Key Amenities
About this property
SEASONAL RENTAL 4 MONTH MINIMUM AVAILABLE NOVEMBER 1 THROUGH APRIL 30 ***Pay in full discount*** $150.00 fee for background check(tenant pays) The owner will not be in Florida until October 11 for showings if required. Welcome to Summerwind, a peaceful oasis close to downtown Sarasota. ...
Property Type
Sarasota Condo
Key Amenities
About this property
Our 3 bedroom, 3 1/2 bath beach house is located on Siesta Key and is on the gulf side of Beach Road. Our home is a standalone unit on 3 levels with 2 decks, a ground level patio, with a on e car garage. We are directly on Crescent Beach with gulf views and have a private access to the beach. It is ...
Property Type
Sarasota House
Featured review
This house was great for our family. It was right on the beach and walking distance to town. It was clean and I don’t think we saw a bug inside the whole time. Great communication with the owner as well. ...
Key Amenities
About this property
Keep it simple at this centrally-located, pet friendly, turn-key including an espresso machine! This 1 bedroom queen/ 1 ba apartment is catty corner to 10 acre Gillespie park w/2 dog parks, tennis courts, pickle-ball, basketball, & walking trails. Minutes to the #1 beaches & shopping at St. Armand’s ...
Property Type
Sarasota Apartment
Key Amenities
About this property
A Great Home Away from Home Boatyard Gated Community Comfy Lanai for relaxing and entertaining Bamboo Wood Floors 2 bedrooms (one king and one queen bed) and 2 bathrooms Heated Pool Upgraded features include new paint and wonderful main bedroom walk in shower Wonderful fishing with several ...
Property Type
Sarasota Condo
Distance to beach: 2 miles to Lido
Key Amenities
About this property
Relax at this lovely comfortable and spacious one bedroom or studio apartments with gorgeous new inground swimming pool at the Southside Village Resort. Check out our website for all the various options that are available. We are located in the wonderful Southside Village, also known as the Hillview ...
Property Type
Sarasota Apartment
Featured review
Fantastic. Like home away from home. great Hosts and beautifully located. Flat was sparkling clean and jason and Dee and their son Storm always on hand for any help required. We can only highly reccomend ...
Key Amenities
About this property
Very nice & Spacious 3 bedms/2.5bathms home with heated swimming-pool in Euclid Ave. Near beaches (15min) and downtown (5min) and Shopping St Armand Cir (15 min). Perfect for family and friends. Modern comfort renovated with a large garden Near to Yoder's Fresh market and Arlington park (playing ...
Property Type
Sarasota House
Key Amenities
About this property
Bird Key canal front Paradise Welcome to waterfront living on one of the most desirable streets in Bird Key. A circular paver drive enveloped by lush mature landscaping frames the façade, as a double-door entry leads the way inside to its spacious and open floorplan with high ceilings in living ...
Property Type
Sarasota House
Key Amenities
About this property
The house is a bright, open floor plan, 3 bedroom, 2 bath home near the Siesta Beaches. Within a 15 minute drive are numerous golf courses, Benderson rowing facility, many very good locally run restaurants of diverse ethnicities, and large shopping malls. This property is nestled in a quiet community ...
Property Type
Sarasota House
Featured review
We escaped here from the cold northeast and it was perfect! Fully stocked kitchen that made it so easy to cook and pretend it's our own house. Super close to the beaches without having to deal with the ...
Distance to beach: 2 miles to Crescent Beach
Key Amenities
About this property
High Season Special: January $2100/month, all-in. Extra Multi-month discounts available! No hidden fees. Discount available if booking more than 1 month. Beautiful comfortable Studio fully furnished with washer/dryer in the unit. Located in a quiet street in the popular Gulf Gate neighborhood , ...
Property Type
Sarasota Studio
Featured review
Maite's place is really clean ,spacious and convenient everywhere .The studio is well taken care of .Maite promptly responded to any request .We enjoy our stay during our time in Siesta Key !!!
Key Amenities
About this property
ONLY 2 MILES TO IMG ACADEMY. PREFECT! Experience the allure of this stunning 4-bedroom, 2-bath home. Impeccably updated with style, it boasts an inviting open floor plan. Delight in the free heated pool and indulge in vacation amenities! Nestled along Bowles Creek, you can fish, unwind, or feed friendly ...
Property Type
Sarasota House
Distance to beach: 0.5 miles to Siesta Key Crescent Beach Access 12
Key Amenities
About this property
This newly decorated luxury condominium is located in The Boatyard, a highly sought after, gated community on the intracoastal. It is within walking distance to gorgeous Siesta Key Crescent Beach, many water sport activities, shopping, restaurants and more. Private boat slips are also available, right ...
