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Sarasota Florida Vacation Rentals & Homes by Owner

Pool Home in Central Sarasota - Close to Beaches!

Sarasota Private vacation home Star 4.8 Star Review

This beautifully renovated home, is conveniently located in the center of Sarasota with your CHOICE OF BEACHES! … just over the north bridge is Lido Beach & St. Armand’s Circle with its collection of restaurants & pubs, daiquiri decks, ice cream parlors, boutiques and specialty shops … or take the south bridge and you find Siesta Key with its.......read more

3 Bedroom(s)
3 Bath(s) Sleeps 6


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Gorgeous Private Home with Heated Pool

Sarasota Private vacation home Star 4.9 Star Review

The Kind Edward Sarasota is a spacious, well-laid out 3 bedroom, 2 bathroom, private home with everything you need tro have a wonderful vacation with fabulous memories. Relax at the end of the day in the private hot tub and heated pool, or take a short walk to Arlington Park. Head to downtown Sarasota which includes great resturants and nightlife, .......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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The Sea Horse - Sunset Beach Resort

Sarasota Apartment Star 4.8 Star Review

Two story, 3 bedroom, 2 bath unit, designer decorated, with amazing views of the Gulf from every room! This unit has everything imaginable and you literally step out of your unit and the crystal white sands of Siesta Keys number one beach are under your feet. We are located at the North end of Siesta, only one block from Siesta Village with great .......read more

3 Bedroom(s)
2 Bath(s) Sleeps 8


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Beautiful Beach Home, Lake View, Quiet Culdesac, 3 miles from Siesta Key Beach

Sarasota Private vacation home Star 5.0 Star Review

As you enter the home, you're welcomed by the soothing coastal charm of a newly decorated and fully updated home featuring a cozy and comfy living room with a large flat screen TV equipped with cable, DVD player and access to streaming services such as Netflix and Amazon (your account please). A large dining room awaits in the back of the home with.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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St Armand's Private Home with large yard

Sarasota Private vacation home

New Rental! Wonderfully updated St. Armand's residence provides a contemporary feel surrounded by lush landscaping. Walk in and you will see that this home is quite charming, featuring high volume ceilings, French doors, crown molding in all rooms, built ins, a sunny kitchen nook that leads to a private old world court yard mingled with Spanish.......read more

3 Bedroom(s)
3 Bath(s) Sleeps 8


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Racimo Ranches Retreat Near the Polo Fields

Sarasota Private vacation home

Rare find, fully furnished. This beautiful 3-bedroom + 2-bathroom, 1,739 sq ft home sits on a beautiful, half-acre, fenced-in corner lot. Enjoy the quiet country lifestyle with the convenience of being less than 3 miles from I75, a 10-minute drive to the Sarasota Polo Club, and a short distance to Downtown Sarasota, and the famous beach at Siesta K.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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Beautifully Updated 2nd Fl Villa, 2 Heated Pools, WiFi, Communal Laundry, King Master, Clubhouse

Sarasota Condo

New listing in Village Brooks! Beautifully remodeled villa with a complex that includes 2 heated swimming pools, tennis courts, Clubhouse and shuffleboard......come join the fun. This fabulous 3 bedroom villa has everything you need to make great vacation memories with the family! Head to Siesta Key beach for the day to play in our famous cool po.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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Sarasota 3BR/2BA Home w/ Grill & Hot Tub 6 min to Siesta Key, accommodates 8

Sarasota Private vacation home Star 5.0 Star Review

Relax in luxury w/up to 8 of your favorite people at spacious Casa Azul! This 3BR/2BA has new furnishings, an enormous kitchen, dining, & living room area!

