267

Siesta Key, FL Homes for Rent

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  • /19

    $8,370 Per Month

    • 2 Beds
    • 1 Bath
    • 878 Sq Ft
    • House for Rent

    6020 Midnight Pass Rd Unit 15, Sarasota, FL 34242

    The welcoming beach decor of Villa 15 at Aloha Kai invites you to leave your worries behind and unwind in comfort. This two-bedroom, one-bath unit features an extended living area with a private front porch enclosed with windows and blinds, as well as an open-air patio in the back for your enjoyment. The kitchen is bright and airy, showcasing cabinetry, quartz countertops, and a cozy dining area.

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 15, Sarasota, FL 34242
  • /13

    $8,970 Per Month

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft
    • House for Rent

    6020 Midnight Pass Rd Unit 61, Sarasota, FL 34242

    Villa 61 at Aloha Kai warmly welcomes you with its cheerful coastal décor, designed to help you forget your worries and simply be happy. Its casual, comfortable style will make you feel right at home, while offering the luxury of both beach and pool access—you’ll just have to decide which you prefer. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 61, Sarasota, FL 34242
  • /18

    $8,370 Per Month

    • 2 Beds
    • 1 Bath
    • 836 Sq Ft
    • House for Rent

    6154 Midnight Pass Rd Unit 16, Sarasota, FL 34242

    This newly renovated state of the art Villa boasts a newly remodeled and fully equipped gourmet kitchen with granite countertops; new recessed lights, tile flooring and stainless steel appliances. King in Master bedroom and 2 Queens in guest bedroom, this unit can occupy up to 6 persons. For your added pleasure and convenience a new outdoor hot/cold rinse off shower is located in the rear of the

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit 16, Sarasota, FL 34242
  • /29

    $7,090 Per Month

    • 2 Beds
    • 2 Baths
    • 1,180 Sq Ft
    • House for Rent

    6047 E Peppertree Way Unit 224, Sarasota, FL 34242

    6047 is a Bayside Large Garden unit, located approximately 20 yards away from the Intercoastal Waterway. This property is a 30 night minimum. 2 Bedroom / 2 Bath unit. Approx. 1250 Sq. Ft. (1375 including the lanai) Bedding:Master Bedroom: KingGuest Bedroom: 2 Twins Electronics:Livingroom: 60 inch Flat PanelMaster Bedroom: 32 inch Flat PanelGuest Bedroom: 28 inch Flat Panel

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6047 E Peppertree Way Unit 224, Sarasota, FL 34242
  • /10

    $8,370 Per Month

    • 2 Beds
    • 1.5 Baths
    • 941 Sq Ft
    • House for Rent

    6154 Midnight Pass Rd Unit C09, Sarasota, FL 34242

    Welcome to our little oasis on Siesta Key. We have just completed a full remodel, so be one of the first to enjoy this home. Tastefully decorated in a beach theme, the unit is fully tiled, has granite countertops and, a walk-in shower. We also added a new half bath in the master bedroom. And for your convenience there is an outdoor shower. The air conditioning, insulation, and windows have been

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit C09, Sarasota, FL 34242
  • /78

    $9,975 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,497 Sq Ft
    • House for Rent

    3919 Roberts Point Rd, Sarasota, FL 34242

    Located on Siesta Key with just a 3 minute walk to Shell Beach, this 2-story home is available NOW & FURNISHED for an ANNUAL LEASE. The kitchen flows seamlessly with an OPEN LAYOUT into the expansive living and dining areas filled with NATURAL LIGHT from the large sliding glass doors opening to the SCREENED-IN LANAI. The POOL & HOT TUB/SPA, also screened-in, are framed by lush TROPICAL

    Benjamin Schwab KEYRENTER SARASOTA PROPERTY MANAGEMENT

    3919 Roberts Point Rd, Sarasota, FL 34242
  • /38

    $5,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,495 Sq Ft
    • Condo for Rent

    1391 Siesta Bayside Dr Unit 1391B, Sarasota, FL 34242

    Enjoy your vacation on Siesta Key in this spacious three bedroom/two bathroom vacation rental. This condo is turnkey furnished including washer/ dryer and private garage. Guests are walking distance away from private beach access to Siesta Key’s world-renowned white sandy beach on the Gulf of Mexico. Come stay with us and enjoy warm sunny Siesta Key.**Taxes and fees not included.

