Siesta Key Homes under $750,000

Siesta Key Homes under $750,000

Welcome to Siesta Key, Florida – a tropical paradise nestled in Sarasota County, renowned for its stunning beaches, vibrant culture, and laid-back lifestyle. This charming barrier island is celebrated for its powdery white sands, which have consistently earned accolades as some of the best in the nation. With a delightful mix of quaint boutiques, gourmet dining, and lively nightlife, Siesta Key offers a unique blend of relaxation and entertainment, making it an ideal destination for both vacationers and those looking to call it home.

For prospective homeowners, Siesta Key presents an enticing opportunity with a range of stunning properties available for under $750,000. Whether you’re seeking a cozy beach cottage, a modern condo with breathtaking ocean views, or a family-friendly home just a short stroll from the beach, Siesta Key has something to suit every taste and budget. These homes not only provide a comfortable living space but also grant access to the island's idyllic lifestyle, where you can enjoy sun-soaked days and tranquil evenings.

Living in Siesta Key means embracing a vibrant community that celebrates outdoor activities, from paddleboarding and kayaking to biking along scenic trails. The nearby Siesta Key Village offers a delightful array of shops and restaurants, perfect for enjoying a leisurely afternoon. With its unmatched beauty and welcoming atmosphere, Siesta Key is more than just a destination; it’s a place where dreams of coastal living become a reality. Don’t miss your chance to find your perfect home in this enchanting slice of paradise!

Newest Siesta Key Homes under $750,000

214 Hourglass Way Unit V-4, Sarasota
$659,000
2 Beds ⋅ 2 Baths ⋅ Whispering Sands SubDv. ⋅ 34242 Zip Code
RARE SIESTA KEY OPPORTUNITY! Experience the best of coastal Florida living in this beautifully updated 2-bedroom, 2-bath villa with a versatile bonus room in Whispering Sands, an exclusive 55+ Gulf-front community with private deeded beach access to world-famous Siesta Beach. Just steps from the sugar-white sand, this move-in-ready residence combines relaxed coastal elegance with thoughtful updates and an inviting open-concept layout. The beautifully remodeled kitchen features white shaker cabinetry, quartz countertops, stainless-steel appliances, an oversized island, designer backsplash, and abundant storage—perfect for everyday living or entertaining. The spacious primary suite offers a private retreat with a stylishly remodeled bath and walk-in shower, while the guest bedroom provides comfortable accommodations for family or visitors. The bonus room adds valuable flexibility for a home office, media room, hobby space, or additional sleeping area. Step outside to your private tropical courtyard, the perfect spot for morning coffee, afternoon cocktails, or unwinding after a day at the beach. Whispering Sands offers an exceptional resort-style lifestyle with two heated pools, clubhouse, library, shuffleboard courts, scenic lakes, lush tropical landscaping, and an active social calendar. Enjoy the convenience of being just minutes from Siesta Key Village’s renowned dining, boutiques, entertainment, and nightlife, with downtown Sarasota, arts, culture, and waterfront attractions also close by. Opportunities to own a beautifully updated villa with private Gulf-front beach access on Siesta Key are limited. Schedule your private showing today before this exceptional opportunity is gone!

214 Hourglass Way Unit V-4, Sarasota
8911 Midnight Pass Road Unit 511, Sarasota
$385,000
1 Beds ⋅ 1 Baths ⋅ Sunrise Cove SubDv. ⋅ 34242 Zip Code
TOP-FLOOR COASTAL LIVING WITH BREATHTAKING VIEWS OF THE INTRACOASTAL WATERWAY AND THE GULF OF MEXICO! Experience the best of Siesta Key living from this exceptional, turnkey furnished one-bedroom, one-bath residence in desirable Sunrise Cove. Enjoy the rare opportunity to take in spectacular sunrises over Sarasota Bay and magnificent sunsets over the Gulf of Mexico, all from your top-floor coastal retreat! With stunning water views in both directions, sparkling blue waters, and passing boats, every day feels like a vacation in paradise. The bright, inviting interior flows seamlessly into a Florida room where sweeping Intracoastal views take center stage. A built-in Murphy bed provides additional sleeping accommodations for family and guests, while the spacious primary bedroom features a generous walk-in closet. An updated bathroom and turnkey furnishings make this beautiful condo ready for immediate enjoyment. RESORT-STYLE LIVING AT SUNRISE COVE! Enjoy two heated swimming pools, tennis and pickleball courts, a fitness center, game room, and waterfront docks available to lease for a nominal fee on a first-come, first-served basis. Recent community improvements include new roofs, docks, and carports. LOCATION, LOCATION, LOCATION! Perfectly situated directly across from Turtle Beach and just steps from waterfront dining at Ophelia's on the Bay and Turtles on the Bay. The complimentary Siesta Key Breeze trolley offers convenient access to the charming boutiques, restaurants, and entertainment of Siesta Key Village. On-site management and a 30-day minimum rental policy provide added flexibility for seasonal owners and rental opportunities. Whether you're searching for a seasonal escape, investment opportunity, or year-round residence, this top-floor gem offers an exceptional combination of dual water views, resort-style amenities, and an unbeatable Siesta Key location. Discover the coastal lifestyle you've been dreaming of! Your little piece of paradise awaits!