This property is located in a quiet residential area just 6 min to Siesta Key, 10 min to downtown and the marina, and 20 min to SRQ Airport, Lido Beach, St. Armands Circle, and Longboat K.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 8


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Paradise Shores- Beautiful, Luxurious Bay Front Cottage With Pool And Spa

Sarasota Private vacation home Star 5.0 Star Review

Saraphina`s Cottage is located in Paradise Shores, right on Sarasota Bay, just south of Harbor Acres, in one of the most sought after and beautiful neighborhoods in Sarasota.
Saraphinas Cottage is a historic home, designed by architect William Magill Thompson in the 1950s, having been completely, lovingly renovated over the past few years. It i.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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Now available!! Spacious Private home, near beaches and all!

Sarasota Private vacation home Star 4.6 Star Review

Spacious, bright and clean 3 bedroom private home located in Tropical Shores in Sarasota. 1/2 block from Little Sarasota Bay - minutes from Siesta Key beach, Nokomis Beach and downtown. Open floor plan with two large living areas, kitchen with breakfast bar which opens to dining room. Master bedroom has king bed and large walk in closet + priva.......read more

3 Bedroom(s)
3 Bath(s) Sleeps 6


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The Pink Palm on Siesta Key

Sarasota Private vacation home Star 5.0 Star Review

Ideally located on the north end of Siesta Key, this charming resort-island home has loft-like spaces, a cool tropical modern vibe, plus 3 bedrooms, 3 baths and fantastic saltwater pool. This home is a 5 minute walk from the nearest public beach access and less than 2 miles to the heart of Siesta Key Village. Close enough to enjoy everything Sies.......read more

3 Bedroom(s)
3 Bath(s) Sleeps 8


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Dates available!

Sarasota Condo Star 5.0 Star Review

SIESTA KEY - THREE BEDROOMS! GROUND FLOOR. Large end unit.
WE'RE #1 WE'RE # 1 WE'RE #1 Can we say it again? WE'RE #1 Rated by Dr. Beach himself, Stephen Leatherman.
Siesta Key Beach is Numero Uno among beach rankings in the US.
Stay at our unit. No stairs or elevators to deal with, this large, end-unit condominium (1800 square fe.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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QUIET RELAXING HOME IN SARASOTA

Sarasota Private vacation home Star 5.0 Star Review

Your stay in Sarasota couldn't get any better when you settle into this 3-bedroom, 2-bathroom vacation rental house. Boasting a private pool and accommodations for up to 6, you'll have everything you need to enjoy a stress-free siesta. Located in the Indian Beach Sapphire Shores neighborhood, you're just 1 mile from the airport, 15 minutes to Lido .......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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BEACHFRONT CONDO - THREE BEDROOM - HEATED POOL - FREE BOAT DOCKS - RENOVATED

Sarasota Condo Star 4.9 Star Review

Beachfront Condo - Three Bedroom - Heated Pool - Free Boat Docks - Upscale - Siesta KeyLocated Next to Turtle Beach on the Southern End of Siesta Key, Sarasota, FL

Top beachfront unit at Fisherman's Cove!! Fisherman's Cove is a very rare Siesta Key condo where every unit has direct, unobstructed, full Gulf views. The building is one of the.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 8


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Luxurious Outdoor Oasis - Spectacular Courtyard!

Sarasota Private vacation home Star 5.0 Star Review

Imagine booking your vacation knowing that a one-of-a-kind experience awaits you. A newly installed lighted splash pad has put the finishing touch on this incredible home - something you won't find anywhere else.

Seasoned professionals in hospitality, we've worked tirelessly to create a memorable experience for our guests of all ages.
B.......read more

3 Bedroom(s)
3 Bath(s) Sleeps 7


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Direct Waterfront Home 3Bedr/2Bath No damage from Ian

Sarasota Private vacation home Star 5.0 Star Review

Enjoy your own private home directly on the calming waters of Little Sarasota Bay. This comfortable private home is fully renovated from top to bottom and features an in-ground waterfront pool along with easy access to world famous Siesta Key beach.