Property Type
Sarasota Condo
Key Amenities
About this property
Bring the whole family as this home features 3 bedrooms and 2 1/2 baths. This very spacious home is almost 2,600 square feet with plenty of room to relax. Huge open living area. You will love the fenced backyard featuring multiple seating areas and a pool to relax in. Lot's of space. It is steps ...
Property Type
Sarasota House
Key Amenities
About this property
Very inviting home with pool, fenced yard and simple walk to St Armand's Circle. A Jewel on St. Armands Circle! The location makes this spacious 3BR+Casita/3BA with a private pool in a botanical setting a perfect month long vacation spot. This residence has it all for those who want to be right ...
Property Type
Sarasota House
Distance to beach: 5 miles to Siesta Key
Key Amenities
About this property
Charming old Florida home in a cul-de-sac backing to large palm and oak trees. Three bedrooms, two full baths. One outside shower. Quiet and quaint street. Freshley painted and new carpet through-out. All new beds and furniture. Two king bedrooms with dressers and smart TV's, wi-fi in place. One ...
Property Type
Sarasota House
Featured review
Immaculate and spacious home with private pool, screened lanai, and modern applicances. Located in a quiet, centrally located Sarasota neighborhood within a short drive to great restaurants, Siesta Key, ...
Key Amenities
About this property
Welcome to 3180 Dividing Creek, a stunning rental property located in the beautiful city of Sarasota, Florida. This spacious home offers an ideal blend of comfort, style, and convenience, making it the perfect choice for your next getaway. Featuring 4 bedrooms and 2 bathrooms, this property provides ...
Property Type
Sarasota House
Distance to beach: 4 miles to Siesta Key Beach
Key Amenities
About this property
Welcome to your oasis of comfort and style in the heart of Siesta Key, just moments away from the world-renowned Siesta Key Beach and the vibrant city of Sarasota. This meticulously designed 2-bedroom condo offers a perfect blend of modern elegance and coastal charm. Escape the crowds and enjoy the serenity ...
Property Type
Sarasota Condo
Featured review
The condo was conveniently located close to Siesta Key and other beautiful beaches. The condo was within walking distance to shopping, restaurants and other attractions. The fenced in backyard and walking ...
Key Amenities
About this property
Arlington Hurricane Block Home with 2 Bedroom, 2 Bath home with "extra room" for sleeping, office, movie watching, etc. Remodeled bathrooms, bedrooms, new air conditioner, water heater, washer/dryer, vinyl plank waterproof flooring throughout. Owner uses this home as well.
Property Type
Sarasota House
Distance to beach: 0.5 miles to Siesta Key Crescent Beach
Key Amenities
About this property
NEWLY REMODELED - LUXURY WATERFRONT CONDO FOR COUPLES GETAWAY - BOAT DOCK/PRIVATE SLIP FOR BOAT/JET SKIS - Walk to beach, town, shopping, top restaurants, live music, and entertainment. Sit on the lanai and watch the boats, dolphins, manatees, pelicans and other wildlife - it is a gorgeous spot! Walk ...
Property Type
Sarasota Condo
Featured review
Beautifully decorated condo in prime location. Extra clean and upscale. Best location on the harbor with water views and walking distance across the bridge onto Siesta Key's Tiki Bar. Owner is a pleasure ...
Distance to beach: 3 miles to Siesta Key
Key Amenities
About this property
*All post-hurricane repairs are complete, and all tree debris has been cleared. The property is back in perfect condition. Siesta Key Beach re-opened as of Oct 26, 2024. Please book with confidence. Discover Magnolia House Sarasota, your ultimate “Swim and Soak” getaway! The house boasts ...
Property Type
Sarasota House
Distance to beach: 11 miles to Siesta Key Beach
Key Amenities
About this property
Step inside this beautiful townhome and discover a thoughtfully designed space that exudes comfort and style. The townhome boasts modern features, including fixtures and appliances ensuring both functionality and elegance. Located just a short drive (~20 minutes) to Siesta Key Beach, rated the #1 ...
Property Type
Sarasota Townhome
Featured review
We had a very relaxing stay at this brand new, super clean, comfortable townhouse. Our host was so understanding to help accommodate my husband and I at the last minute! Since this was a new rental, there ...
Distance to beach: 14 miles to Siesta Key Beach
Key Amenities
About this property
Our penthouse condo is located in Sarasota (Manatee County), Florida within the Palm Aire residential condominium community at Palm Aire at DeSoto Lakes, Inc., Golf Side. It is uniquely situated on the top floor of the only 4-story building erected within the Golf Side community. Directly across from ...
