3,927

Sarasota, FL Homes for Rent with Community Pool

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  • /41

    $2,000 Per Month

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

    3269 Beneva Rd Unit 102B, Sarasota, FL 34232

    If you are looking for a comfortable place to enjoy Sarasota without stretching your budget, this inviting first-floor condo in Village Brooke is an excellent choice. Located in a friendly and established community, this home offers a relaxed setting that makes it easy to settle in and feel at home. The condo features a well-designed kitchen with attractive counters and a convenient pass-through

    Domanic Calamese KW COASTAL LIVING III

    3269 Beneva Rd Unit 102B, Sarasota, FL 34232
  • /37

    $2,500 Per Month

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

    850 S Tamiami Trail Unit 409, Sarasota, FL 34236

    This beautifully furnished one-bedroom, one-bathroom ground-floor condominium is available for occupancy from June 1, 2026 through March 31, 2027. Located in the highly desirable Central Park II community in downtown Sarasota, this residence offers both comfort and convenience in a prime location. The unit features tasteful furnishings, a well-appointed kitchen with all major appliances, and easy

    Cody Smith RENT SARASOTA

    850 S Tamiami Trail Unit 409, Sarasota, FL 34236
  • /22

    $9,550 Per Month

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Apartment for Rent

    1125 W Peppertree Dr Unit 407, Sarasota, FL 34242

    Discover modern comfort in this stylishly updated 2BR/2BA vacation rental condo. Perfect for relaxation and rejuvenation, this well-appointed space offers everything you need for a memorable getaway. Enjoy garden views from the lanai. Modern amenities include new coastal-inspired furniture and stainless steel appliances. Enjoy community pool access for refreshing dips after beach days. Bask in

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1125 W Peppertree Dr Unit 407, Sarasota, FL 34242
  • /17

    $1,795 Per Month

    • 2 Beds
    • 2 Baths
    • 1,119 Sq Ft
    • Condo for Rent

    4028 Crockers Lake Blvd Unit 11, Sarasota, FL 34238

    Annual rental available! This ground-floor, two-bedroom, two-bath condominium is located in the desirable Vintage Grand community in Palmer Ranch. The unit features a screened-in lanai with an attached storage closet, an in-unit washer and dryer, and a nicely updated kitchen and bathrooms. Residents enjoy a wide range of community amenities, including two swimming pools, a hot tub, scenic walking

    Jaime Barcelo GULF COAST REALTY & MANAGEMENT

    4028 Crockers Lake Blvd Unit 11, Sarasota, FL 34238
  • /26

    $5,200 Per Month

    • 1 Bed
    • 1.5 Baths
    • 1,070 Sq Ft
    • Condo for Rent

    800 N Tamiami Trail Unit 905, Sarasota, FL 34236

    LOCATION, LOCATION, LOCATION. Beautiful turnkey furnished condo available to rent in the sought after community of the Alinari. This one bedroom, two full bathroom property has an open floor plan, living room/dining room/kitchen combination and an office nook. The kitchen has solid stone counter tops, a closet pantry, stainless steel appliances, lots of cabinet and counter space and breakfast

    C. Alison Hunter JENNETTE PROPERTIES INC

    800 N Tamiami Trail Unit 905, Sarasota, FL 34236
  • /35

    $4,995 Per Month

    • 2 Beds
    • 2 Baths
    • 1,333 Sq Ft
    • Condo for Rent

    8951 Veranda Way Unit 625, Sarasota, FL 34238

    Still available for May 2026. Live the Florida Country Club Lifestyle! Completely renovated and redesigned 18-hole golf course. This 2 bedroom, 2 bath turnkey furnished condo is located in the gated community of Stoneybrook. This community features a premier golf course, Har-Tru tennis facilities, fitness center, heated pool/spa, full-service restaurant and bar all within this very active

    Maureen Plichta STRINGER MANAGEMENT INC

    8951 Veranda Way Unit 625, Sarasota, FL 34238
  • /50

    $3,000 Per Month

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

    750 N Tamiami Trail Unit 205, Sarasota, FL 34236

    TALK ABOUT LOCATION!! Lovely Sarasota condo for rent in the desired community of the Renaissance. This neat as a pin one bedroom, one bathroom unit has a living room/dining room combination, extra wide galley kitchen, lots of storage space and a full sized washer/dryer. The kitchen has stainless appliances, quartz countertops, closet pantry, a pass through to the dining room and plenty of counter