Pull into the gated entrance of this spacious, clean home, and leave your worries at home. .......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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A little bit of Paradise, A little bit of Home

Sarasota Private vacation home Star 4.6 Star Review

Lovely updated 3 bedroom 2 full bath ranch home with pool, garage and yard. Open and spacious. Master bedroom has privacy and full bath with access to patio and pool. Full kitchen with stove, dishwasher, refrigerator and microwave. Outdoor kitchen area with beverage refrigerator, grill and counter space. Laundry on premises. Linens and towels.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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☀️Perfect Sarasota centrally located, and just a few miles to the beach!!

Sarasota Private vacation home Star 4.9 Star Review

Relax and soak up the sun!! In this stunning home centrally located home in the heart of Sarasota. Just 1.5 miles to the North Bridge and few miles to Sarasota's amazing #1 Beaches such as Siesta Key and Turtle Beach etc., downtown, shopping and restaurants. This home is very quiet and tranquil with a fenced in private backyard, this open layout w.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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Buttonwood 462 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Sarasota Condo Star 4.8 Star Review

Magnificent 6th floor, quiet, end/corner unit with over 1600 sq. ft. of spacious living space. The unit is a 3 bedroom 2 full baths. Master bath has large walk in shower with dual sinks. Guest bath is tub/shower combo. Tile flooring through the entire unit except the larger guest bedroom with queen bed which is carpet. Light and bright tasteful dé.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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Buttonwood 432 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Sarasota Condo Star 4.6 Star Review

Over 1600 sq. ft. of spacious living space and ceramic tile throughout; beautifully decorated The living area features a large flat screen TV and DVD player, the kitchen is adorned with granite counter tops and stainless steel appliances. The master bedroom features a king bed a flat screen TV; master bath has dual sink vanity and a large step in s.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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Buttonwood 477 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Sarasota Condo Star 4.5 Star Review

Spectacular Gulf of Mexico views from this seventh floor, 3 bed 2 full bath spacious unit with over 1800 s.f. Extra large 25' glassed-in lanai stretches across unit to watch the famous Siesta sunsets! Ceramic tile in living areas and lanai. Many upgrades and beautifully decorated! Living room has a flat panel TV/DVD, updated kitchen features stainl.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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Beach Front 3BR 2 BA Villa Near Siesta Key Village

Sarasota Private vacation home Star 4.9 Star Review

#1 Beach in the world by National Geographic Magazine. #1 in 'America's Best Beaches-2016' by Dr. Stephen Leatherman, AKA Dr. Beach.
This property is a 3 Bedroom, 2 Bath direct Siesta Key Beachfront unit. It has direct access right off the patio into the Siesta Key sand and surf.

It is a fabulous renovated one-story unit with beautiful g.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 8


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Buttonwood 467 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Sarasota Condo Star 5.0 Star Review

3BR Unit with over 1800 sq. ft of living space! Unique kitchen layout optimizes gulf viewing and includes stainless steel appliances, granite counter tops, new cabinets, and a Keurig coffee maker. New flat screen tv's throughout and wireless internet. Fabulous 180 degree view of the white sands of Crescent Beach and the aqua blue waters of the Gulf.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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Buttonwood 422 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Sarasota Condo Star 5.0 Star Review

Beautifully and tastefully decorated in a very simple, clean and modern style. Spacious, second floor 3BR/2BA quiet and private corner unit. King bed in master, 2 Twins in the large guest room and a double sized bed in the small guest room. Comfortably accommodates 6 guests. Washer & Dryer and Wi-Fi in unit. Heated Pool, Private Tennis Court, Fitne.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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Buttonwood 452 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Po...

Sarasota Condo Star 4.4 Star Review

5th floor, 3BR/2BA end unit with beautiful gulf view! King bed in master bedroom, 2 twin beds in guest bedroom, full size bed in 3rd bedroom. Cozy alcove in master bedroom! Spacious screened-in glass lanai overlooking pool area, lush tropical grounds and beach and gulf! Washer and dryer inside the condo in a laundry room. Complimentary Wi-Fi in uni.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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Buttonwood 427 - 3 Bedroom Condo with Private Beach with lounge chairs & umbrella provided, 2 Poo...

