Location: Sarasota
Do Not Show Listings
4500 STREAMSIDE CT #1408, SARASOTA, FL 34238
$2,20028 Days on yellowkey MLS ID: A4687879
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2045 Built: 2005Community: Arielle On Palmer RanchCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Ashton Elementary
High School: Riverview High
Tax Year:
Middle School: Sarasota Middle
Remarks: ** Furnished Sarasota rental Available May- through September 2026* Welcome to your perfect off-season retreat in Arielle on Palmer Ranch. This beautifully maintained turnkey furnished end unit offers over 2,000 square feet of comfortable living space, a private two-car garage, and a peaceful setting designed for rest and ease. From the moment you walk in, the space feels light, open, and inviting. This three-bedroom, two-bath residence has been thoughtfully cared for and fully prepared so you can simply arrive and settle in. The kitchen is well-appointed with everything needed for everyday living, while the living areas are comfortable and welcoming, with multiple TVs already in place for your enjoyment. Every detail has been considered, creating a home that feels both functional and relaxing. The private lanai and tranquil backyard views offer the perfect place to unwind, whether you’re enjoying your morning coffee or winding down at the end of the day. With a full-size two-car garage and a secure gated community, you’ll feel comfortable and at ease throughout your stay. Located in the heart of Palmer Ranch, you are just minutes from Siesta Key Beach, dining, shopping, and everything Sarasota has to offer. The Legacy Trail is nearby, ideal for walking or biking. The community itself features a heated pool and spa, grilling areas, and a welcoming, social atmosphere. Available May through September at $2,200 per month, this off-season rental includes all utilities, cable, and internet, offering a truly effortless living experience. An ideal option for those relocating, building, furnishing a home, or simply looking for a quiet place to relax for a few months. Clean, comfortable, and completely move-in ready, this is a rare opportunity to enjoy both value and lifestyle in one of Sarasota’s most desirable areas. Call today for your private showing and make plan to enjoy summer in Sarasota!
Listing is courtesy of: WILLIAM RAVEIS REAL ESTATE (941-867-3901)
Listing Agent: Dawn Bear (941-468-7224)
5577 CONTENTO DR, SARASOTA, FL 34242
$5,000738 Days on yellowkey MLS ID: A4607468
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1424 Built: 1969Community: Siesta IslesSingle Family
Elementary School: None
High School: None
Middle School: None
Remarks: This is a short term rental. Listing reflects off season rate. Welcome to Bikini Tini Time! Your completely remodeled Siesta Key paradise awaits in this 2-bedroom, 2-bathroom saltwater pool home, perfectly situated on a peaceful canal. We're delighted to be dog-friendly, offering a fantastic space for everyone. Step inside to a meticulously designed interior with thoughtful updates throughout, from the brand-new kitchen to the spa-like bathrooms. You'll find a designated office space off the kitchen, perfect for remote work. The first bedroom features a king bed, and the second bedroom features a queen bed. Outside, soak up the Florida sunshine by the sparkling saltwater pool. With direct canal access, cast a line for some fishing, or launch a paddle board and explore the tranquil canals, where you're likely to spot local manatees and other fascinating wildlife. After exploring the canals, take a leisurely walk of just a few minutes to the world-famous Siesta Key Beach. Feel the soft, powdery quartz sand between your toes and bask in the beauty of the Gulf. Then, it's back to your private oasis where, as the sun begins its descent, it's 'tini time! Mix your favorite martini and savor it while watching the spectacular sunset paint the sky over the canal, beautifully highlighting silhouetted palm trees. It's truly an unforgettable end to a perfect day! Bikini Tini Time offers the perfect blend of tranquility and convenience, just moments from Siesta Key Village's vibrant shops and restaurants. Pet Policy: We're delighted to welcome your furry family members! This property is pet-friendly, and a non-refundable pet fee (per pet) will be applied after booking and must be paid prior to check-in. Please feel free to inquire about the specific pet policy applicable to your reservation.