    C. Alison Hunter JENNETTE PROPERTIES INC

    750 N Tamiami Trail Unit 205, Sarasota, FL 34236
  • /32

    $6,000 Per Month

    • 2 Beds
    • 3 Baths
    • 2,106 Sq Ft
    • Townhouse for Rent

    7263 Regina Royale Unit 3, Sarasota, FL 34238

    Fabulous 2 BR 3 BA situated on a Lake in beautiful, serene Prestancia, directly opposite 8th hole of the course. This villa-style townhome features an updated eat-in kitchen with stainless steel appliances. Light, bright and inviting, tastefully decorated. Bonus loft. There is a community heated pool and hot tub. Only 12 minutes from Siesta Key, rated one of America's top beaches. Perfect

    Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

    7263 Regina Royale Unit 3, Sarasota, FL 34238
  • /19

    $1,695 Per Month

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • House for Rent

    2664 Woodgate Ln Unit D2, Sarasota, FL 34231

    This furnished or unfurnished 2-bedroom, 2-bath villa is centrally located just minutes from stunning beaches, Sarasota Memorial Hospital, downtown Sarasota, and the vibrant Gulf Gate area. Located in Pinewood Village, residents enjoy access to community amenities including a heated pool, clubhouse, fitness room, and shuffleboard courts. Included in the rent is cable TV and water/sewer. Furnished

    Maureen Plichta STRINGER MANAGEMENT INC

    2664 Woodgate Ln Unit D2, Sarasota, FL 34231
  • /96

    $4,500 Per Month

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

    1257 S Portofino Dr Unit 38, Sarasota, FL 34242

    Welcome to Siesta Harbor! Siesta Key Turnkey furnished ground floor 2/2 condo. Remodeled with beautiful kitchen, new stainless steel appliances, granite countertops, remodeled bathrooms and nice décor. King bed in master bedroom, two twins in second bedroom. One month minimum rental. This over 55 community is ideal for your island beach vacation. Enjoy a cocktail or your morning coffee from the

    Kay Esposito SIGNATURE REALTY ASSOCIATES

    1257 S Portofino Dr Unit 38, Sarasota, FL 34242
  • /36

    $18,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,370 Sq Ft
    • House for Rent

    1001 Point of Rocks Rd Unit 212, Sarasota, FL 34242

    Villa 212 at Siesta Sands invites you to enjoy a peaceful coastal escape designed for comfort and relaxation. Bright and welcoming, this charming villa features an open layout filled with natural light and a breezy, beach-inspired atmosphere that makes it easy to unwind as soon as you arrive. The fully equipped kitchen and cozy living spaces are ideal for both casual meals and laid-back evenings.

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1001 Point of Rocks Rd Unit 212, Sarasota, FL 34242
  • /31

    $6,500 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,837 Sq Ft
    • Condo for Rent

    650 Golden Gate Point Unit 301, Sarasota, FL 34236

    FABULOUS SUMMER RENTAL IN GATED BOUTIQUE BUILDING OF ONLY 14 RESIDENCES. AVAILABLE OFF SEASON ONLY. 5//19/2026 THROUGH 12/15/2026 $6500. 3 month minimal. FABULOUS UNOBSTRUCTED MARINA VIEWS, FULL BAY VIEWS AND TWINKLING CITY LIGHTS. GOLDEN GATE POINT IS A 22 ACRE PRIVATE PENINSULA. WALK 4 BLOCKS TO DOWTOWN SARASOTA FOR CUISINE DINING, BOUTIQUE SHOPPING, OPERA, FLORIDA STUDIO THEATRE AND MARINA

    Marni Hayden CHROME REALTY LLC

    650 Golden Gate Point Unit 301, Sarasota, FL 34236
  • /40

    $10,000 Per Month

    • 3 Beds
    • 2 Baths
    • 2,152 Sq Ft
    • House for Rent

    1165 Morningside Place, Sarasota, FL 34236

    Mid-Century Modern Beach Escape on Lido Key with Newly Remodeled Bathrooms! Welcome to your perfect coastal getaway! This stunning beach house in Lido Shores on Lido Key, Florida offers the ideal blend of modern comfort and island charm. Whether you’re here for a family vacation, a romantic retreat, or a long weekend with friends, this home has everything you need to relax and