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1391 Siesta Bayside Dr Unit 1391B, Sarasota, FL 34242
  • /14

    $5,970 Per Month

    • 1 Bed
    • 1.5 Baths
    • 696 Sq Ft
    • House for Rent

    6020 Midnight Pass Rd Unit 30, Sarasota, FL 34242

    Renew your spirit and indulge in a beach getaway that celebrates the simple pleasures of life at Villa 30 at Aloha Kai. Unplug, put your feet up, and embrace the tranquility—whether it’s a leisurely walk on the beach, a refreshing swim in the pool, reading on the front porch, or grilling on the back patio. Your only task is to enjoy the day exactly as you please. Located on Siesta Key, a popular

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 30, Sarasota, FL 34242
  • /12

    $10,230 Per Month

    • 2 Beds
    • 2 Baths
    • 1,043 Sq Ft
    • Condo for Rent

    6154 Midnight Pass Rd Unit 301, Sarasota, FL 34242

    This beautiful condo, is right ON the beach! Siesta Key Beach, designated #1 beach in America, Unit #301 offers a superior, sweeping view of the entire 6 mile long, white sand (quartz) beach. Sliding glass doors open to the lanai and to the living room to allow for sea breezes and sounds of the surf. Each bedroom has the same dramatic view and you are just steps from the beach. Private Wireless

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit 301, Sarasota, FL 34242
  • /28

    $10,200 Per Month

    • 2 Beds
    • 2 Baths
    • 1,180 Sq Ft
    • House for Rent

    6042 W Peppertree Way Unit 224B, Sarasota, FL 34242

    his is a 3 bedroom, 2 bathroom, ground floor condo. Sleeps 6How about this location!! Gulf-side close to the Beach, Pool, Clubhouse and Fitness room.Lanai faces due west and you still have your privacy. Split Level unit with your own private one car garage, soaring living room ceiling, open kitchen silestone countertops throughout, new a/c, lanai has its own a/c split system; full size

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6042 W Peppertree Way Unit 224B, Sarasota, FL 34242
  • /26

    $7,850 Per Month

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Condo for Rent

    Unlisted Address

    FULLY FURNISHED AND INTERIOR DESIGNED 2 BEDROOM / 2 BATH UNIT now available in Harbor Towers on Siesta Key. This beautifully designed condo offers a total of 1,700 sq ft of indoor/outdoor living, including 1,152 sq ft of air-conditioned space and a spacious 540 sq ft private patio finished with travertine and turf. The unit features 9 ft ceilings, floor-to-ceiling windows, stylish furnishings,

    Andres Ospina Rivera LPT REALTY, LLC

    Unlisted Address
  • /21

    $6,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,324 Sq Ft
    • House for Rent

    6026 E Peppertree Way Unit 221A, Sarasota, FL 34242

    This property is a 30 night minimum.6026 EPW is a Large garden unit, located on the Bay-side of Midnight Pass.Open porch lanai. This specific unit has a garage.Located about 35 yards away from the Bay.Approx. 1250 Sq. Ft. (1350 including the lanai). Condo Summary:Bedding: Master bedroom: King - Guest Bedroom: 2 TwinsElectronics: Living room: 70 inch Flat Screen - Master

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6026 E Peppertree Way Unit 221A, Sarasota, FL 34242
  • /21

    $9,300 Per Month

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • Condo for Rent

    1327 Siesta Bayside Dr Unit 1327C, Sarasota, FL 34242

    This spacious, private and light-colored 2-bedroom/2-bathroom end unit has a lanai that overlooks a lake with frequent bird sightings. Walk right out to an inland waterway and fishing dock. A large, heated pool is just across from the unit. Beach accessories as well as fishing gear and bicycles are available in the private garage.THIS CONDO REQUIRES A TWO WEEK MINIMUM

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1327 Siesta Bayside Dr Unit 1327C, Sarasota, FL 34242
  • /22

