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condos
Last updated February 28 2021 at 8:15 PM

119 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 >
1 Unit Available
22 SANDY COVE ROAD
22 Sandy Cove Road
Siesta Key, FL
2 Bedrooms
$6,500
1407 sqft
Last updated February 28 at 08:15 PM
Newly-renovated condo on Siesta Key with ocean views, a private beach, and a private fishing pier. The place was completely redone in early 2020, with all new appliances, central AC, floors, ceilings, paint, and fixtures. Available January 2021 - May 2021; August 2021 - March 2022. Please contact the owner directly for showing - James Archibald.
1 Unit Available
319 BEACH ROAD
319 Beach Road
Siesta Key, FL
Studio
$1,300
450 sqft
1 Bedroom
Ask
2 Bedrooms
Ask
Last updated February 28 at 08:15 PM
This Studio, ANNUAL, FURNISHED condo is located in the heart of SIESTA KEY! Enjoy the traditional and unique Florida feel with this style of home. The location is unbeatable!! Just steps from the #1 beach in the U.S.A, and the same to the Siesta Key Village. Enjoy the pleasures of retail shopping, fine or leisure dining, and more just a block away. Walk out the front door and have your toes in the sand in minutes!! This Florida condo features a private terrace. Enjoy the outdoors with your drink of choice, morning or evening, while walking the beach or lounging on your terrace. The rent INCLUDES electric, water/sewer/trash/, laundry, internet, and cable! While this condo INCLUDES ALL UTILITIES, it will not last long!
1 Unit Available
5400 OCEAN BOULEVARD
5400 Ocean Boulevard
Siesta Key, FL
1 Bedroom
Ask
2 Bedrooms
$5,500
1187 sqft
Last updated February 28 at 08:15 PM
2 month minimum. Price varies depending on length of stay and time of year (i.e. Feb. 8k, March 9k). The Terrace is located just at the foot of Siesta Key Village giving quick easy access from the property to all that the area has to offer including direct beach access. The Terrace is a 17 story building with 4 units per floor, many of which stay unoccupied most of the year as many of them are only used as snow bird retreats. Noisy neighbors will not be an issue here. Nor will neighbors above you as this unit happens to be the penthouse offering not only peace and quiet but the most expansive views on Siesta Key. Building amenities include secured entry, elevator, and a heated swimming pool overlooking the beaches and gulf. This penthouse unit offers two bedrooms and two bathrooms within a split floor plan for maximum privacy. Beautifully updated ensuite bathrooms accompany each bedroom. The main living area boasts an open floor plan to take full advantage of the expansive views of both land and sea. A fully updated kitchen is equipped with 4-piece hidden appliance package and granite counters as the center of the living space. Floor to ceiling sliding glass doors can be opened on two sides of the living space as well as both bedrooms. A unique feature of the unit includes access to the roof of the building where there is an ample size deck for your personal use from sun bathing to watching sunsets. Also an excellent location to watch events such as fireworks and the annual offshore grand prix.
1 Unit Available
6157 MIDNIGHT PASS RD
6157 Midnight Pass Road
Siesta Key, FL
1 Bedroom
Ask
2 Bedrooms
$2,000
1192 sqft
Last updated February 28 at 08:15 PM
Beautiful well maintained condo, over looking pool, close to beach
1 Unit Available
5625 MIDNIGHT PASS ROAD
5625 Midnight Pass Road
Siesta Key, FL
1 Bedroom
$3,350
797 sqft
Last updated February 28 at 08:15 PM
There is no better place to vacation than Siesta Key FL. Welcome to White Sands, the perfect, pet friendly, location on Siesta Key to experience an amazing stay! Relax and enjoy your days in the sun on Siesta Beach, located just across the street. Delight in shopping & dining in nearby Siesta Village, a short Trolley ride away. White Sands offers a heated swimming pool, lovely tropical landscaping, outdoor seating and BBQ's, Bay access and fishing pier. This lovely unit is dog friendly, your fur baby will be thrilled with the ideal neighborhood surroundings for outdoor exploring. *Call or Message us for monthly rates and 90 day stay discounts.*
1 Unit Available
1136 W PEPPERTREE LANE
1136 West Peppertree Lane
Siesta Key, FL
2 Bedrooms
$5,000
975 sqft
Last updated February 28 at 08:15 PM
*NOW Available for 2021 Season JAN-MAR* Lush landscaping and private beach area, Peppertree Bay is a vacationers paradise. With access to both Gulf and Bay, guests can walk on the sugary white sands, swim in the warm Gulf water, search for sand dollars on the beach or be amazed at the magnificent sunsets. There’s no question why Siesta Key is rated the best beach in the US- #1 by Dr. Beach and Trip Advisor. Swimming pools, picnic and grilling areas, and private tennis are just some of the amenities of this community. On the inter-coastal side, guests can just sit and watch the parade of boats and marine life from Peppertree’s Pier.