    Rian Carver FINE PROPERTIES

    1165 Morningside Place, Sarasota, FL 34236
  • /32

    $2,950 Per Month

    • 2 Beds
    • 2 Baths
    • 1,125 Sq Ft
    • Condo for Rent

    5611 Summer Side Ln Unit 46B, Sarasota, FL 34231

    Monthly rate advertised subject to length and 3+ months off season lease. October and later in season rate of $4500 and up to $6500 for December January and February. Subject to change and other terms of the lease contract. pricing inquiries. Prices are subject to change due to availability, duration of stay and months chosen. This fully furnished 2-bedroom, 2-bathroom condo invites you to stay

    William Ol OHL LLC

    5611 Summer Side Ln Unit 46B, Sarasota, FL 34231
  • /21

    $1,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,316 Sq Ft
    • Condo for Rent

    5601 Rosehill Rd Unit 201, Sarasota, FL 34233

    2 Bedroom 2 Bath condominium conveniently located in Admirals Walk. Spacious living room and dining area are completely open to the kitchen for easy entertaining. Master suite features a large vanity with tub/shower combination new fixtures and walk-in closet. The guest suite offers its own private bath. Full-size washer and dryer in unit. Enjoy the wildlife from the pretty lake just steps from

    Krzysztof Sychowski DALTON WADE INC

    5601 Rosehill Rd Unit 201, Sarasota, FL 34233
  • /26

    $7,000 Per Month

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

    1125 W Peppertree Dr Unit 702, Sarasota, FL 34242

    This property is a 30 night minimum. This 2 bedroom, 2 bath is in a Gulf-side High-rise unit, located approximately 175 yards from Crescent Beach.The master bedroom has a king bed, a 20 inch TV, a ceiling fan, and beautiful views of the beach through the lanai sliding glass doors. The master bathroom has a tub/shower combination with updated finishes and grab bars.The guest bedroom has a

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1125 W Peppertree Dr Unit 702, Sarasota, FL 34242
  • /27

    $4,395 Per Month

    • 2 Beds
    • 2 Baths
    • 1,480 Sq Ft
    • House for Rent

    2310 Canalbluff Place Unit V-287, Sarasota, FL 34231

    This 55+ community has so many amenities for the seasonal visitor to enjoy. There is a great clubhouse with full kitchen, meeting room, library. billiard room, fitness center, shuffleboard, large heated pool, and marina., which connects to the Gulf, via Phillippi Creek, and Sarasota Bay. There is a very social setting with communal activities for all owners and guests to enjoy. It is less than 3

    Robin Turner WATERSIDE REALTY LLC

    2310 Canalbluff Place Unit V-287, Sarasota, FL 34231
  • /64

    $12,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft
    • House for Rent

    1905 Tulip Dr, Sarasota, FL 34239

    Welcome to the Siesta Stunner! This 1950s pool home has been completely remodeled down to the studs w/ designer finishes & furnishings & high ceilings throughout. A short walk or bike ride will get you onto Siesta Key & the house is walkable to both Publix & the Siesta Key Mall! The space is light and bright thanks to the 10ft ceilings, abundant windows and southern exposure. Upon entering the

    Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

    1905 Tulip Dr, Sarasota, FL 34239
  • /21

    $1,500 Per Month

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

    4049 Crockers Lake Blvd Unit 25, Sarasota, FL 34238

    Updated 1br - 1bath FURNISHED optional, second floor with vaulted ceilings. patio and storage closet included. Community offers two pools, spa, tennis, fitness room. Located near Costco, movie theater, legacy bike trail, 6 miles to siesta key, next to public transportation, Steps to YMCA. Unit includes new Washer & Dryer, new A/C (2 years old), new Fridge,new roof, and new windows.

    Joseph Stephens ONE STEP AHEAD REALTY INC

    4049 Crockers Lake Blvd Unit 25, Sarasota, FL 34238
  • /30

    $6,100 Per Month

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Condo for Rent

    1255 E Peppertree Dr Unit 601, Sarasota, FL 34242

    255-601 is a Bay-side Mid-rise unit, located approximately 75 yards away from the Bay.This unit does not have a bed in the guest bedroom, it will have a sleeper sofa. Open kitchen floor plan with stainless steel appliances. Open porch lanai. Guest bedroom TV is mounted on the wall. Dual sink vanity in the master bathroom, seat in the master bathroom shower. Assigned covered parking located in