8911 Midnight Pass Road Unit 511, Sarasota
5830 Midnight Pass Road Unit 8, Sarasota
$429,000
1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code
BEACH LOVERS AND INVESTORS, THIS ONE IS ALL ABOUT THE LOCATION! Welcome to Unit 8 at Jamaica Royale on Siesta Key, where being close to the beach doesn't get much better! Just steps from the world-famous Siesta Key Beach, this is one of the closest villas to the sand, making it easy to spend your days enjoying the Gulf's turquoise waters. Even better, the pool is right off your back patio, putting two of the most sought-after vacation amenities just outside your door! This prime location is a major draw for renters looking for the ultimate beach getaway. Thoughtfully renovated and designed to maximize comfort and functionality, this studio features a fresh coastal theme, luxury vinyl plank flooring, quartz countertops, and soft-close cabinetry. The inviting interior includes a Murphy-style bed, comfortable leather sofa, and dining for four. Offered turnkey furnished, it's ready for you to enjoy or begin generating rental income. Weekly rentals are permitted, and owners have the flexibility to use the onsite rental company or choose their own rental management. Even better, owners may have up to two pets! Beyond your villa, Jamaica Royale welcomes you with beautifully maintained grounds, lush tropical landscaping, private deeded beach access, and three resort-style pools. A nearby stop for the Siesta Key trolley makes it easy to explore Siesta Key Village, with its charming boutiques, local restaurants, and lively entertainment. Whether you're searching for a personal beach escape, a vacation rental investment, or the best of both worlds, this is your opportunity to own a slice of paradise in a location that truly stands out!

5830 Midnight Pass Road Unit 8, Sarasota
6285 Midnight Pass Road Unit 406, Sarasota
$749,000
2 Beds ⋅ 3 Baths ⋅ Excelsior Beach To Bay SubDv. ⋅ 34242 Zip Code
Welcome to this beautiful Penthouse end unit at the highly desirable Excelsior Beach to Bay community. Perfectly positioned on the Bay side, this 2 bedroom, 2.5 bath condo offers an open, airy layout enhanced by vaulted ceilings, abundant natural light, and impact windows throughout for peace of mind and energy efficiency. The living and dining areas flow seamlessly together, creating an ideal setting for entertaining or relaxing. The dining area features a mirrored accent wall, a built-in cabinet under the stairs, and another built-in at the end of the room for elegant storage and display. A wood staircase leads to the loft, a rare feature in this complex. The spacious loft includes a half bath, and 2 generous closets, offering flexibility as a guest retreat, office, or media room. The loft expands your living options beautifully. The kitchen is both functional and stylish, featuring wood cabinetry, Cambria quartz countertops, marble floors, a tray ceiling and a built-in eat-in area/desk. A window over the sink provides a charming peek of the Bay. The Primary Bedroom impresses with soaring vaulted ceilings, custom built-in furniture, and a bright, open feel, while the Primary Bath offers two separate sink areas with granite counters, built-in cabinetry, and a wall of closets-providing abundant storage and space. Pella sliding glass doors lead to the Florida room/lanai, enclosed in glass and framed by vaulted ceilings invites you to relax and enjoy tranquil views year-round. Residents of Excelsior enjoy private beach access, along with two heated pools, fitness center, tennis and pickleball courts, and clubhouse. Whether you’re seeking a full-time residence, vacation getaway, or investment opportunity, this Penthouse condo offers a rare blend of comfort, style, and location.