Property Type
Sarasota Condo
Featured review
Condo was very comfortable for 2 people. If you don’t mind a queen size bed. Great view of golf course off back glassed in sitting area. Though this unit doesn't come with golf privileges. It is very ...
Key Amenities
About this property
Enjoy being close to everything at this smoke free centrally-located, peaceful catty-corner to Sarasota’s 10 acre Gillespie Park home. Minutes to the beaches, & walk to shopping, restaurants, bay front, arts, Whole Foods, coffee shops, etc. This 3 BD/3.5 BA home includes a detached over-sized ...
Property Type
Sarasota House
Distance to beach: 0.5 miles to Siesta Key
Key Amenities
About this property
NEWLY DECORATED LUXURY WATERFRONT CONDO FOR COUPLES GETAWAY - BOAT DOCK /PRIVATE SLIP FOR BOAT(When Available)/JET SKIS - Walk to beach, town, shopping, top restaurants, live music, and entertainment. Sit on the lanai and watch the boats, occasional dolphins & manatees, pelicans and other wildlife ...
Property Type
Sarasota Condo
Featured review
This is such a comfortable, well decorated and fully equipped condo. The location was very quiet with nice views and in a great location for accessing the beach and siesta key. You can easily bike to siesta ...
Key Amenities
About this property
Keep it simple at this smoke free centrally-located, pet friendly, turn-key including an espresso machine! This 1 bedroom queen/ 1 ba apartment is catty corner to 10 acre Gillespie park w/2 dog parks, tennis courts, pickle-ball, basketball, & walking trails. Minutes to the #1 beaches & shopping ...
Property Type
Sarasota Apartment
Key Amenities
About this property
Turnkey furnished home, 3 bedrooms, 2 bathrooms, 2 car garage, king bed in master bedroom with walk-in shower, soaking tub and large walk-in closet. Queen beds in the 2 guest rooms. Heated private pool.
Property Type
Sarasota House
Key Amenities
About this property
Welcome to your fully furnished, Downtown Mid-Century Modern-meets-Art Deco Masterpiece, in historic Gulfstream Towers! Located both directly across from the Marina, and right off Main Street, this Turn-Key gem is footsteps from all the best dining and shopping options downtown. Designed with a bright ...
Property Type
Sarasota Condo
Key Amenities
About this property
Gillespie Park includes 10 acres of trails, playground, basketball, pickleball courts, tennis courts, pond & 2 public dog parks and is just a 7-10 minute drive to Lido Key Beach & International renowned St. Armands Circle. Come home to this charming and spacious compound with a total of 8 ...
Property Type
Sarasota House
Key Amenities
About this property
updated 10/14: Fortunate to have no hurricane damage. 3 bedroom/2 bath home located near the south bridge to Siesta Key. Bright and airy beach style decor. Light filled open format living room, dining room, kitchen. 65" flat screen smart TV Master Suite with king bed, walk-in closet, ...
Property Type
Sarasota House
Featured review
My husband and I spent three months at the home of Aaron and Joanne in the winter of 2023. I believe that we were the first renters after an extensive renovation of the property. The owners were swift ...
Key Amenities
About this property
Enjoy being close to everything at this smoke-free, centrally-located, peaceful catty-corner to Sarasota’s 10 acre Gillespie Park home. Minutes to the beaches, & walk to shopping, restaurants, bay front, arts, Whole Foods, coffee shops, etc. This 3 BD/3.5 BA home includes a detached over-sized ...
Property Type
Sarasota House
Key Amenities
About this property
This has just become available for winter of 24-25. The renter for the past 13 years has bought a place of their own nearby. The house is a bright, newer construction (in 2011) 3 bedroom home near the Siesta Beaches. This property is nestled in a quiet community a 10 minute walk from the white sands ...
Property Type
Sarasota House
Featured review
We’ve been renting 6217 Beechwood from Bill for many years. Once we found this house and neighborhood, we knew we had found the perfect place for our Florida visits! The house is large and well designed. ...
Distance to beach: 4 miles to Nokomis, Turtle Beach, Siesta Key, Venice etc.
Key Amenities
About this property
Very pleasant tastefully furnished condo at this attractive and friendly golf and country club community. Ideal vacation spot. Lovely morning sun at east lanai and afternoon sun at west lanai overlooking 18th tee and pond. Master bedroom with King bed, full bathroom and walk-in closets, second bedroom ...