1 Unit Available
5760 MIDNIGHT PASS ROAD
5760 Midnight Pass Road
Siesta Key, FL
2 Bedrooms
$8,500
1361 sqft
Last updated February 28 at 08:15 PM
Call today to reserve this 2/2 unit available now in Gulf & Bay Club, bay side. This lovely, updated unit offers large bedrooms, open kitchen and living area with plenty of space for all guests to comfortably visit with ease. With beach to bay access, each day may be spent enjoying an endless amount of beach/water activities . Spend your day on the screened lanai overlooking the ponds and fountains, in the evenings watch the spectacular sunsets, while sipping a glass of wine. This unit is located minutes away from Siesta Village and the fabulous restaurants and shops the village has to offer.
1 Unit Available
5667 MIDNIGHT PASS ROAD
5667 Midnight Pass Road
Siesta Key, FL
2 Bedrooms
$2,400
1012 sqft
Last updated February 28 at 08:15 PM
You will fall in love with this completely updated ground floor condo. This home is quaint and cozy and offers so many outstanding features: Custom tile floors, New kitchen Cabinets, Sleek granite surfaces, Window Coverings, Crown Moldings, Ceiling fans, New A/C (2017), and Recessed lights throughout. Inside the kitchen you will enjoy a convenient breakfast bar, cabinetry with pull-out shelves, and a beautiful tiled back splash. Don’t forget about your stainless-steel appliances. This home offers two bedrooms and 2 bathrooms for added privacy.  Double closets can be found in the master bedroom along with an upgraded master en-suite bath. The great room has living and dining space and then step outside to your covered and screened in Lanai with fantastic garden views. This home is situated in a great community with protected boat docks on a canal that navigates into the Intercoastal Waterway / Sarasota Bay.  Boat dock rentals is on a first come, first serve basis. Looking for something fun to do? Walk the 7-acres of well-manicured grounds, clubhouse, or heated swimming pool or check out the social calendar full of activities. Just a short stroll across the street to the award-winning gorgeous Siesta Beach or take the FREE trolley to Siesta Village.  Maybe you want to head out shopping, grab a bite to eat, enjoy some watersports, play a round of golf, or enjoy other cultural activities in the area. Whatever you desire, you have all the options at your fingertips.
1 Unit Available
208 PASS KEY ROAD
208 Pass Key Road
Siesta Key, FL
2 Bedrooms
$5,250
998 sqft
Last updated February 28 at 08:15 PM
Siesta Key, 2 bedroom, 2 bath condo located steps away from Siesta Village.  This turnkey condo is equipped with everything you will need to make you feel at home.  Tastefully decorated with modern furnishings throughout , an updated kitchen, and a delightful patio to enjoy the lovely Siesta Key mornings and evenings.  During the day enjoy the lush tropical surroundings as well as the nearby fishing pier.   Walking distance to Siesta Key Village and Siesta Key`s beautiful white sandy beaches.