6285 Midnight Pass Road Unit 406, Sarasota
1229 Moonmist Circle Unit P6, Sarasota
$625,000
2 Beds ⋅ 2 Baths ⋅ Polynesian Gardens SubDv. ⋅ 34242 Zip Code
TURNKEY FURNISHED, FREE-STANDING VILLA ON SIESTA KEY! TAKE YOUR GOLF CART TO PUBLIC BEACH! Ideally located in the highly desirable Polynesian Gardens along the Intracoastal Waterway, this charming 2-bedroom, 2-bath villa offers the privacy and feel of a single-family home with the convenience of low-maintenance, lock-and-leave living. TWO DOGS ALLOWED! LOW HOA FEES. An excellent choice for a personal island retreat. One of only ten villas overlooking the expansive community pool, this home features a private entrance, covered carport, screened lanai, and inviting outdoor living spaces surrounded by lush tropical landscaping. Relax around the LP gas fire pit or enjoy the Florida sunshine just steps from the community pool. The villa is also positioned at one of the higher elevations within the community. Major updates include a NEW ROOF (2023), HVAC SYSTEM (2023), WATER HEATER (2025), NEW GUTTERS (2025), programmable Nest thermostat, remote-entry touch keypad lock, and remote camera system. (OVER $100,000 OF RENOVATIONS HAVE BEEN DONE.) Enjoy everything the Siesta Key lifestyle has to offer! Spend your days fishing or watching dolphins and manatees from the community dock and fishing pier overlooking the Intracoastal Waterway. Walk or take your GOLF CART to nearby dining, shopping, coffee shops, nightlife, grocery stores, marina access, and local favorites including Captain Curt’s. World-famous Siesta Key Beach, known for its powdery white quartz sand, is just across the street. Hop aboard the free trolley to Siesta Key Village for even more dining, shopping, and entertainment. Rental history is available in the attachments. Whether you’re looking for your own island getaway, a seasonal rental, or an easy-care Florida retreat, this villa offers an exceptional opportunity to enjoy the ultimate Siesta Key lifestyle. MOVE IN, RENT OUT, OR SIMPLY RELAX!

1229 Moonmist Circle Unit P6, Sarasota
1250 N Portofino Drive Unit 304, Sarasota
$394,000
1 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
Looking for a home for your boat, a beach lifestyle, or an investment? Enjoy sunrises over the marina, afternoons on Siesta Key Beach, and evenings on your enclosed balcony overlooking the boats and colorful skies. This furnished 1BR/2BA condo in Siesta Harbor is beautifully updated with an open floor plan, luxury vinyl flooring, remodeled kitchen (2022) with white shaker cabinetry, granite counters, glass backsplash, peninsula seating, and stainless appliances. Bathrooms feature quartz vanities and tiled showers; guest bath includes a soaking tub. Impact windows, same-floor laundry, and private storage add convenience. Siesta Harbor, a 55+ community, offers private beach access, heated pool/spa, lush landscaping, fishing pier, and a full calendar of social activities. Dock leases may be available for boats up to 30’. Additional amenities include covered parking, on-site manager, and a new roof (2025). Ideally located off the South Bridge near dining, shops, and the free Siesta Key trolley, this turnkey condo is perfect as a vacation retreat, full-time residence, or investment.

1250 N Portofino Drive Unit 304, Sarasota
5600 Beach Way Drive Unit 207, Sarasota
$739,000
2 Beds ⋅ 2 Baths ⋅ Beachway Apts SubDv. ⋅ 34242 Zip Code
LOCATION, LOCATION, LOCATION! This beautifully updated 2 bed, 2 bath home, ideally located directly across from world-famous Siesta Key Beach. Offering views of the pool, lush landscaping, and a partial ocean view, this gorgeous turnkey furnished residence combines a relaxed coastal setting with an exceptional location. The thoughtfully updated interior features luxury vinyl plank flooring throughout and a stunning kitchen with custom cabinetry, quartz countertops, a subway and mosaic-style backsplash, and a center island with convenient breakfast seating. The defined dining and living areas provide a comfortable space for both everyday living and entertaining, with sliding glass doors extending the living space onto the balcony and bringing the outdoors in. The primary suite offers an ensuite bath, walk-in closet, and its own sliders leading to the balcony. The spacious guest bedroom includes a Murphy bed cabinet, providing flexibility for guests when needed, along with a second full bath. Benefiting from hurricane impact windows for peace of mind this tastefully decorated home is ready to enjoy from day one! Step outside and enjoy the peaceful surroundings from the private balcony or take advantage of the unbeatable location just across from Siesta Key Beach. Stroll to the Village for its lively music, dining, and shopping, or hop aboard the free beach trolley for an easy way to explore the island. With Sarasota's downtown arts, culture, dining, and entertainment just a short drive away, along with the boutiques, restaurants, and waterfront atmosphere of St. Armands Circle, this property offers the perfect balance of beach living and convenience. Whether you're looking for a vacation home, a place to escape and enjoy the Florida lifestyle, or an investment opportunity, this inviting Siesta Key residence offers a wonderful combination of location, updates, and relaxed coastal living.

