK OUT THIS CUTE 2 BEDROOM/1 FULL BATH WITH NEW PULL OUT SOFA ON THE SECOND FLOOR. 1,000 FEET TO THE GULF OF MEXICO, SHOPPING, CAPTAIN CURT'S, DAIQUIRI DECK, MULTIPLE BARS, COFFEE SHOPS, BREAKFAST RESTAURANTS AND CRESCENT CLUB! IT DOESN'T GET BETTER THAN THIS! OFF SEASON PRICE IS $1,800.A MONTH!
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1648 STICKNEY POINT ROAD Photo Gallery 1
1 of 17
2 Bedrooms
$2,400
1016 sqft
AVAILABLE MAY 2022. LOVELY TURNKEY FURNISHED UNIT ON 2ND FLOOR, GREAT COMMUNITY WITH BEAUTIFUL POOLS, TENNIS, CLUBHOUSE AND FISHING PIER. GREAT LOCATION TO MAINLAND SHOPPING AND EASY COMMUTE TO SIESTA KEY BEACHES & VILLAGE. 3 MONTH MINIMUM. NO SMOKING, NO PETS & NO TRUCKS ALLOWED. GUEST WILL BE RESPONSIBLE FOR ELECTRIC FOR OFF SEASON MONTHS. CALL FOR AVAILABILITY. NOT AVAILABLE FOR SEASON 2022.
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1634 STICKNEY POINT ROAD Photo Gallery 1
1 of 22
2 Bedrooms
$3,800
1016 sqft
NOT AVAILABLE FOR 2023 SEASON. Castel Del Mare also known as Castle on the Bay, a waterfront community just minutes from Siesta Key. Located right on Little Sarasota Bay (inter coastal waterway), with Bay access. Newly remodeled, two bedroom and two bath, updated kitchen, updated bathrooms covered lanai overlooking one of two pools. Tennis, clubhouse, nature trail, Bay fishing and fine/casual dining, marina and shopping are steps away. Available November to April. 3 flat screen TV's, king bed in the master two sets of bunk beds in the guest. Washer/dryer and internet included!
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5531 CANNES CIRCLE Photo Gallery 1
1 of 30
2 Bedrooms
$4,500
1720 sqft
EXECUTIVE CONDO located in a private gated community. An elevator will take you to your private entrance, where you immediately see extraordinary water views of Phillippi Creek. This 2 bed / 2 bath furnished condo with a den/office, also provides you with an underground garage and storage. A resort style community provides a heated pool and spa, fitness center, clubhouse, onsite boat club, neighboring dry boat storage, and a lighted boardwalk overlooking the waterways. This premier location is driving distance to Siesta Key and Downtown Sarasota.
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1624 STICKNEY POINT Photo Gallery 1
1 of 9
1 Bedroom
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2 Bedrooms
$3,400
1016 sqft
Amazing 2 bedroom 2 bathroom upgraded condo just over the bridge from Siesta Key. One of America's most beautiful beaches known for it's white sand. All you need is your swimsuit and toothbrush. This complex has lots to offer. Two heated pools, one of witch overlooks Little Sarasota Bay. There you will be able to enjoy watching the boat traffic and yes dolphins! Tennis courts, shuffle board, pickle ball, fishing piers. Hop on the bikes or walk over the bridge. Where you can enjoy the beach, lots of great restaurants, and shops that Siesta is known for. Hurry, this will not last long!
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2220 STICKNEY POINT ROAD Photo Gallery 1
1 of 25
3 Bedrooms
$2,500
1223 sqft
LOCATION-LOCATION-LOCATION ... just 1.5 miles to World Famous Siesta Key Beaches. Prime location where you can literally walk, bike or drive to the powdery sands of Siesta Key! 3rd floor, 3 bedroom, 2 bath rental. Easy access with an elevator and this unit has a covered, assigned carport. Master Bedroom is spacious with a walk-in-closet. Tregate Manor is a vibrant, 55+ community. Laundry is in the building for convenience. Application and an interview is needed. Vehicle restrictions. Sorry, no pets.