    $5,370 Per Month

    • 1 Bed
    • 1 Bath
    • 708 Sq Ft
    • House for Rent

    6006 Midnight Pass Rd Unit 64, Sarasota, FL 34242

    Starting at $179/night! Step into your perfect getaway at this charming ground-floor 1-bedroom unit nestled within the Casa Mar complex, just steps from the beach off Midnight Pass Road. Relax on the screened lanai overlooking a tranquil courtyard, where not one but two inviting pools beckon you to unwind. A leisurely stroll along the sidewalk leads you straight to the sandy shores. Enjoy the

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6006 Midnight Pass Rd Unit 64, Sarasota, FL 34242
  • /14

    $7,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,110 Sq Ft
    • House for Rent

    6020 Midnight Pass Rd Unit 64, Sarasota, FL 34242

    Villa 64 at Aloha Kai is located on Siesta Key, a beloved barrier island on Florida’s West Coast. This comfortable and spacious unit features 2 bedrooms, 2 baths, and a set of twin bunk beds—perfect for families or groups. For your convenience, the villa also includes a washer and dryer. Aloha Kai is a family-friendly, gated resort community nestled in the heart of Crescent Beach, consistently

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 64, Sarasota, FL 34242
  • /12

    $8,340 Per Month

    • 2 Beds
    • 1.5 Baths
    • 836 Sq Ft
    • House for Rent

    6154 Midnight Pass Rd Unit D02, Sarasota, FL 34242

    Newly furnished and redecorated with a beachy vibe! Both bedrooms have new premium mattresses. Master bedroom has a king size mattress with 1.5 bath ensuite Second bedroom is furnished with two twin mattresses. Flat screen TVs in both bedrooms. Living room has two new Lazy Boy sofa sleepers. Individual in villa wi-fi. Just steps to one of the large pools on Siesta Key or choose a day on the beach

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit D02, Sarasota, FL 34242
  • /52

    $3,300 Per Month

    • 2 Beds
    • 2 Baths
    • 1,435 Sq Ft
    • Condo for Rent

    4822 Ocean Blvd Unit 5F, Sarasota, FL 34242

    Annual – Unfurnished | Gulffront Living on Siesta Key Live on the water and enjoy breathtaking Gulf views from this beautiful condo in Siesta Towers. This luxury 11-story, 65-unit beachfront building sits directly on the Gulf of Mexico, offering spectacular panoramic views and an unbeatable island lifestyle. The condo features an open floor plan filled with natural light from large sliding glass

    Cody Smith RENT SARASOTA

    4822 Ocean Blvd Unit 5F, Sarasota, FL 34242
  • /19

    $8,370 Per Month

    • 2 Beds
    • 1 Bath
    • 744 Sq Ft
    • House for Rent

    6020 Midnight Pass Rd Unit 31, Sarasota, FL 34242

    You’ll love the light, bright coastal décor of the beautifully appointed and inviting Villa 31 at Aloha Kai. This little piece of paradise offers effortless living and a stay so enjoyable, leaving feels impossible. Located on Siesta Key, a popular barrier island on Florida’s West Coast, Aloha Kai is a family-friendly gated resort community nestled in the heart of Crescent Beach—the number one

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 31, Sarasota, FL 34242
  • /29

    $3,200 Per Month

    • 2 Beds
    • 2 Baths
    • 1,131 Sq Ft
    • House for Rent

    5141 Saint Albans Ave, Sarasota, FL 34242

    Available on an annual basis, come escape to relaxed island living in this elevated 2-bedroom, 2-bathroom Siesta Key cottage. Tucked away on a quiet, tree-lined street and set on a large lot with tropical landscaping and low maintenance, it offers both privacy and ease. Just 2 miles from Siesta Key Beach, it’s an easy bike ride or drive to the world-famous white sands, making beach days

    Anthony Dalesandro BRIGHT REALTY

    5141 Saint Albans Ave, Sarasota, FL 34242
  • /43

    $9,500 Per Month

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

    5400 Ocean Blvd Unit 10-02, Sarasota, FL 34242

    Welcome to The Terrace 10-2 on Siesta Key, a fully renovated 10th-floor beachfront condo offering some of the most breathtaking panoramic views on Florida’s Gulf Coast. Designed by the renowned architect Frank Folsom Smith, The Terrace stands as one of Siesta Key’s most architecturally significant landmarks, combining mid-century sophistication with timeless coastal beauty. The Space This