Listing is courtesy of: ASCENDIA REAL ESTATE (941-306-4242)
Listing Agent: Beth Dilley (941-400-1322)
6212 DRY TORTUGAS DR, SARASOTA, FL 34241
$2,70059 Days on yellowkey MLS ID: A4683732
REDUCED by $100 (3.6%) on 04/16/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1836 Built: 2025Community: Grand Park Ph 3A & 3BTownhouse
Remarks: BRAND NEW TOWNHOUSE AVAILABLE FOR ANNUAL LEASE IN THE VIBRANT GRAND PARK COMMUNITY OF SARASOTA! This spacious townhome boasts three bedrooms and 2.5 bathrooms, offering a perfect blend of comfort and style. The modern open layout features an inviting kitchen with stainless steel appliances and an island that opens to a cozy living area, ideal for gatherings. Enjoy the convenience of an upstairs laundry area and a master bedroom complete with two walk-in closets and a luxurious bathroom featuring double sinks. Grand Park offers resort-style amenities including two community pools, fitness and aerobics studios, playgrounds, tennis and pickleball courts, dog parks, and miles of scenic walking and biking trails. Enjoy Sarasota's world-famous beaches--15-20 minutes' drive to Siesta Beach along with shopping, dining, and entertainment options at UTC and downtown Sarasota. Basic cable and internet included!
Listing is courtesy of: PREMIER SOTHEBY'S INTERNATIONAL REALTY (239-262-4242)
Listing Agent: Alex Lane (941-960-3080)
1950 BERN CREEK LOOP, SARASOTA, FL 34240
$5,800184 Days on yellowkey MLS ID: A4669098
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2210 Built: 1994Community: Bern Creek The Ranches AtSingle Family
Remarks: Fully Furnished seasonal country home on 5 acres with private stocked pond. If you want to feel an abundance of nature, wildlife and calm but still close to Sarasota and I75 book your flight tickets NOW. This home has all new furnishings, 3 bedrooms, office with desk and door for privacy, formal dinning, living room and family room to enjoy. Almost all rooms have a pool view, some have a distance pond and tweed view. Come relax in the heated pool and feel the calm in the air. Lets not forget our famous sunset views for your winter stay!
Listing is courtesy of: JENNETTE PROPERTIES, INC. (941-359-3435)
Listing Agent: Toyia Youtzy (941-915-7926)
7448 39TH CT E, SARASOTA, FL 34243
$4,800366 Days on yellowkey MLS ID: A4650050
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2421 Built: 2000Community: Quail Run Ph IvSingle Family
Remarks: FULLY REMODELED turnkey furnished pool home. This home will not disappoint you with all new Engineered hardwood flooring through out the living areas and bedrooms. This open 4 bedroom split plan with 3 full all new bathrooms is a delight. A wonderful bright den in the front of the house with doors for privacy. The open bright kitchen is the main focal point with all white cabinets galore, light colored granite, dry bar or coffee bar is everyone's dream area. The kitchen views into the family room and nice views of the pool through the aquarium glass at the eat in breakfast nook. The house does a a fully fenced in yard for pool privacy. The huge screened in lanai area does have a heated pool, built in grill counter with sink for outdoor leisure for gatherings. The covered area on the lanai is oversized with electric roll down fabric screens for sun protection. The location of this home is on a quite cul-de-sac and close to all your everyday needs, Publix shopping plaza, SRQ airport, Super Walmart, Super Target, UTC Mall, 32 restaurants, University Parkway corridor and 15 min to downtown Sarasota. This property is available for the 2026 prime season at $7000 a month.
5634 SHEFFIELD GREENE CIR #18, SARASOTA, FL 34235
$2,20035 Days on yellowkey MLS ID: TB8488746
0 Days Off yellowkey (back on 4/16/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1099 Built: 1992Community: Sheffield GreeneCondo
Remarks: This (fully furnished!) spacious two bedroom, two bathroom, 1-car garage condo is located in the master planned community, The Meadows, in Sarasota, FL. Tons of natural light brightens this condo, especially with the two enclosed Florida rooms/porches overlooking the golf course and peaceful natural scenery. Enjoy the heated community pool, or immerse yourself in nature along the 14 miles of walking/jogging/biking trails, including a 1.5 mile fitness trail, or a round of golf at the Meadows Country Club. Located only minutes to popular University Town Center shopping and restaurants, and only a short drive to downtown Sarasota and to gorgeous gulf coast beaches, including Siesta Key, Anna Maria Island, and Casey Key. The tenant is responsible for electric and internet, water and trash is included. Available long term or short term, minimum lease of 1 month. Seasonal rates may vary. Leases under 6 months are subject to Florida state tax.