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1800 BENJAMIN FRANKLIN DRIVE Photo Gallery 1
1 of 39
2 Bedrooms
$8,900
2070 sqft
3 Bedrooms
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Beautiful 9th floor unit with spectacular Gulf of Mexico views from all bedrooms, living room and kitchen. Property features include Olympic size pool, two Har-Tru tennis courts, spa, fitness, sauna, on-site security and management. Walk to St. Armands Circle and enjoy world class dining and shopping. Unit is fully furnished, kitchen fully equipped. This property is also available for a seasonal rental Dec-April $12,500/month. No smoking and no pets, please.
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5879 Tidewood Avenue Photo Gallery 1
1 of 39
2 Bedrooms
$2,800
1156 sqft
Great opportunity to be across the street from Little Sarasota Bay and convenient access to Siesta Key, Phillippi Park, and all that the Florida lifestyle offers! Pick up your toothbrush and flip flops and come down to this beautiful updated, open floor plan, fully furnished, first floor condominium, located close to the community pool, park, and fishing pier. Will rent long term, 1-2 months minimum. Available Now. We will consider annual renter. Sorry No smoking or pets allowed. Internet/Water/Trash included. Washer and Dryer. One Carport space. Come enjoy all of Sarasota and Siesta Key amenities without the congestion and just minutes to Siesta Key Beach. $2800/+tax Aug-Sept $3000/+tax Oct-Dec *$3500/+tax Jan-April(*not available rented these months) Deposit 1st months rent Security deposit $1000 Cleaning fee $150 Application fee $50 with HOA interview and approval process. $25 fee for lost pool key fob
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1741 SOUTHWOOD STREET Photo Gallery 1
1 of 38
2 Bedrooms
$4,000
1300 sqft
Pick up your toothbrush and flip flops and come down to this beautiful fully furnished first floor condo located in the community of Baywood Colony. Features an open floor plan with living/dining area and expanded by addition of a fully enclosed Florida Room. Fully equipped kitchen, new washer and dryer, 2 bedrooms, 2 bath and one carport space. Come and enjoy all of Sarasota and Siesta Key amenities...restaurants, shopping and entertainment without the congestion. Explore adjacent Phillippi Estate Park's wide open green space, rose gardens, shaded walking trails, fishing pier, kayak launch, playground and enjoy the community events that take place there including concerts, art shows and weekly farmers market in season. Downtown Sarasota and St Armand's Circle are a short drive for additional dining, entertainment and cultural activities. This hidden jewel is awaiting your discovery. This is a 4-month minimum rental. Available May 2022.
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Results within 5 miles of Siesta Key
8649 Karpeal Dr Photo Gallery 1
1 of 37
3 Bedrooms
$2,695
1607 sqft
PALMER OAKS - At the entrance to Palmer Ranch, gated community with heated community pool. Easy access to restaurants, shopping, I-75 and area beaches. This home has it all. 3 bedrooms plus an office. 1 car garage. Top floor condo with view of the pond from the screened lanai. KITCHEN: Kitchen is spacious with ample cabinets, large pantry, granite countertops, and a beautiful stainless steel appliance package. Kitchen opens into living room for an open floor plan. BEDROOMS/BATHS: The main bedroom suite is in the rear of the home and enjoys the view of the pond with nice natural light. The ensuite features granite and a walk-in shower with an ample closet. Guests will stay at the front of the condo with a full 2nd bath shared by the 2 guest rooms. There is also a laundry closet in the front of the unit. EXTERIOR/PARKING: 1-car garage HOA APPLICATION FEE: HOA App Fee: There will be an additional $100.00 HOA application fee and up to 3-week approval processing. PETS: Pets are considered. Small pets only. Max weight of two pets combined 50 lbs. Pet deposit of $250 and $35 per month pet fee. OTHER: Included in the rent: water/sewer, grounds care, trash collection Tenant will pay: all other utilities and the first $100.00 of all maintenance calls LEASE TERM: 12 month lease term with minimum 2 mos security deposit, Tenants to agree to apartments.com payment process. This rental will be managed by the Owner. Application Fee $75.00 per adult plus Annual Processing Fee $125.00 at Renewal and Termination.