Property Type
Sarasota Condo
Featured review
Nice, comfortable, well furnished condo in a very good location. Short drive to several beaches. Nice amenities and very close to pool. Very nice golf course and a screened in lanai to overlook a lake ...
Distance to beach: 2 miles to Siesta Key and Turtle
Key Amenities
About this property
Quiet, private and pet friendly 2 bedroom, 2 bath, in Gulf Gate just 4 minutes to Siesta Key and her Beaches! All Florida (12% state & bedding) taxes are 'included' in rental the fee. THERE ARE NO OWNERS FEE OR SERVICE FEES. Be Our Guest...very quiet, clean and comfortable non-smoking ...
Property Type
Sarasota Villa
Featured review
We appreciated the chance to try a new Snowbird spot this year. Amy’s place is convenient to some shops and a modern library nearby. Also great to have the paved Legacy Trail and mellow Gulf Gate streets ...
Key Amenities
About this property
Immerse yourself in beachfront bliss at Lido Bliss: Imagine stepping off the elevator into your private sanctuary. Breathtaking panoramic views of the Gulf of Mexico greet you from your expansive balcony, setting the scene for an unforgettable stay. This meticulously kept, 4-bedroom 3.5 bath haven exudes ...
Property Type
Sarasota Condo
Key Amenities
About this property
exquisite furnishings, Ritz Managed building, Ritz membership access included. This home is brand new to our rental options so book quickly before its filled. Ritz-Carlton Managed "The Beach Residences" southeast corner residence is desirably positioned to capture the stunning Sarasota Bay ...
Property Type
Sarasota Condo
Key Amenities
About this property
his 5-bedroom, with an enclosed office (can be a 6th bedroom), 3 bathroom home with natural light is ready to move in! Downstairs: open concept living room, kitchen with stainless steel appliances, granite countertops, lops of windows for a complete pool view (can hear the waterfall), bedroom, full bath, ...
Property Type
Sarasota House
Key Amenities
About this property
Welcome to Ocean Sky, a luxurious retreat that offers the perfect combination of comfort, convenience, and style. From the moment you step inside, you'll be greeted by a meticulously designed interior that caters to your every need. Ocean Sky features three spacious bedrooms and two full baths, ...
Property Type
Sarasota House
Featured review
A beautiful home with everything that you can possibly need. The pool was outstanding since the temps were 90 degrees plus! The communication with the office was fantastic. Everything was provided for ...
Key Amenities
About this property
Welcome to Casamigos, a rare upscale jewel in a sea of vacation rentals. This beautiful, newly furnished 4 Bedroom (all King Beds) /3BA home offers an exceptional vacation experience for your family and friends. It begins with lavish tropical landscaping (Malaysian and Areca Palms, Bougainvillea) and ...
Property Type
Sarasota House
Featured review
Beautiful home. It was spotless when we arrived. All the beds and pillows were extremely comfortable. The Host was very accommodating to all our needs all week. Outside pool and Tiki Bar were a big hit ...
Key Amenities
About this property
Situated on the Sarasota Intercoastal Waterway just South of the Stickney Point Bridge on the mainland, our 2 bedroom, 2 bathroom with Bonus room awaits you! Park your boat right outside your door with the 36 ft. boat slip that comes with this property! Conveniently located within walking distance ...
Property Type
Sarasota Condo
Featured review
The location is amazing, the condo is beautiful and the owner is awesome. The beach is a short 10 min walk, as well as numerous restaurants/bars and coastal shops. There are a couple of different free ...
Key Amenities
About this property
Crystal Sands, Siesta Key, Sarasota April price drop for Last minute deal - $2500 Amazing Views!! Our property is right on the beach. Take the elevator down and you're at the ocean. The views are amazing as you can see in the pics. Sit on the lanai for breakfast and watch the activities on the ...
Property Type
Sarasota Condo
Featured review
We loved every minute of our 2-week stay at Crystal Sands, the unit was beautiful and views breathtaking. We were a stones throw from the beach and it couldn't have been any better. I highly recommend!
Key Amenities
About this property
Located in a quiet cul-de-sac, this property offers a peaceful and tranquil setting. Away from the hustle and bustle of the city, you can enjoy a serene and calm environment in your own home. The private lanai with a saltwater pool provides a secluded outdoor space where you can relax and unwind. Whether ...
Property Type
Sarasota House
Distance to beach: 3 miles to Lido Beach
Key Amenities
About this property
This is a 2 bedroom 2 bath villa. Single story. 2 assigned parking spaces. Heated pool. Small quiet complex near downtown. Fully furnished with 2 queen sized beds and a queen pull out couch. There is a lanai with table and chairs. BBQ grill out back. Beach chairs and umbrella included. Two blocks to Fruitville ...