    Sean Altice ALTEZ VACATIONS, LLC

    5400 Ocean Blvd Unit 10-02, Sarasota, FL 34242
  • /18

    $8,970 Per Month

    • 2 Beds
    • 2 Baths
    • 1,190 Sq Ft
    • House for Rent

    6154 Midnight Pass Rd Unit B06, Sarasota, FL 34242

    Casa Blanca Beach Resort includes Gulf-front Apartments and Private Villas. Each villa and apartment are individually owned. The minimum stay is 5 or 7 nights, depending on the owner. Every Unit at Casa Blanca is individually decorated and fully furnished including all cookware and linens including beach towels. They have individually controlled AC/Heating and color cable TVs, WIFI, telephones

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit B06, Sarasota, FL 34242
  • /24

    $12,600 Per Month

    • 2 Beds
    • 2 Baths
    • 1,144 Sq Ft
    • House for Rent

    301 Avenida Madera Unit B, Sarasota, FL 34242

    Welcome to your perfect island getaway at 301 Avenida Madera #B, ideally located in the heart of Siesta Key—this is truly THE location! Just steps from popular spots like Village Cafe and The Hub Baja Grill, and only a short walk to the world-famous Siesta Key Beach, this beautifully updated 2-bedroom, 2-bath home offers the perfect blend of comfort and coastal charm. Inside, you’ll find a bright

    Robert Bevington SHOWTIME REALTY

    301 Avenida Madera Unit B, Sarasota, FL 34242
  • /22

    $7,470 Per Month

    • 1 Bed
    • 1 Bath
    • 612 Sq Ft
    • House for Rent

    6020 Midnight Pass Rd Unit 5, Sarasota, FL 34242

    If you’re seeking a peaceful beach hideaway, Villa 5 at Aloha Kai is the perfect escape. Featuring tropical decor, this inviting villa encourages you to kick off your shoes, slip into your bathing suit, and head to the pool or beach. Enjoy the tranquility of the front porch while listening to early morning birdsong or the gentle afternoon breezes. Located on Siesta Key, a popular barrier island

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 5, Sarasota, FL 34242
  • /53

    $5,000 Per Month

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

    6006 Midnight Pass Rd Unit 16, Sarasota, FL 34242

    Beachfront Bliss at Casa Mar – Siesta KeyDreaming of a Siesta Key getaway? Welcome to Unit 15 at Casa Mar, a charming 1BR/1BA beachfront condo that offers the perfect mix of relaxation and resort-style fun.Step outside and enjoy exclusive access to Casa Mar’s private stretch of quartz-white sand, complete with lounge chairs for sunbathing and unforgettable Gulf views. Cool off with a swim

    Robert Bevington SHOWTIME REALTY

    6006 Midnight Pass Rd Unit 16, Sarasota, FL 34242
  • /19

    $5,070 Per Month

    • 1 Bath
    • 420 Sq Ft
    • House for Rent

    6006 Midnight Pass Rd Unit 29, Sarasota, FL 34242

    Starting at $169/night. Discover the perfect beach getaway at our charming studio on beautiful Siesta Key, just steps from the world-famous white sands of Siesta Beach. Ideal for couples or solo travelers, this cozy and well-appointed retreat offers everything you need for a relaxing escape. Nestled in the heart of Siesta Key, you’ll be within easy walking distance of the beach, local shops, and

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6006 Midnight Pass Rd Unit 29, Sarasota, FL 34242
  • /11

    $8,070 Per Month

    • 1 Bed
    • 1 Bath
    • 757 Sq Ft
    • Apartment for Rent

    6154 Midnight Pass Rd Unit 103, Sarasota, FL 34242

    Enjoy unobstructed views of the Gulf of Mexico and the white sand of Siesta Key Beach from the 1st floor of this tastefully decorated one bedroom, one bath apartment with tile throughout. Enjoy morning coffee and stunning sunsets on the lanai every day! Newly updated fully equipped kitchen. The property offers one of the largest pools on Siesta Key. Come in, unpack and relax! Siesta Key Beach has

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit 103, Sarasota, FL 34242
  • /10