1 Unit Available
1200 E PEPPERTREE LANE
1200 East Peppertree Lane
Siesta Key, FL
2 Bedrooms
$6,000
1216 sqft
Last updated February 28 at 08:15 PM
Fabulous Beach to Bay condo on Siesta Key. Peppertree Bay offers all of the amenities a vacationer and their family wish to have for their beach getaway. The white sands of the private beach await your arrival. Tennis courts, fitness room, and the fishing pier will keep your days busy with relaxation and exercise. Sit back and enjoy watching the birds and wildlife during the day on either the bay or beach. Siesta Key Village is a short Trolley ride away, for evening entertainment and dining. Return to your lovely condo to enjoy the gorgeous evening sunsets. Truly a vacationer's dream.
1 Unit Available
5128 CALLE MINORGA
5128 Calle Minorga
Siesta Key, FL
2 Bedrooms
$3,800
766 sqft
Last updated February 28 at 08:15 PM
Right in the heart of Siesta Key Village! Walk to the BEAUTIFUL beach or hang out in the village where you will find the best food and drinks! Beach chairs, towels and cart are provided! This 2-bedroom / 1-bath updated condo sleeps four. Includes a heated pool and outside grill area. This beautiful Condo is all on one level for easy access and parking is right outside your door. Features an updated kitchen that includes stainless steel appliances and granite counter tops, a very open and bright living room and dining room with a large sliding door to your own patio, and just a few steps to the pool. Spacious interior with dining for four guests. In-unit laundry for your convenience. This is a must for your perfect Siesta Key stay! Please note, this property may be rented daily, weekly, or monthly.
1 Unit Available
4822 OCEAN BOULEVARD
4822 Ocean Boulevard
Siesta Key, FL
1 Bedroom
Ask
2 Bedrooms
$6,000
1435 sqft
Last updated February 28 at 08:15 PM
Enjoy the phenomenal Gulf front panorama from this lovely 2nd floor remodeled condo in model condition. The wide open views of the Bay, Gulf and Big Pass and the twinkling lights of Lido and downtown are jaw dropping. Enter the lovely foyer with stone floors and architectural columns. Feast your eyes on the high end kitchen with wood cabinetry, granite countertops, deluxe appliances, bead board accent walls, customer light fixtures and breakfast bar. Lots of windows and sliders offer plenty of natural light. Spacious bedrooms and updated baths. The balcony is magical as you take in all the views and fresh air. A beautiful clubhouse, natural gas grill, fitness room and heated pool are yours to enjoy. Near Siesta Key Village for shopping, restaurants and so much more! Just a 5 minute walk to the village and beach. This is the perfect spot for your dream vacation. 3 month minimum rental per association.
1 Unit Available
524 BEACH ROAD
524 Beach Road
Siesta Key, FL
2 Bedrooms
$7,000
980 sqft
Last updated February 28 at 08:15 PM
This cozy, retro Florida beachfront condo is perfect for the family or the couples getaway. A 2 bedroom & 2 bathroom floor level condo has a newly renovated kitchen, 3 TVs, 3 DVD players and a screened in lanai that lets you step out onto the beach path and walk to the gulf. Sit in your beach chairs each night and watch the sunset from your private lanai or walk in to town for shopping and dining options. Condo has one queen, one twin and a trundle sleeping a total of 4. No pets per association. One reserved carport included.
1 Unit Available
5108 CALLE MINORGA
5108 Calle Minorga
Siesta Key, FL
2 Bedrooms
$4,000
883 sqft
Last updated February 28 at 08:15 PM
A rare gem located in the heart of Siesta Key Village, this 2nd floor unit is light, bright, and spacious. It is mere steps away from the amazing entertainment, shopping and dining that are unique to the Key. With a very short walk, your toes are in soft as powder quartz sand. Enjoy an endless summer and incredible sunsets! The residence has been updated with tile, granite, and crown molding throughout. BRAND NEW kitchen cabinets and stainless appliances will please the cook in your group. The open floor plan allows for maximum enjoyment for the entire family with zero wasted space. Bedrooms include plenty of closet and storage space. This beautiful unit comes equipped with beach chairs, umbrella, cooler, beach towels, and all the essentials that turn a good beach stay into a great one. Please note, this property may be rented daily, weekly, or monthly. Inquire for rates.