Listing is courtesy of: EXIT BAYSHORE REALTY (813-839-6869)
Listing Agent: Andrew Ferraro (813-593-3935)
1350 MAIN ST #1210, SARASOTA, FL 34236
$9,000416 Days on yellowkey MLS ID: A4642929
REDUCED by $3,500 (28.0%) on 04/16/2026
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 2288 Built: 2007Community: 1350 Main ResidentialCondo
Remarks: One of the best buildings in the heart of downtown Sarasota 1350 Main. Walk to everything! This over sized corner unit with sweeping views of Sarasota Bay, to the gulf of Mexico and Marina Jacks from all rooms is something to see. This 2288 sq foot unit of luxury will not disappoint with known best sunsets ever! This unit is filled with lots of natural light from all the surrounding windows. Marble tile through the unit with the master ensuite with hardwood flooring. This lavish master ensuite has it all with private balcony, corner work space with water views, deluxe master bath with huge walk in shower and a soak tub, let not forget the walk around closet with storage galore. At 1350 Main you are always greeted by a 24 hour concierge that is there to please. This building offers many amenities to enjoy with relaxation, fitness center, social gathering rooms with kitchen, business room for meetings or work space, spacious outdoor facilities with heated pool, spa and grilling areas, or just relax in the library room with a good book. Experience the downtown living with much culture, Art and fine dinning. Take a stroll on the beach trolley that will pick you up and take you out to St Armand's Cir or Lido beach for the day.
1345 2ND ST #C, SARASOTA, FL 34236
$8,500638 Days on yellowkey MLS ID: A4618267
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 3130 Built: 2000Condo
Remarks: AVAILABLE FOR 2027 SEASON... Look at this great location Downtown Sarasota. Walk to everything. This commercial building is 3 floors with spa lounge on 1 & 2. Top floor with private elevator is the penthouse condo. This 4 bedroom is very unique with a very open floor plan and high ceilings. The kitchen has huge workable island, wine fridge, built in oven and microwave, 6 burner gas top with grilling area. A separate full length wet bar/ coffee station with 2 dishwashers and many cabinets for storage. The open concept space of dinning and living room with a non burning fire place is very soothing. long upper and lower windows and sliders lead out to a open patio balcony off the kitchen that views the city and Shelby Library. This is a great space to grill up for all your friends. The master bedroom has a delightful walk through closet / storage that leads to a nice size master bathroom with huge walk in shower. Through out the unit all rooms have very nice lighting from windows ceilings to floor. A spiral staircase takes you to the third upper floor bedroom with a 1/2 bath and it's own rooftop patio. This unit comes with two assigned covered parking spaces and guest parking lot if needed. This is a must see unit in the heart of Downtown Sarasota. Off Season 1 month min at $6200, prime season Dec to April $8500 per month includes all utilities. Downtown Sarasota rental
5905 DORAL DR, SARASOTA, FL 34243
$2,400781 Days on yellowkey MLS ID: A4602151
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1298 Built: 1986Community: Woodlake Villas At Palm-Aire Ii&IvVilla
Remarks: Nice quite community in Palm Aire at Woodlake Villas. This villa is bright with vaulted ceilings, nice atrium with plantings that greets you as you enter into the unit with so much natural lighting. The living room / formal dinning area has engineered wood flooring and a breakfast bar opening that views into the kitchen area. The guest bedroom is setup as an office with a queen pullout couch for sleeping quarters. The master bedroom has 2 twin beds that are easily converted to a king bed if needed. The master views out onto a green belt with views of the community heated pool. This unit has an enclosed lanai with sliding glass doors with screens that opens out onto a brick paver open porch for bird watching and sunning. Palm Aire is a wonderful walking community and close to lots of great features to enjoy. The UTC Mall is minutes away were you can enjoy lots of dinning options. This is an off season rental only from May 1 to Dec 31. This community is a 3 month minimum.