    $8,970 Per Month

    • 2 Beds
    • 2 Baths
    • 1,064 Sq Ft
    • House for Rent

    6154 Midnight Pass Rd Unit 18, Sarasota, FL 34242

    Welcome to D18 one of the closest to the beach among the villas.” It consists of two bedrooms and two full bathrooms, each of which contain a walk-in shower. The master bedroom has a king size bed while the second bedroom has a twin and a queen bed. The villa owners regularly update the unit for the comfort of the guests, which includes a TV in the master bedroom and a large screen TV in the main

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit 18, Sarasota, FL 34242
  • /29

    $8,010 Per Month

    • 2 Beds
    • 2 Baths
    • 1,310 Sq Ft
    • House for Rent

    1205 E Peppertree Dr Unit 232, Sarasota, FL 34242

    This 2 bedroom, 2 bath is a bay-side townhouse with interior stairs and is approximately 100 yards from the Intracoastal waterway.The master bedroom is upstairs and offers a king bed, a workspace, and beautiful windows to the green gardens outside. The en suite master bathroom has two sinks and a shower/tub combination.The guest bedroom is upstairs and offers 2 twin beds, and the en suite

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1205 E Peppertree Dr Unit 232, Sarasota, FL 34242
  • /16

    $10,770 Per Month

    • 4 Beds
    • 4 Baths
    • 1,552 Sq Ft
    • House for Rent

    6020 Midnight Pass Rd Unit 52B, Sarasota, FL 34242

    Villa 52N at Aloha Kai offers the perfect escape for your next beach vacation, featuring three comfortable bedrooms and the convenience of an in-unit washer and dryer. Located on Siesta Key—a popular barrier island along Florida’s breathtaking West Coast—this villa is part of Aloha Kai, a family-friendly, gated resort community nestled in the heart of Crescent Beach, consistently ranked the

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 52B, Sarasota, FL 34242
  • /29

    $9,500 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,310 Sq Ft
    • Townhouse for Rent

    1207 E Peppertree Dr Unit 231, Sarasota, FL 34242

    This 3 bedroom, 3 bath is a townhouse on the bay side of Midnight Pass and is approximately 100 yards from the Intracoastal waterway.The master bedroom has a king bed, a large TV, a ceiling fan, and an en suite bathroom. The master bathroom has a quartz counter, recessed lighting, and a tub/shower combination.The first guest bedroom has a queen bed, a ceiling fan, and a 3/4 guest

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1207 E Peppertree Dr Unit 231, Sarasota, FL 34242
  • /26

    $7,000 Per Month

    • 2 Beds
    • 11 Baths
    • 1,163 Sq Ft
    • Condo for Rent

    1200 E Peppertree Ln Unit 602, Sarasota, FL 34242

    This property is a 30 night minimum.1200-602 is a Penthouse unit in a Bay-side Mid-rise, located approximately 150 yards away from the Bay with a view of the waterway and downtown Sarasota in the distance. Approx. 1200 Sq. Ft. (1462 including the lanai)Lanai has a twin daybed with a trundle, eating area, and desk setup for remote work. Assigned covered parking located in parking garage

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1200 E Peppertree Ln Unit 602, Sarasota, FL 34242
  • /40

    $11,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,495 Sq Ft
    • Condo for Rent

    1304 Siesta Bayside Dr Unit 1304B, Sarasota, FL 34242

    Gulf & Bay Club Bayside offers resort-style amenities, including two heated pools, tennis courts, and lush landscapes. With easy access to Siesta Key's renowned beaches, this condo epitomizes the pinnacle of coastal living, where luxury, comfort, and stunning bay vistas converge to create an unparalleled living experience.Guest reservations include beach tags, giving you private beach

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1304 Siesta Bayside Dr Unit 1304B, Sarasota, FL 34242
  • /46

    $12,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,282 Sq Ft
    • Condo for Rent

    20 Whispering Sands Dr Unit 903, Sarasota, FL 34242

    Looking for the perfect vacation get-a-way with expansive views of the Gulf of Mexico? Do you long to fall asleep to the sounds of the surf? Look no further than this stunningly remodeled 2 bed, 2 bath condo in the Whispering Sands Community. This wonderful 55+ community offers you the convenience of village living but is very peaceful and private at the same time. Leave the hustle and bustle of

    Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

    20 Whispering Sands Dr Unit 903, Sarasota, FL 34242
  • /48

    $6,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,724 Sq Ft
    • House for Rent

    4830 Higel Ave, Sarasota, FL 34242

    More pictures to come, waiting for the rest of the furniture to arrive. Florida charm at it’s best in this turnkey furnished vacation home on Siesta Key. The home is a mid-century in the style of the Sarasota School of Architecture. The home is on 1/3 of an acre on the Grand Canal with a dock and kidney-shaped heated pool. The new hardwood flooring and new impact windows make this home bright and

    toyia Youtzy JENNETTE PROPERTIES, INC.