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1465 GULF OF MEXICO DRIVE Photo Gallery 1
1 of 28
2 Bedrooms
Ask
3 Bedrooms
$14,000
1710 sqft
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 combination with floor to ceiling sliding glass doors to enjoy the breathtaking waters of the Gulf of Mexico, brand new wood tile flooring and fresh paint throughout. The large kitchen has solid stone counters, wood cabinets, offers plenty of space for cooking/food preparing and a closet pantry. The master bedroom has a king sized bed, amazing views of the Gulf of Mexico and walk out access to a private terrace, a walk in custom closet and an on suite bathroom with a garden tub, stall shower and double sinks. The first guest bedroom has a view of the Gulf of Mexico, a king sized bed, a custom walk in closet and on suite bathroom with a walk in shower. The second guest bedroom has two queen sized beds and a custom walk in closet. The guest bathroom has a stall shower. The condo has a laundry closet with full sized washer and dryer. Two parking spaces come with the rental of which one is covered and one is in the garage. The Player Club is abound with amenities which include 24 hour guard gated entry, private beach access with cabanas, putting green, heated salt water community pool and hydro therapy spa, BBQ grills, fire pits, 4 Har-Tru tennis courts, fitness center and a large clubhouse with a rooftop deck. No pets allowed. Three month minimum rentals due to the Association. NOTE...The property owners are currently turnkey furnishing the property so there will be more pictures to come. CALL TODAY. This is not one to miss and will not last long!!
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988 BLVD OF THE ARTS Photo Gallery 1
1 of 57
2 Bedrooms
$9,750
1729 sqft
3 Bedrooms
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LOCATION, LOCATION, LOCATION!!! Absolutely stunning condo available to rent in the sought after community of Condo on the Bay. This neat as a pin, gorgeous, turnkey furnished property boasts 1,729 square feet, two bedrooms, two bathrooms, tile throughout and an open floor plan. Step into the living room/dining room combination to the breathtaking views of the Sarasota Bay, Ringling Causeway and private boat docking area. The kitchen has a large counter with a breakfast bar, ample storage and counter space, stainless appliances, marble counter tops, solid cabinets, wine fridge and a pantry. The kitchen is open to the dining room and living room. The master bedroom has stunning views of the Bay, a king sized bed, walk in closet, decorative fireplace, private lanai and on suite bathroom with double sinks and a large walk in shower. Guest bedroom has a queen sized bed, desk and views of the Bay. The guest bathroom has a walk in shower. The condo has a full sized washer and dryer, one assigned, under cover, parking space and a storage locker. Condo on the Bay is a gated community with 24 hour attendance, concierge service, community tennis courts and pickleball courts, 2 heated pools and a community room with kitchen. Located near Downtown Sarasota, St. Armand's Circle, Lido Key, the Van Wezel, theaters, restaurants and much more. Available for an annual rental. CALL TODAY AS THIS WILL NOT LAST LONG!!!
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332 COCOANUT AVENUE Photo Gallery 1
1 of 16
2 Bedrooms
$2,900
1159 sqft
Stunning condo in the sought after community of 332 Cocoanut. This downtown Sarasota property has all the bells and whistles and is in walking distance to Main Street. The turnkey furnished condo has two bedrooms, two bathrooms, 1,159 square feet, is beautifully decorated and is ready to rent this summer/fall. The community amenities include a pool, secured access to the building and one assigned under building parking space. This will not last long so call today for downtown living at it's finest!!