Sarasota Condo

3 BEDROOM/2 BATH! This second floor gulf view unit has over 1600 sq. ft. Dining room off full-size kitchen with all new appliances! Living room and master bedroom have sliding doors that lead to large screened lanai that overlooks the pure white sand of Crescent Beach and the sparkling aqua blue waters of the Gulf of Mexico! Living room has a 55" f.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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Modern 3 bedroom house 15 min from Siesta Key Beach

Sarasota Private vacation home

Welcome to our modern cozy beach house. This 3 bedroom 2 bath newly remodeled home is all you need for your coming vacation. Located within only 15 minutes away from the best Siesta Key beach. The house has minimalistic look, and it is very comfortable to stay in........read more

3 Bedroom(s)
2 Bath(s) Sleeps 7


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Gorgeous 3/3 pool home on water Lido Key!

Sarasota Private vacation home Star 4.9 Star Review

This beautifully decorated 3 bed/3 bath, is 2,320 Sq Ft with a private heated pool & Hot Tub. Enjoy your luxurious vacation on Lido Key!
Rent a boat and keep it at the dock (good for up to 48 feet!), and take advantage of the deep water canal.

As you enter the home, the view on the large and deep water canal will take your breath away. .......read more

3 Bedroom(s)
3 Bath(s) Sleeps 6


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❤️Hidden Gem Home in Sarasota w/ amenities by UTC Mall and Siesta Key

Sarasota Private vacation home Star 5.0 Star Review

Welcome to our home, we are so happy to share our special getaway with you and truly hope you get to enjoy it. Our home is located in a quiet neighborhood with a community pool, 2 tennis courts, and a beautiful park nearby. We are close to supermarkets, restaurants, and convenience stores, 5 minutes away from the UTC Mall, local shopping centers, a.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 7


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Banyan Tree Bungalows Waterfront Private Dock

Sarasota Private vacation home Star 5.0 Star Review

This sparkling clean 3 BR cottage is a treasured gem nestled in South Siesta Key between Turtle Beach (1mi.) ,Crescent Beach (.5 mi.) and Siesta Key Beach (3 mi.). Free trolly available to get to beaches and SK Village for dining and shopping. Owners recently acquired this property next door and have remodeled keeping the relaxed vibe of "Old Flori.......read more

3 Bedroom(s)
3 Bath(s) Sleeps 6


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Sarasota creekside pool home oasis, close to beaches and activities.

Sarasota Private vacation home Star 5.0 Star Review

Welcome to Sarasota Florida. A premier: vacation, adventure, retirement destination. Located on the best (West) coast of FLORIDA. Thank you for considering our house for your stay. Creekside is located on Phillippi Creek in central Sarasota, approximately 5 miles from Siesta Key, the #1 beach in the world (2019). Spend time with family and friends .......read more

3 Bedroom(s)
2 Bath(s) Sleeps 8


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Spacious Penthouse Condo @Country Club Golf Course

Sarasota Condo

Spacious 3 bedroom/2 bath top floor end unit located at Palm Aire Country Club! You will enjoy sweeping views of the newly renovated Palm Aire golf course, enclosed lanai/balcony, one bedroom has two twin sized beds and the other two have queens. Access to HUGE pool and fitness center, each located steps from the unit; includes access to one assign.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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Charming Sunny House 5 min by Siesta Key Beach 5 min Downtown Sarasota

Sarasota Private vacation home Star 4.1 Star Review

Charming House 5 minutes by Siesta Key Beach and Lido Key. 5 minutes by Sarasota downtown and St Armand Circle. The house has a beautiful backyard with all white fence in. All kitchen amenities are included including air fryer deep fryer rice cooker and washer and dryer. The beds are new with comfortable mattress and 3 air mattresses.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 10


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Charming Yellow House 5 minutes to Siesta Keys Lido Keys 5 min downtownSarasota