8370 WINGATE DR #716, SARASOTA, FL 34238
$1,900792 Days on yellowkey MLS ID: A4600745
REDUCED by $1,600 (45.7%) on 04/16/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1996Community: Pinestone At Palmer RanchCondo
Remarks: Charming 2bdrm./2bath 1st. floor condo in gated community of Pinestone. This turn-key furnished unit is waiting for you to spend this winter in sunny Florida. furnished with an open plan, a private and appealing view of water and trees from kitchen, living and dining room and screened lanai. The community amenities abound, they incl. pool and spa, fitness center, lighted tennis courts, basketball courts, billiard room, card room, library, clubhouse and public BBQ grills, fire pit area to gather at you may enjoy it all or just relax! No pets are allowed. Minimum 3 month reservation required per Association. This unit is open for off- season and prime season rentals
4916 LINSEY CT, SARASOTA, FL 34243
$2,30029 Days on yellowkey MLS ID: A4687682
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1812 Built: 1994Community: Pinehurst Village Sec 1 Ph B&GSpa: NoSingle Family
Remarks: STUNNING HOME IN PALM AIRE COUNTRY CLUB! A SMALL DOG IS OK IN THIS FANTASTIC TURNKEY FURNISHED SINGLE FAMILY HOME WITH A 2 CAR GARAGE! Drive down a winding oak tree canopied road to this hidden gem! This designer three bedroom single family home in Palm Aire Golf and Country Club is turnkey furnished as 2 bedrooms and a den / office with pullout sofa. The oversized master bath has soaking tub, dual sinks, separate shower and a huge walk in closet with custom built ins. The second bedroom is tucked down a hall for privacy and features a custom closet and bright sunny bathroom as well. Most of the furnishing and décor are new. The grill is for guest use and the sunroom can be opened up as a screen room to enjoy the breeze. You will not need to bring anything but your suitcase! The gorgeously styled retreat features everything you need to settle into the Florida lifestyle: beautiful furnishings and fabulously outfitted. It's bright and sunny with the bonus of a tranquil sun room overlooking the lake. Just wander down the street to enjoy the community pool and gathering room. Palm Aire offers a great place for walking and biking or join the Country Club for golf, tennis, pickle ball, swimming, fitness and / or social memberships. Seasonal memberships are available, but not required for this rental. The location is enviable, just a few minutes across the golf course to the clubhouse and yet right in the heart of the University Corridor with numerous shopping, dining and entertainment choices. Easy access to the beaches and downtown as well! Applicants will be required to apply for HOA approval. One small dog allowed. AVAILABLE MAY 1, 2026 THROUGH THE END OF THE YEAR. OWNER MAY HAVE SOME FLEXIBILITY ON DATES!
Listing is courtesy of: PALM AIRE REALTY PARTNERS LLC (941-355-6300)
Listing Agent: Becky Levar (941-302-1234)
2718 FEIFFER CIR, SARASOTA, FL 34235
$2,60022 Days on yellowkey MLS ID: A4688609
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1548 Built: 2002Community: Kensington OaksSpa: NoSingle Family
Elementary School: Gocio Elementary
High School: Booker High
Middle School: Booker Middle
Remarks: Super Summer Pool Home Rental – Available June through October 2026! This beautifully maintained, turnkey-furnished home now features brand-new luxury flooring throughout (updated since current photos), offering a fresh, modern feel from the moment you walk in. In this ideal location, you’ll enjoy easy access to vibrant downtown dining and shopping, championship golf courses, and the world-famous Gulf beaches—yet feel worlds away in your own private retreat. Spend your days soaking up the Florida sunshine by the sparkling pool, and unwind in the evenings with a refreshing drink in your serene outdoor space. Whether you're escaping for the season or simply seeking a relaxing summer getaway, this home delivers comfort, convenience, and that laid-back Florida lifestyle. Your perfect summer retreat awaits—just bring your suitcase and start enjoying!