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3239 Beneva Rd Photo Gallery 1
1 of 37
1 Bedroom
Ask
2 Bedrooms
$2,000
964 sqft
**BOOKED OCTOBER 2022 THROUGH THE END OF MARCH 2023**BEAUTIFULLY UPDATED GROUND FLOOR CONDO LOCATED IN THE HEART OF SARASOTA! This fully furnished seasonal rental is the perfect place to sit back and enjoy your vacation get away. The open floor plan and stunning furnishings give this condo a light, bright, and airy feel. The completely updated kitchen opens up to the living/dining room combo. It is the perfect area to have a great meal with your family or entertain your friends. The master suite offers a king-sized bed and a large walk-in closet. The master and spare bathrooms are completely update with granite counter tops and shower and tub combos. The spare bedroom offers a queen-sized bed and a big closet with plenty of space for your bathing suites. The fully screened in back porch looks out over the gorgeous lake. Village Brooke is centrally located providing access to shopping, restaurants, and a short drive to Siesta Key Beach. **RENT PRICES: APRIL THROUGH SEPTEMBER:$2,000, OCTOBER THROUGH DECEMBER $3,200, JANUARY THROUGH APRIL 2023: $4,000**
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500 N JEFFERSON AVENUE Photo Gallery 1
1 of 26
1 Bedroom
Ask
2 Bedrooms
$2,300
847 sqft
Available now is this immaculate 2 bedroom 2 bath condo. The unit has vaulted ceilings with windows on top to bring in the natural light. Your kitchen is fully equipped with granite countertops. The master bedroom has sliding doors which open out to a private fenced area. For more outdoor enjoyment you will have a large screened in covered lanai. Laundry is inside your unit. Enjoy the community pool and close by are the beaches of Siesta Key, Lido and St. Armands Circle. You will be close to Downtown Sarasota to enjoy the many art, dining and theatre offerings. Don't wait too long to come see your new home. There is both a regular application fee of $45 and an Association fee of $50.00 for the tenant.
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129 TYLER DRIVE Photo Gallery 1
1 of 37
1 Bedroom
$2,250
766 sqft
A rare find! This beach condo is right across the street from Lido beach. First level of the building, the one-bedroom, one-bathroom annual rental offers an efficient kitchen and spacious lanai, stretching from the living room to the master bedroom. wood floors throughout are easy to maintain after sandy beach days. The condo is within a 10-minute walk of the extremely popular St. Armand's Circle, where you'll find restaurants, boutique shopping, ice cream parlors and a beautiful park. Downtown Sarasota is located right across the Ringling bridge, which is about a 5-minute drive from the condo. Enjoy a sunset on the water each night from your very own Lido beach condo.
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City Guide for Siesta Key, FL

"Siesta Key...as perfect as a stretch of sand could be." -Travel Channel

If beautiful coastlines are your thing, you can't go wrong living in Siesta Key, an eight-mile-long barrier island on Florida's Gulf coast, with soft white beaches that consistently rank as the best in the world. But there's more to life on Siesta Key than sand between your toes. Just across the bay from Sarasota and an hour from Tampa, Siesta Key is close to some of the finest shopping, dining, and entertainment the Gulf Coast has to offer. And it's not all retirees and tourists, either. So what are you waiting for? Well, before you begin your apartment search, there are some things you need to know. See more

What to keep in mind when looking for condos in Siesta Key, FL

Finding condos for rent in Siesta Key is almost no different than renting an apartment in a big complex. The real difference is the ownership. Condos are owned by individuals within the same building. However, apartments in a large complex are owned by a single landlord or property management group.

Sometimes the price of condos in Siesta Key may prove cheaper. The owners are often moving onto a new home or leaving the city and just need someone to cover the costs. Apartment complexes are designed to deal with tenant issues, make repairs, and care for the property. Condo owners will still deal with repairs and upkeep but may need more time to address a problem, especially if they don’t live nearby. However, condo owners have a more vested interest in the property and keeping their tenants happy to reduce turnover.

Choose the best condos for rent in Siesta Key that meet your wishlist for budget, amenities, and layout. You probably won’t notice the difference between the condos and apartments you tour.