1 Unit Available
5855 MIDNIGHT PASS ROAD
5855 Midnight Pass Road
Siesta Key, FL
1 Bedroom
Ask
2 Bedrooms
$5,500
1056 sqft
3 Bedrooms
Ask
Last updated February 28 at 08:15 PM
This amazing penthouse with gulf views and been totally remodeled! Everything in the property is brand new, from the towels, to the housewares and the furniture! Since it is new to the rental community it is available starting in May and it is available for the 2020 season. The penthouse is located in the popular resort community of Harbor Towers. Everything a person desires is located right onsite: fitness center, community center, tennis, pool, marina, kayak storage, bike storage, and of course Siesta Key beach is walking distance.
1 Unit Available
306 BEACH ROAD
306 Beach Road
Siesta Key, FL
3 Bedrooms
$7,000
1021 sqft
Last updated February 28 at 08:15 PM
This vacation rental is a beautiful tri-level townhouse in one of the greatest locations on Siesta Key. The #1 beach in America with powdery sand is 230 feet away and the restaurants, shops and nightlife of Siesta Key Village is a block away! It has a windowed staircase, Mexican tile floors, living area with a wood-burning fireplace and built-in bookshelves. It includes a walled in pantry, glass sliders open to the covered balcony.
1 Unit Available
5600 BEACH WAY DRIVE
5600 Beach Way Dr
Siesta Key, FL
2 Bedrooms
$4,900
591 sqft
Last updated February 28 at 08:15 PM
Available March 1st 2021 forward. Small, friendly condo complex directly across from entrance to Siesta Key beach. Ground floor unit with carport at front door. Very comfortably furnished 2 bedroom 2 bath unit. Main bedroom has King bed. Second bedroom has Queen bed. Lanai with screen door for easy access to wonderful, heated pool and pathway to Gulf and the Beach. Short term rentals require a 12% tourist tax. Cleaning fee of $150. Refundable Security Fee of $500. Association application fee of $100. Cable, WiFi, heated pool, laundry on each floor, grills, club room. Catch the Siesta Key trolley in front for a free ride to the Village or down to Turtle Beach. This is a place you will love to return to every year. Welcome to Paradise and the No. 1 beach in the USA. Sorry no pets.
1 Unit Available
225 HOURGLASS WAY
225 Hourglass Way
Siesta Key, FL
2 Bedrooms
$5,000
1271 sqft
Last updated February 28 at 08:15 PM
This unit is rented for Jan-April 2021. Your gain is someone else's loss. Previous renters are unable to travel, and this newly renovated two bedroom and two bath condo could be yours for Season 2020-2021! This gorgeous condo was extensively renovated this summer (2020). Everything is new from the appliances to the windows and sliders. New flooring throughout. Fresh paint. Beautiful granite and finishings. Whispering Sands is located in the heart of Siesta Key. The Village which offers an abundance of unique shops, and restaurants is a short 5 minute walk. Whispering Sands has its own 800' plus of private, beautiful, sugar sand beach and sits right on the Gulf of Mexico. The twenty five acre, 55+ beach community boasts two large, heated swimming pools, two clubhouses, a fitness center, beach front Tiki hut, BBQ grills, a covered, dedicated parking space and guest parking. Many activities to join if you want. The condo can sleep up to six (trundle bed). NO pets and NO smoking. Utilities included. Owner will pay up to $100 per month towards electric bill. Renter will be billed if any excess. Twice monthly cleaning included. Three month minimum. Available November 1, 2020 thru April 30, 2021. Internet, WiFi and cable TV included. There is on site security. Don't miss a fantastic opportunity to enjoy Paradise this Season, and not worry about sleet or snow!