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1255 E Peppertree Dr Unit 601, Sarasota, FL 34242
  • /53

    $6,700 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,609 Sq Ft
    • Property for Rent

    4425 Lords Dr, Sarasota, FL 34231

    One of a kind residence surrounded by botanical splendor offered for vacation or seasonal rental. Whether visiting Sarasota for its stunning white sand beaches or business you will find unparalleled privacy, while close to everything, the vibrant downtown, restaurants, shopping, hospitals, comparable to none. Beautiful furnishings, artistry and designer luxury oozes from every corner. Three

    Diann Thelen GULF COAST RENTAL HOMES&CONDOS

    4425 Lords Dr, Sarasota, FL 34231
  • /24

    $2,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,954 Sq Ft
    • Townhouse for Rent

    3429 Parkridge Cir Unit 19-103, Sarasota, FL 34243

    Freshly painted townhome in gated community of Parkridge. Great location to everything off of University Parkway, over 32 restaurants, Detwiler's farmer market, movie theater, UTC Mall 8 min, Super target 8 min, Best Buy, Dicks Sports, walk to Publix and so much more. This 3 bedroom townhome has spacious living area, bright kitchen in the front with eat-in area. Nice pass through from the kitchen

    toyia Youtzy JENNETTE PROPERTIES, INC.

    3429 Parkridge Cir Unit 19-103, Sarasota, FL 34243
  • /9

    $7,500 Per Month

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

    6154 Midnight Pass Rd Unit 15, Sarasota, FL 34242

    njoy your stay at our remodeled private (no shared walls) detached large 2 bedroom 2 bath villa on Siesta Key (Villa "C15" at Casa Blanca Vacation Rentals (CBVR) - no common walls, 1100 sq ft, sleeps 6). We remodeled C15 with a new air conditioner system, kitchen appliances, bedroom/living room/dining room/lanai furniture, new mattresses & Laura Ashley bedding, new plates/dishes/glasses, new

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6154 Midnight Pass Rd Unit 15, Sarasota, FL 34242
  • /70

    $12,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,389 Sq Ft
    • Condo for Rent

    1355 S Portofino Dr Unit 103, Sarasota, FL 34242

    Discover this exceptional 2-bedroom, 2-bathroom condo, perfectly positioned for the ultimate Florida coastal escape. Step out onto your dual balconies—one on the side and one in the back—offering breathtaking, unobstructed views of the serene Intracoastal Waterway. Watch boats glide by, spot dolphins playing, and soak in stunning the stunning views from your own private vantage points. This

    Teresa Ribaudo JENNETTE PROPERTIES INC

    1355 S Portofino Dr Unit 103, Sarasota, FL 34242
  • /24

    $1,600 Per Month

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

    3121 Longmeadow Unit 5, Sarasota, FL 34235

    Available turn key furnished begining September 1st 2026 and Snowbird season 2027.. The villa can also be rented month to month. Welcome to one of the best kept secrets in Sarasota. The Meadows is a beautiful 1650 acres community, with 13 miles of trails lined with breathtaking grand oak trees and lakes, three 18 hole golf courses, a driving range, a practice putting green, Olympic sized pool,

    Anthony Almengual BRIGHT REALTY

    3121 Longmeadow Unit 5, Sarasota, FL 34235
  • /43

    $2,950 Per Month

    • 3 Beds
    • 2 Baths
    • 1,628 Sq Ft
    • House for Rent

    3425 Fairview Dr, Sarasota, FL 34239

    ANNUAL FURNISHED 3 BEDROOM PLUS DEN POOL HOME AVAILABLE FOR ANNUAL LEASE IN SOUTH GATE! (Owner will consider unfurnishing the home.) The fully updated home has a beautiful kitchen with granite counters and stainless-steel appliances, modern bathrooms featuring matching granite, a walk-in closet in the primary bedroom, an open floor plan with a spacious great room adjacent to the kitchen, and a

    Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3425 Fairview Dr, Sarasota, FL 34239
  • /60

    $3,950 Per Month

    • 2 Beds
    • 2 Baths
    • 1,264 Sq Ft
    • House for Rent

    131 Whispering Sands Cir Unit V33, Sarasota, FL 34242

    Live the Siesta Key lifestyle in this beautifully updated 2-bedroom, 2-bath residence offering approximately 1,600 sq ft of usable living space, tucked inside one of the island’s most desirable 55+ Gulf-front communities, just a short stroll to Siesta Key Village. The additional square footage comes from a fully finished garage complete with A/C and a built-in Murphy bed, creating the perfect