5600 Beach Way Drive Unit 207, Sarasota
4822 Ocean Boulevard Unit 8B, Sarasota
$649,000
2 Beds ⋅ 2 Baths ⋅ Siesta Towers SubDv. ⋅ 34242 Zip Code
Sweeping water views across Big Pass to the Gulf of Mexico and year-round sunsets set the stage for this oversized 2-bedroom, 2-bath residence in Siesta Towers on Siesta Key. A rare 40+ foot-long balcony stretches across the residence, while inside, 1,435 square feet, generously sized rooms and a flexible floor plan offer endless possibilities to create your own coastal retreat. Similar floor plans have been reimagined to include a den or flex space, and an in-unit washer and dryer may be added. Hurricane-impact sliders and windows frame the views and fill the residence with natural light. Siesta Towers has undergone extensive improvements, including a new seawall, renovated exterior, new landscaping, rebuilt fishing and social piers, renovated pool and fencing, Garrison flood-control system, replaced electrical system and key-fob/app-controlled access. Residents also enjoy a fitness center, social room, outdoor grills, bike room and private storage.

4822 Ocean Boulevard Unit 8B, Sarasota
5302 Las Rosas, Sarasota
$749,000
2 Beds ⋅ 2 Baths ⋅ Sarasota Beach SubDv. ⋅ 34242 Zip Code
Welcome to Palm Island, the Heart of Siesta Key!! Palm Island is an Island on an Island, located a short walk to World Famous Sugery Sands of Siesta Key Beach (Beach Access 10) and Siesta Village. With only one small humpback bridge on & off, this beachy neighborhood is a quiet oasis that is close the beach, restaurants and nightlife that makes this area so desirable. Great opportunity to build your dream home or use the current home as an investment or just enjoy the Island lifestyle. Current home has 2 bedrooms, 2 baths and a 2-car garage. Terrazzo floors throughout. The fenced back yard is a Tropical Paradise for taking in the soothing Gulf Breeze.

5302 Las Rosas, Sarasota
5830 Midnight Pass Road Unit 18, Sarasota
$549,000
1 Beds ⋅ 1 Baths ⋅ Jamaica Royale SubDv. ⋅ 34242 Zip Code
The nicest 1-BR villa at the beautiful Jamaica Royale on Siesta Key -and- SELLER FINANCING AVAILABLE -- at the #1 Beach in America! This beautifully renovated ground floor 1-bedroom villa is offered completely turnkey furnished and has been used exclusively by the owner and maintained as a personal beach retreat. / The renovation features an impressive collection of upgrades and high-end finishes, including Crema Marfil chiseled-edge marble floors, blue quartz kitchen countertops, a striking mother-of-pearl kitchen backsplash, beautiful white shaker kitchen cabinets, and recessed lighting. The bathroom is beautifully finished in natural travertine stone with frameless glass shower doors and a hydro-flush toilet. The kitchen is equipped with brand new stainless-steel appliances, including an LG counter-depth refrigerator. Also featured are impact windows and doors, a brand-new A/C system, new Rheem 50-gallon water heater, and new Whirlpool stackable washer/dryer. The villa is furnished with brand-new furniture, including two queen beds and a 75-inch flat-screen TV. Everything is in place for your immediate personal enjoyment or rental use. / With strong demand for vacation rentals on Siesta Key, this property offers estimated rental income of $50,000–$60,000 annually, while still providing the opportunity to enjoy it personally as desired. An onsite professional rental office provides convenient year-round rental management, or owners may choose to self-manage their rentals. / Jamaica Royale is a direct oceanfront gated community, and offers an exceptional beachfront lifestyle with its private beach and powder-soft white quartz sand, direct frontage to the Gulf of Mexico's crystal-clear waters, three heated swimming pools, resort-style amenities, community gas-grills, recreational facilities, and stunning Gulf sunsets. New carports are currently anticipated for 2027. No milestone inspections. The very desirable Building 1-22 villa row offers exceptionally close and convenient beach access -and- south facing patio sunshine. / Whether you are looking for a turnkey Siesta Key beach retreat or an income-producing vacation rental, this exceptionally well-appointed completely-renovated villa combines a premier beach location, brand-new furnishings, and the flexibility to enjoy the property yourself and/or generate rental income. / This is a fantastic opportunity to own quality beachfront real estate at the #1 Beach in America. With SELLER FINANCING AVAILABLE, don’t miss this one!