    4830 Higel Ave, Sarasota, FL 34242
  • /30

    $7,700 Per Month

    • 2 Beds
    • 2 Baths
    • 1,130 Sq Ft
    • Condo for Rent

    1260 Siesta Bayside Dr Unit 1260A, Sarasota, FL 34242

    A spacious two bedroom/two bath ground floor home with attached garage. Relax on the private south-facing lanai overlooking a lake featuring a fountain and frequent visits by numerous water birds. After a long day enjoy HDTV and high-speed internet ready to stream your favorite programs. Wireless internet is also available throughout Bayside and at the pools. The living area is tiled, and the

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1260 Siesta Bayside Dr Unit 1260A, Sarasota, FL 34242
  • /22

    $9,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,163 Sq Ft
    • Apartment for Rent

    1055 W Peppertree Dr Unit 106AA, Sarasota, FL 34242

    Indulge in coastal luxury with this beautifully decorated Gulfside unit nestled on the 1st floor of a stunning high-rise. With hardwood floors throughout and thoughtfully curated decor, this retreat offers the perfect blend of elegance and comfort. Step into the spacious living area, where natural light floods through large windows, illuminating the stylish furnishings and inviting ambiance. The

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1055 W Peppertree Dr Unit 106AA, Sarasota, FL 34242
  • /15

    $8,010 Per Month

    • 1 Bed
    • 1 Bath
    • 975 Sq Ft
    • House for Rent

    6061 E Peppertree Way Unit 116, Sarasota, FL 34242

    This property is a 30 night minimum.This 2 bedroom, 1 bath is a second floor garden unit on the bay side of Midnight Pass, and is approximately 15 yards from the Intracoastal waterway.The master bedroom has a queen bed and a 40 inch TV. The master bathroom has a tub/shower combination with a sliding glass door.The guest bedroom has 2 twin beds, a ceiling fan, and window with natural

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6061 E Peppertree Way Unit 116, Sarasota, FL 34242
  • /27

    $6,400 Per Month

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

    1250 N Portofino Dr Unit 107, Sarasota, FL 34242

    This 2 bedroom, 2 bath condo in this popular 55+ community, is conveniently located on the ground floor next to the club house and swimming pool, and features new appliances, granite counter tops and ceramic flooring. Queen size bed in the Master with a full wall length closet for guests. The walk-in closet is reserved for the Owners. The guest bedroom has 2 single beds that can be combined to

    Margaret Young JENNETTE PROPERTIES, INC.

    1250 N Portofino Dr Unit 107, Sarasota, FL 34242
  • /79

    $7,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,439 Sq Ft
    • House for Rent

    4852 Featherbed Ln, Sarasota, FL 34242

    SIESTA KEY, Sarasota, Single Family Pool Home....Well-positioned for convenience and natural attractions . . . and dinners are breezy on your patio! The advantages of this appealing home in the Siesta area of Siesta Key become apparent while you are still walking the perimeter. The clear blue pool and the patio are a perfect pairing of amenities, supporting a variety of social activities and

    Jane Hunter JENNETTE PROPERTIES INC

    4852 Featherbed Ln, Sarasota, FL 34242
  • /65

    $3,500 Per Month

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

    1250 N Portofino Dr Unit 303, Sarasota, FL 34242

    Available for season 2026! Welcome to Coastal Living at its finest, perfectly nestled on the sought after barrier island of Siesta Key. Updated unit offers serene water views, abundant natural light and the relaxed elegance that defines Florida living. Located in a meticulously maintained waterfront community, this spacious unit features an open and inviting layout ideal for seasonal

    Angela Bailey MONARCH PROPERTY GROUP LLC

    1250 N Portofino Dr Unit 303, Sarasota, FL 34242

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