    Curtis Ware KW COASTAL LIVING III

    131 Whispering Sands Cir Unit V33, Sarasota, FL 34242
  • /81

    $9,000 Per Month

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

    4822 Ocean Blvd Unit 2F, Sarasota, FL 34242

    Gulf Views!!Siesta Key! This captivating 2-bedroom, 2-bathroom condominium is found in Siesta Towers in Siesta Key and is close to restaurants and outdoor recreation. The complex is an easy pedestrian distance to Siesta Key Village, and convenient to Siesta Key Beach. The interior welcomes you with stylish fixtures blending seamlessly with bounteous window light and neutral decor. The large

    Jane Hunter JENNETTE PROPERTIES INC

    4822 Ocean Blvd Unit 2F, Sarasota, FL 34242
  • /44

    $12,630 Per Month

    • 2 Beds
    • 2 Baths
    • 1,370 Sq Ft
    • House for Rent

    1001 Point of Rocks Rd Unit 512, Sarasota, FL 34242

    Villa 512 at Siesta Sands offers a charming beachside retreat where comfort and simplicity take center stage. Light-filled and welcoming, this thoughtfully designed villa features an open layout and a breezy coastal style that makes it easy to settle in and start enjoying your stay. The kitchen and living areas are designed for convenience and relaxation, perfect for slow mornings and easy

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    1001 Point of Rocks Rd Unit 512, Sarasota, FL 34242
  • /33

    $8,500 Per Month

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

    1364 Siesta Bayside Dr Unit 1364C, Sarasota, FL 34242

    Embrace coastal living in this inviting 2-bedroom, 2-bathroom first-level condo nestled within the prestigious Gulf & Bay Club Bayside in Siesta Key, Florida. Step inside to discover a thoughtfully designed space adorned with coastal-inspired décor and an abundance of natural light. The open-concept layout seamlessly connects the living, dining, and kitchen areas, creating an ideal space for

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1364 Siesta Bayside Dr Unit 1364C, Sarasota, FL 34242
  • /72

    $6,500 Per Month

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

    1250 N Portofino Dr Unit 102, Sarasota, FL 34242

    Available January to April 1, 2026! Beautiful two bedroom, two bath spacious condo. Furnished lanai with view of the Harbor and the Intracoastal Waterway - rarely available! Fifty-five+ community. Easy walk to deeded beach access to Siesta Key, the Number One Beach in the Country! Heated Outdoor Pool and Spa, Saunas, Modern Clubhouse, Patio Seating Area on the canal and our own Siesta Harbor

    Judith Guzzi JUDITH GUZZI & ASSOCIATES LLC

    1250 N Portofino Dr Unit 102, Sarasota, FL 34242
  • /28

    $1,950 Per Month

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft
    • Condo for Rent

    5662 Gardens Dr Unit 104, Sarasota, FL 34243

    Enjoy the tranquil setting of this spacious 2Bed/2Bath first floor condo with beautiful views of trees and pond from every room! Freshly painted with new tile throughout. New wood vanities with granite tops in both bathrooms, master bathroom has new walk in shower. New remolded kitchen and new appliances. Gardens is a very friendly community with activities in their clubhouse by the heated pool.

    toyia Youtzy JENNETTE PROPERTIES, INC.

    5662 Gardens Dr Unit 104, Sarasota, FL 34243
  • /68

    $13,000 Per Month

    • 5 Beds
    • 3.5 Baths
    • 3,223 Sq Ft
    • House for Rent

    1359 Harbor Dr, Sarasota, FL 34239

    STUNNING UNFURNISHED SINGLE FAMILY HOME IN THE SOUGHT AFTER COMMUNITY OF HARBOR ACRES IS AVAILABLE TO RENT!!! This is the one you've been looking for! Renovated from top to bottom this home has all the bells and whistles with a contemporary design, spacious floor plan, two stories, split bedrooms and a private second floor primary bedroom. The kitchen is truly the heart of this home with two