Listing is courtesy of: PREFERRED PROPERTIES OF SARASOTA (941-951-2580)
Listing Agent: Kris Kesling (941-321-5638)
1350 MAIN ST #903, SARASOTA, FL 34236
$5,5001299 Days on yellowkey MLS ID: A4549095
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1336 Built: 2007Community: 1350 Main ResidentialCondo
Remarks: 1350 Main Residential condo building is in the heart of downtown Sarasota. This 9th floor bright open floor plan is walking distance to everything you need, or step onto the Bay Runner shuttle to St. Armand or beach area. Famous Downtown Sarasota is know for it's Arts, opera, the ballet, theaters, incredible dining restaurants, Selby Botanical Gardens, cute unique shopping, gorgeous Bayfront Park for walking and Marina Jacks for a quick boat stroll. This is all within walking distance from this condo. This 2 bedroom split en suite floor plan is great for visiting guests. This building provides on site 24- hour concierge, gated garage, business room, heated pool and spa, outside barbecue grills with picnic tables, fitness center and steam room for all your relaxation needs. Owner would do 6 months or longer rental and is pet friendly with small pet.
4884 MARSH FIELD RD, SARASOTA, FL 34235
$3,200261 Days on yellowkey MLS ID: A4661244
REDUCED by $300 (8.6%) on 04/16/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1880 Built: 1978Community: The MeadowsSpa: NoSingle Family
Remarks: Turnkey furnished single family home in the Meadows is available monthly 60 day minimum rental period. The large home has two bedrooms, two bathrooms plus a den then can be used as a third bedroom with a pull out couch, split bedrooms, and a living room/dining room combination. The kitchen has stainless appliances and a breakfast nook. The primary bedroom has a King sized bed. The guest bedroom has two twin beds and the second guest bedroom is set up as an office with a pull out sofa bed. The guest bathroom has a tub/shower combination. The home has a caged lanai with pool, several sitting areas and lush landscape. The home has a laundry room, two car garage and is located on a very quiet cul-de-sac. The Meadows is a five-star location on 1,600 park-like acres, a resort-lifestyle community 15 minutes from downtown. 5 minutes to University Mall and many fine dining establishments. Residents enjoy 14 miles of biking and hiking trails, fun-filled activities, a fitness center, Junior Olympic-sized pool, pickleball courts, dining venues, and pay-to-play on three 18-hole golf courses and top tennis complex. Its prime location places you near award-winning beaches, remarkable arts and culture, Nathan Benderson Park is very close with all the rowing competitions. Rent Schedule Re nt December 2026 $6,500.00 month January 2027 $7,000.00 month February to April 2027$7,800.00 month May 2027 to November 2027 no utilities paid $3,500.00 month
Listing is courtesy of: RE/MAX ALLIANCE GROUP (941-954-5454)
Listing Agent: Greg Sheller (941-266-8777)
1064 N TAMIAMI TRL #1625, SARASOTA, FL 34236
$2,895131 Days on yellowkey MLS ID: A4675155
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1352 Built: 2007Community: Broadway PromenadeCondo
Remarks: One or more photo(s) has been virtually staged. Welcome to your easy-living oasis in the heart of Sarasota. This beautifully designed three-bedroom, two-bath condominium blends comfort, style, and location in all the right ways. The open-concept living space flows effortlessly into a dedicated dining area and a generous breakfast bar, perfect for casual mornings, evenings with friends, or hosting dinner before a night out downtown. Step onto your private balcony and the vibe instantly shifts, sweeping views of Pioneer Park’s greenery and the sparkling waters of the Sarasota Bay, create a daily backdrop that never gets old. Sunrise coffee with a breeze off the water… sunset skies painted in pink and gold… this is Florida living done right. Inside, stylish laminate flooring carries through the main living areas and into the third bedroom, making it an ideal home office, creative space, or guest retreat. The spacious primary suite feels like a getaway of its own, featuring dual vanities, a soaking tub, walk-in shower, and a large walk-in closet. The second bedroom also offers excellent storage with its own walk-in closet. The kitchen is both functional and inviting, with updated appliances, modern countertops, and a pantry to keep everything tucked away. Located on the top floor of Broadway Promenade, you’ll enjoy added privacy along with access to an impressive list of amenities. Think resort-style pool and spa days, workouts in the newly renovated fitness center, game night in the club room, creative time in the art studio, quiet moments in the library, or productivity in the business center. The lush interior courtyard, complete with BBQ grills and a tranquil water feature, feels like a hidden retreat in the middle of the building. And then there’s the lifestyle beyond your door…Living on the north end of downtown Sarasota means you’re minutes from the Bayfront and the ever expanding The Bay park, Marina Jack, and the Van wezel. Walk to weekend farmers markets, art festivals, coffee shops, and some of the area’s best dining. Catch a show at the Van Wezel, explore the Ringling Museum, bike along the bay, or take a quick drive to Lido Key and St. Armands Circle for world-class beaches and shopping. It’s vibrant, cultural, and effortlessly coastal all at once. With immediate occupancy available, this is more than a home — it’s your chance to step into the downtown Sarasota lifestyle and start enjoying it right away. Schedule your private showing and come experience it for yourself.