Property Type
Sarasota Villa
Distance to beach: 1 miles to Siesta Key
$126
avg/night
Key Amenities
About this property
OUR RATES: December 2024 $2400 January 2025 $4000 February-March 2025 $4500 April 2025 $3900 May-December 2025 $2400 *Calendar months only. *Ask for our 6-month plus special rate *Pet Friendly, Community pool ...
Property Type
Sarasota Condo
Featured review
I have had the opportunity to stay at The condos here on S.Osprey Ave in 1 bedroom and 2 bedroom condos, both were wonderful!! . For a year I was able to stay in condo 102A it is a two bedroom two bath ...
Distance to beach: 2 miles to Siesta Key Beach / Cresant Beach
Key Amenities
About this property
Quiet, private and pet friendly 2 bedroom, 2 bath, swimming pool home in Gulf Gate just 5 minutes to Siesta Key and her Beaches! Your Rental Fee includes the following (Rent, Cleaning Fee, Florida 12% taxes, Cable, Water & Utilities). Pet Fee additional to rental fee. NO Owners or Service Fees, ...
Property Type
Sarasota House
Featured review
Great clean place! Perfect! Pet friendly! Have everything! Beautiful yard and pool! Great communication
Key Amenities
About this property
Are you searching for the perfect vacation home in Siesta Key? Your search ends here! This luxurious property boasts 3 bedrooms, 3.5 bathrooms, and breathtaking ocean views from multiple balconies. Enjoy some relaxation time in the enclosed spa located in the fenced backyard, or take advantage of the ...
Property Type
Sarasota House
Distance to beach: 2 miles to Siesta Key beach
$122
avg/night
Key Amenities
About this property
OUR RATES: January $3600 February- March $3900 April $3000 May-December $1999 *Calendar months only. *Pet Friendly, Private Yard, First Floor Unit. *Community pool and gym in Complex. *Ask for our 6-month plus special rate *Boutique-style ...
Property Type
Sarasota Condo
Featured review
Location,location...This condo was perfectly located for easy access to Siesta Key and downtown Sarasota as well as convenient walkable areas.All information and photos were exactly as described in the ...
Distance to beach: 50 yards to Lido Beach
Key Amenities
About this property
HURRICANE UPDATE, October 29, 2024 Having a condo on the ground floor directly on the beach is always a fantastic thing. But this year with hurricanes Helene and Milton, its been a challenge. Hurricane Helene storm surge caused 3 inches of water to enter our unit. In addition, Milton tore up the ...
Property Type
Sarasota Condo
Featured review
We rented this gorgeous Condo for the month of March, 2024. First of all, the location is perfect, right on Lido Beach with a pool onsite and right down the street from St. Armand's Circle in Sarasota. ...
Key Amenities
About this property
This space offers 6 bedrooms (sleeps 16) 2 common areas (sleeps 4 on 2 rollaway beds and 1 double sleeper sofa bed), 4 full bathrooms, and a half bath. The abundance of natural Florida sunshine flows seamlessly throughout the home because of its many windows. Enjoy a sense of peace and tranquility throughout ...
Property Type
Sarasota House
Featured review
Have rented this home twice in the last 3 months because it is outstanding. Traveled from MD to Sarasota with clients for golf and this is our go to rental. Hot tub, pool, several entertaining spaces ...
Key Amenities
About this property
Minutes from Stickney Point bridge, the southern point to Siesta Key Beach you will be able to play on the beach all day and quickly get home to BBQ in the back yard. Or go dine at one of the funky places on Superior Ave. The living room has a large Roku TV mounted on the wall. The kitchen has a sliding ...
Property Type
Sarasota House
Key Amenities
About this property
Fantastic vacation spot with a luxurious screened in private heated pool - this spacious house has all the amenities of home so you'll never want to leave! Just a quick 7-10 minute drive to the beautiful free public beach, 12 minutes to fun Siesta Village, and 20 minutes to St Armand's Circle ...
Property Type
Sarasota House
Key Amenities
About this property
TEMPORARY HURRICANE HOUSING NOV. THRU DEC. 31st. AVAILABLE JAN. 1st through April. All winter. Tucked behind Bobby Jones Golf Course you will discover One of Sarasota's Best Kept Secrets! "The Hideaway" Uniquely Designed Villa Overlooking the Golf Course, Pool. Private, Screened ...
Property Type
Sarasota Condo
Featured review
We actually stayed at a different one from what was listed owner has 9 rental properties. Overall was fine. Outside could use updates.
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