5830 Midnight Pass Road Unit 18, Sarasota
1300 N Portofino Drive Unit 105, Sarasota
$399,900
1 Beds ⋅ 2 Baths ⋅ Siesta Harbor SubDv. ⋅ 34242 Zip Code
YOU DESERVE PARADISE! MOVE RIGHT IN TO THIS PRISTINE DOLLHOUSE! BEACH ACCESS! BOATING! PERECT ONE BEDROOM WITH 2 FULL BATHS! GRANITE COUNTERTOPS, TOP OF THE LINE SHOWER ENCLOSURE, IMPACT/HURRICANE WINDOWS!! THIS HAS IT ALL!, WALK RIGHT OUT FROM YOUR LANAI TO YOUR BOAT DOCK, HEATING SWIMMING POOL, HOT TUB, SAUNA, SHUFFLEBOARD, DOCK ON THE INTRACOASTAL FOR MEETING WITH YOUR FRIENDS, FISHING OR JUST RELAXING! SIESTA HARBOR IS IN A PRIME LOCATION ON THE KEY, WALKING DISTANCE TO SHOPS, RESTAURANTS, CATCH THE TROLLEY RIGHT OUTSIDE YOUR DOOR, BEACH ACCESS RIGHT ACROSS THE STREET TO BEAUTIFUL SIESTA KEY BEACH WITH QUARTZ CRYSTAL SAND! THIS UNIT IS HOME OR A RENTAL, UP TO YOU! MOVE RIGHT IN, NEW HVAC, TILE FLOORS, CROWN MOLDING, PLANTATION SHUTTERS, FULL GLASS ENCLOSURE ON THE LANAI THAT BRINGS IN THE SUNSHINE, WATCH THE DOLPHINS, BOATING.. EVERYTHING UPGRADED WITH THOUGHT, NO POPCORN ON THE CEILINGS, ALL REDONE! ALL UNDER $400,000! YOU DESERVE PARADISE!

1300 N Portofino Drive Unit 105, Sarasota
1328 Siesta Bayside Drive Unit 1328C, Sarasota
$699,000
2 Beds ⋅ 2 Baths ⋅ Gulf & Bay Club Bayside SubDv. ⋅ 34242 Zip Code
Welcome to Gulf & Bay Club Bayside, one of Siesta Key’s most desirable resort-style communities. This turnkey-furnished residence offers the perfect blend of coastal comfort, modern updates, and access to Siesta Key’s world-famous beaches. Designed with a bright, open layout and porcelain tile flooring throughout, the interior feels fresh and inviting from the moment you step inside. Oversized windows and glass sliders fill the home with natural light and extend the living space to the screen-protected lanai, creating an ideal spot to relax after a day at the beach. The updated kitchen features stone countertops, contemporary cabinetry, quality appliances, and generous storage. The dining and living spaces connect effortlessly, giving the residence a comfortable flow for both everyday living and seasonal enjoyment. Both bedrooms provide privacy for owners and guests, and the primary suite features a walk-in closet, en-suite bath, and direct access to the lanai. A second bedroom serves well as a guest room, home office, or multi-use space. Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in the same building on the second floor, a townhome layout. Purchasing both properties would provide a rare chance to own five bedrooms within the same community—perfect for larger family gatherings, seasonal hosting, or multi-generational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year Gulf & Bay Club Bayside is known for its beautiful coastal architecture and outstanding amenities. Residents enjoy two heated swimming pools, tennis courts, pickleball, a well-equipped fitness center, grilling stations, a fishing dock on the Intracoastal Waterway, and a stylish clubhouse. The community’s deeded walking beach access—located directly across the street—places you moments from Siesta Beach’s unique shores and turquoise water, making it effortless to enjoy sunrise or sunset strolls, and spontaneous beach days. Situated in the heart of Siesta Key, the location offers quick access to the island’s best attractions. Explore nearby Siesta Village, known for its open-air restaurants, boutique shops, live music, and laid-back coastal atmosphere. Boaters will appreciate the proximity to the Intracoastal Waterway, marinas, and local rental options. For even more dining, arts, and entertainment, vibrant downtown Sarasota is just a short drive away—home to the Sarasota Opera House, Van Wezel Performing Arts Hall, Selby Gardens, the Ringling Museum, St. Armands Circle, and an ever-growing culinary scene. Whether you’re seeking a full-time residence, a seasonal getaway, or an investment opportunity with weekly rentals permitted, this Gulf & Bay Club Bayside property delivers the ideal combination of location, lifestyle, and value on Siesta Key.

1328 Siesta Bayside Drive Unit 1328C, Sarasota
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