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)
Listing Agent: Danielle Brown (847-340-6382)
11 SUNSET DR #501, SARASOTA, FL 34236
$6,5002719 Days on yellowkey MLS ID: A4418446
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1389 Built: 1980 Tax: $7,662 (2021)Community: Sunset TowersCondo
Taxes:$7,662
Tax Year: 2021
Remarks: DOWNTOWN SARASOTA ANNUAL FURNISHED RENTAL. Best priced waterfront condo Downtown Sarasota. WOW what a remodel, well done! All new remodeled front corner unit with breath taking sweeping views. The 01 units in Sunset Towers have direct Sarasota Bay/ intercoastal views. This turnkey furnished 21st century Art deco sleek modern style is amazing and a must see. All top notch brand appliances and furnishings. Sit on your direct front water view balcony to see it all. Walk to all you favorite activities in downtown Sarasota or just relax at Maria Jacks Bayfront park and watch the boats come in and out. This building is a 3 month minimum.
116 VISTA HERMOSA CIR #210C, SARASOTA, FL 34242
$7,2001000 Days on yellowkey MLS ID: A4578083
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 900 Built: 1971Community: Vista HermosaCondo
Remarks: Listing reflects peak season rate. Experience the ultimate beach getaway at "Carefree Coconut," a charming second-floor corner unit located in the heart of Siesta Key's welcoming Vista Hermosa community. True to its Spanish name, "Beautiful View," this community offers a delightful escape, blending old Florida charm with modern comforts. Step inside to discover a bright and airy space, filled with natural light, featuring a screened balcony with comfortable seating and a remodeled kitchen ideal for entertaining or for the chef in your family. The property includes a primary bedroom with a comfortable King-sized bed and a guest bedroom with a Double bed and a Twin bed with a trundle, ensuring restful nights. The Vista Hermosa community itself provides fantastic resort-style amenities, including a refreshing heated pool, fun shuffleboard courts, a convenient gas grill with picnic tables, and a clubhouse featuring a kitchen – perfect for socializing and making new memories! Your prime location means you're just moments from the lively South Village, a hub of locally-owned restaurants, charming cafes, vibrant bars, and unique boutiques. A leisurely ten-minute walk brings you to Siesta Key’s stunning Crescent Beach, famous for collecting seashells and those world-renowned Gulf sunsets. For an unforgettable underwater experience, the unique landmark Point of Rocks is also nearby, a snorkeler's paradise teeming with tropical fish and vibrant coral reefs! For larger groups, consider booking unit 308C, also managed by Ascendia Group, which can accommodate an additional 4 guests, allowing your whole family to enjoy this incredible destination together. Come discover why "Carefree Coconut" is the perfect spot for your next Siesta Key escape!