2 Units Available
White Sands Village
5641 Midnight Pass Road
Siesta Key, FL
1 Bedroom
$1,250
Last updated February 28 at 10:52 AM
This coastal condo is now available. Monthly or long term. 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 Sleeps 4 Available in April 2021 long term Off season rates: 1400 - 1500 monthly. Will consider yearly lease Seasonal Monthly Rate Nov. thru April $2400 - $3500 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)
Results within 1 mile of Siesta Key
1 Unit Available
2050 BEN FRANKLIN DRIVE
2050 Ben Franklin Drive
Sarasota, FL | Lido Key
3 Bedrooms
$14,000
2936 sqft
Last updated February 28 at 08:15 PM
Orchid Beach Club has a rare combination of the ultimate in luxury and easy living. The gym, gulf front pool and social rooms are the best. Call the concierge to book the massage room. As the best condo available for rent at Orchid, its a unique opportunity. Booking well in advance is advised. As soon as you get off the private elevator you are hit by the magnificent view of the bay and the city of Sarasota beyond. Both balconies afford views of the Gulf of Mexico. The main balcony of the living areas, with a gas barbeque grill is spacious for large gatherings. At every turn the condo is ample with more closet space than you could need and a well thought out layout. In the kitchen, open to the TV room, the cook gets to enjoy the spectacular views with granite countertops and designer cabinetry. The TV in the family room is as good as it gets, all the cable niceties included. The decorating style is relaxed yet luxurious and inviting. The master bedroom has a king sized bed, sumptuous bathroom and king sized bed in second bedroom. The third bedroom is set up with an office and the couch turns out into a queen sized fold out bed. This condo is luxury personified. SUMMER IS $10,000 PER MONTH, SEASON IS $14,000 PER MONTH. Also available for longer term rentals.
1 Unit Available
1300 BENJAMIN FRANKLIN DRIVE
1300 Ben Franklin Drive
Sarasota, FL | Lido Key
2 Bedrooms
$9,000
1855 sqft
Last updated February 28 at 08:15 PM
RITZ BEACH RESIDENCES, available this summer/ fall and or a long term or annual rental. This is Living at its finest. This third floor condo has two bedrooms, two bathrooms and has a professionally decorated interior. This is a beautiful light and spacious property full of light from the floor to ceiling windows. Master bedroom features a king sized bed, large walk in closet, on suite bathroom with double sinks, garden tub and stall shower. This unit is fully turnkey furnished with a fully stocked chef's kitchen. The large balcony welcomes you nightly to enjoy beautiful sunsets. The Amenities include full concierge services, on site pool and gym, movie theater and a 24 hour security/gate. Rent for summer/fall months is $9,000 per month. December through April is $12,000 per month. Annual rental rates are $10,000 per month. This unit does not include a Ritz membership but a renter can get their own membership through the Ritz. The Ritz Beach Residences is just minutes away from St. Armand's Circle and downtown Sarasota.
1 Unit Available
6792 SCHOONER BAY CIRCLE
6792 Schooner Bay Circle
Sarasota County, FL
2 Bedrooms
$4,500
625 sqft
Last updated February 28 at 08:15 PM
South Siesta Key canal front villa funsihed two bedroom villa at Schooner Bay. SCHOONER BAY is a small gated community of villa homes situated on a canal. Close to shopping, restaurants, and Siesta Key beaches. Minutes to downtown Sarasota. Community features a swimming pool and clubhouse. Two King size beds. Cable TV and Internet included. Monthly rate from May through November $2500.
1 Unit Available
5800 HOLLYWOOD BOULEVARD
5800 Hollywood Boulevard
Sarasota County, FL
1 Bedroom
Ask
2 Bedrooms
$2,500
975 sqft
Last updated February 28 at 08:15 PM
AVAILABLE NOW FOR 2021 SEASON, NEW TO MY INVENTORY! Two bedroom two bath end unit condo on 2 floor. TURNKEY FURNISHED unit in great location. Prime location to nearby restaurants, shopping and Siesta Key Beaches. Seasonal rent $2500 per month, off season rent $1495 and tenant will be billed for electric. No smoking or pets allowed. Please call for availability. Property just was purchased.
1 Unit Available
6717 MIDNIGHT PASS ROAD
6717 Midnight Pass Road
Sarasota County, FL
1 Bedroom
Ask
2 Bedrooms
$3,000
685 sqft
Last updated February 28 at 08:15 PM
OPEN FOR SEASON 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! RENTED JANUARY - JULY 2021
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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.