    C. Alison Hunter JENNETTE PROPERTIES INC

    1359 Harbor Dr, Sarasota, FL 34239
  • /21

    $8,010 Per Month

    • 2 Beds
    • 2 Baths
    • 1,314 Sq Ft
    • Townhouse for Rent

    6023 W Peppertree Way Unit 235, Sarasota, FL 34242

    This property is a 30 night minimum.6023 WPW is a Gulf-side Townhouse unit, located approx. 60 yards away from Crescent Beach.Living room TV is mounted on the wall. This unit will have a flight of stairs.Approx. 1400 Sq. Ft. (1500 including the lanai) Condo Summary:Bedding: Master Bedroom: King - Guest Bedroom: 2 TwinsElectronics: Living-room: 32 inch Flat Panel - Master

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6023 W Peppertree Way Unit 235, Sarasota, FL 34242
  • /55

    $5,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,080 Sq Ft
    • House for Rent

    4946 Commonwealth Dr, Sarasota, FL 34242

    Available as a monthly rental in May, August, September, October, November and December 2026 only!Discover your perfect slice of "Island Time" at Just Breathe, a serene 3 bedroom, 2.5 bathroom home nestled directly on a peaceful Siesta Key canal. From the moment you arrive, you'll feel the world melt away as you step into this ultimate beach house getaway designed for relaxation and fun.

    Beth Dilley ASCENDIA REAL ESTATE

    4946 Commonwealth Dr, Sarasota, FL 34242
  • /42

    $1,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,049 Sq Ft
    • Condo for Rent

    1877 Toucan Way Unit 400, Sarasota, FL 34232

    AVAILABLE MAY 1, 2026. Tasteful turnkey-furnished 2-bedroom 2-bath condo. Located in centrally-located Vistas on Beneva with large resort-style pool and fitness center with a view of the Palms public golf course at Forest Lakes. Close to shopping, excellent restaurants, art, theater and music in downtown Sarasota and close to the #1 beach on Siesta Key and Lido Key. Fully-equipped kitchen, dishes

    Carolyn Donnelly COLDWELL BANKER REALTY

    1877 Toucan Way Unit 400, Sarasota, FL 34232
  • /36

    $9,500 Per Month

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

    1339 Siesta Bayside Dr Unit 1339C, Sarasota, FL 34242

    Welcome to your elevated sanctuary in paradise – a second-floor two-bedroom condo at Gulf & Bay Bayside on the enchanting Siesta Key, Florida. Upon entering, you're immediately greeted by an open-concept living space that seamlessly integrates the interior with the scenic beauty beyond. The living area, adorned with coastal-inspired décor, invites you to relax in comfort while large

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1339 Siesta Bayside Dr Unit 1339C, Sarasota, FL 34242
  • /27

    $12,600 Per Month

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

    301 Avenida Madera Unit A, Sarasota, FL 34242

    If you’re searching for the perfect location for your next vacation, your search ends here!This beautifully updated 2-bedroom, 2-bath home is ideally situated in the heart of Siesta Key, within Siesta Key Village and just a few blocks from the world-famous Siesta Key Beach. Designed with a bright coastal theme, the home features an inviting open layout and a fully updated kitchen with solid

    Robert Bevington SHOWTIME REALTY

    301 Avenida Madera Unit A, Sarasota, FL 34242
  • /13

    $7,470 Per Month

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

    6020 Midnight Pass Rd Unit 32, Sarasota, FL 34242

    Villa 32 at Aloha Kai is ideally located on Siesta Key, a beloved barrier island along Florida’s beautiful West Coast. This cozy unit features 1 bedroom, 1 bathroom, and includes the convenience of an in-unit washer and dryer. Aloha Kai is a family-friendly, gated resort community nestled in the heart of Crescent Beach—consistently ranked the number one beach in the continental United States.

    Heather Sutter DESTINATION FLORIDA RENTALS & REAL ESTATE

    6020 Midnight Pass Rd Unit 32, Sarasota, FL 34242
  • /24

    $3,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,182 Sq Ft
    • Condo for Rent

    4397 Longmeadow Unit 35, Sarasota, FL 34235

    Very nice Ground Floor Condominium in Woodland Grove in The Meadows. This spacious 2/2 backs to a beautiful, lush backdrop of foliage and nature you can enjoy on a screened lanai. Large Master with walk in closet and private bath. Separate laundry room with washer and dryer. This is a seasonal Rental and has all the amenities you'll need. 2026 off season rates available (June-Nov.) and 2027 April

    Dolly Snyder REALTY SERVICES INC

    4397 Longmeadow Unit 35, Sarasota, FL 34235

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