345 AVENIDA LEONA, SARASOTA, FL 34242
$18,0001078 Days on yellowkey MLS ID: A4569687
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1617 Built: 1968Community: Siesta Manor Sec 3Spa: YesSingle Family
Remarks: Listing reflects peak season rate. Welcome to Leona's Retreat, a beautifully renovated, ground-level bungalow perfectly poised on the intercoastal canal waterway. This charming home offers the ultimate blend of peaceful island living and convenient access to all that Siesta Key has to offer. Step inside to a bright, coastal-styled haven designed for relaxation and comfort. The spacious primary bedroom features a plush king-size bed and a bathroom across the way, providing a private sanctuary. Two additional bedrooms offer flexible sleeping arrangements: one with a comfortable king-size bed, and the other ideal for families with a double bed and a single bed. You'll find a full kitchen stocked with all the essentials, plus a convenient washer/dryer to make your stay effortless. Outside, your expansive, private backyard is a true highlight. Take a refreshing dip in the private heated pool, unwind in the bubbling hot tub, or simply lounge in the ample space for sunbathing and outdoor dining. With direct access to the intercoastal canal, you can enjoy quiet moments fishing or watching the tranquil tides. Leona's Retreat boasts a truly prime location on a quiet, family-oriented street. You're just a delightful five-minute stroll to the vibrant Siesta Key Village, brimming with charming shops, delectable restaurants, and lively entertainment. And for those iconic beach days, the world-famous Siesta Key Beach is only a ten-minute walk away! We've ensured you're perfectly equipped for a memorable day by the sea. The home includes all the beach day essentials: beach chairs, beach towels, coolers, frozen ice packs, and a convenient cart to easily tote everything down to the sand. Ready to experience the best of Siesta Key? Book your unforgettable stay at Leona's Retreat today!
1137 N MOONMIST CT #L-7, SARASOTA, FL 34242
$7,500232 Days on yellowkey MLS ID: A4664078
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 896 Built: 1968Community: Polynesian GardensCondo
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Remarks: This is a short term rental. Listing reflects peak season rate. Welcome to The Blue Luna, a serene stand-alone villa nestled in the tropical paradise of Polynesian Gardens on Siesta Key. This two-bedroom, two-bathroom home has been thoughtfully decorated with a calming, coastal blue palette that reflects the soft light of the moon on the water. The spacious living area is bathed in natural light, inviting you to relax and unwind. The primary bedroom features a king-size bed and an elegant ensuite bathroom, offering a private haven for rest. The second bedroom, with its twin-size and double-size bed, is perfect for families or friends ready for a peaceful retreat. Start your day by watching dolphins play in the water as the sun rises, then take a refreshing dip in the nearby heated pool. For a more adventurous afternoon, cast a line from the community fishing pier for the catch of the day. As evening approaches, prepare to be enchanted by the breathtaking Siesta Key sunsets and the rhythmic sounds of the local drum circle celebration—a truly magical tradition. Located near vibrant restaurants, bars, and attractions, you'll find plenty to do without ever needing a car. At The Blue Luna, you can relish the stunning sunsets, lose yourself in the rhythmic beat of the drum circle, or simply enjoy a quiet moment by the pool. Book your stay today and claim your slice of paradise where the magic of the moon meets the tranquility of the sea.
5516 AVENIDA DEL MARE, SARASOTA, FL 34242
$15,000911 Days on yellowkey MLS ID: A4587247
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2259 Built: 1976Community: Sarasota BeachSpa: NoSingle Family
Remarks: This is a short term rental. Listing reflects peak season rate. Unwind and Explore Siesta Key from Stylish Surf's Up! Discover the ease of being just a short walk from the renowned Siesta Key Beach while enjoying the ample space and thoughtful design of this fantastic home. Picture your family enjoying separate living areas – a fun zone for the kids downstairs and a relaxing haven for adults upstairs. No need to fight over the king-size bed, as this home boasts two luxurious king-size bedrooms! Both offer comfortable retreats and easy access to your private pool, perfect for a refreshing dip anytime. The third bedroom features a trundle bed that comfortably sleeps two. Outside, the private pool area awaits with lounge chairs for sunbathing, an outdoor shower, and a delightful area to grill and enjoy alfresco dining at the table for six. Just moments away, the vibrant energy of Siesta Key Village, with its diverse culinary scene and local shops, offers endless opportunities for exploration. Surf's Up provides the ideal launchpad for experiencing all that Siesta Key has to offer, with plenty of room to relax and recharge in between adventures. Perfect for families seeking sun, relaxation, and easy access to Siesta Key Beach & Village. Book your unforgettable getaway now! Pet Policy: We're delighted to welcome your furry family members! This property is pet-friendly, and a non-refundable pet fee (per pet) will be applied after booking and must be paid prior to check-in. Please feel free to inquire about the specific pet policy applicable to your reservation.
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.