Sarasota Private vacation home Star 4.7 Star Review

Charming Warming Quite Yellow House 5 minutes to Siesta Keys and Lido Keys. 1 block from Trader Joe, 3 minutes to Sarasota Downtown nicely furnished with elegant furniture and all cooking amenities. Plenty of parking and 2 car garage.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 10


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Wi-Fi, Cable, Grill, Outdoor Area, 1.4 miles/5 min to Powel Crosley Estate, near downtown Sarasota

Sarasota Private vacation home Star 4.9 Star Review

SLEEPING ARRANGEMENTS

3 BR / 3 BA / Sleeps 8
Master bedroom – One King bed with TV and en-suite bathroom.
Second bedroom – Two Twin beds with access to the hallway bathroom
Third bedroom - One Queen bed with access to hall bathroom near the kitchen and LG TV in the room.
Fourth office/den - Separate area to work with desk.......read more

3 Bedroom(s)
3 Bath(s) Sleeps 8


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3/2 condo+ just 6 min from Siesta + heated pool

Sarasota Condo Star 4.5 Star Review

★ "An incredible apartment, with gorgeous location and 6 star hospitality!"

• 6 min drive from Siesta
• Shared heated pool just 1 min. walking
• Lanai
• pet friendly
• Fully stocked kitchen
• 1200 sqft home
• walking distance Publix, restaurants, bars
• 30 min. drive from SRQ Airport
• 60 min. dr.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 8


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Single Family Home. Not far from beaches.

Also listed on Airbnb 5 star

Sarasota Private vacation home Star 4.3 Star Review

Enjoy a relaxing experience at this centrally-located home in Sarasota. Less than 10miles from the #1 beach in the US, Siesta Key. Central to several popular beaches on the gulf.

Home away from home........read more

3 Bedroom(s)
2 Bath(s) Sleeps 8


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? Tropical South Siesta Key waterfront home with private pool, single level

Sarasota Private vacation home Star 5.0 Star Review

Hibiscus Hideaway ?
A Private Tropical Retreat located in one of the nicest neighborhoods on Siesta Key.

Enjoy peacefulness and tropical scenery on South Siesta Key. This beautiful 3 bedroom, 2 bath waterfront pool home w/office offers a private setting with easy access to the island’s famous beaches and vibrant villages.

Rela.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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Flirty Flamingo! Luxurious House w/Comfy King Bed/2.6 mi to Siesta

Sarasota Private vacation home Star 5.0 Star Review

Welcome to “Flirty Flamingo” located 4 miles from world famous Siesta Key Beach! Completely brand NEW remodeled home decorated with all new furnishings. Comfortable, clean, private, luxurious, & fully equipped!

Enjoy a relaxing getaway in this gorgeous, well-appointed, space with amenities galore including new kitchen, king size bed, ba.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 5


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Beautiful 3 bedroom townhouse

Sarasota Private vacation home

Your family will be close to everything when you stay at this centrally-located place. You have the beautiful meadows golf course in your back yard snd just minutes away from the famous UTC shopping area. You are 15 mins to downtown Sarasota and beautiful Marina Jack.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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Lido Key private home by FVC. Walk to beach.

Sarasota Private vacation home

Coastal Blue Home managed by Florida Vacation Connection.
3 bedroom/2 bath, relaxing and unpretentious beach getaway. Renovated bedrooms and bathrooms and kitchen. Queen bed in master with en suite bath and step in shower. French doors lead out to the backyard deck. 1st guest bedroom offers a full bed. 2nd guest room provides a queen bed. B.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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Tropical Retreat near Sarasota Downtown!

Sarasota Private vacation home Star 4.8 Star Review

Get ready for a perfect vacation! This beautifully renovated house is located in one of the best areas of Sarasota. Just outside of Sarasota downtown, short drive to Lido Beach; Longboat Key and Siesta Key. Sarasota International Airport is less than 5 minutes away.

House is a perfect spot to relax after a long day of work or play. Its.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 9


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Heated Pool ❤ Home- Close to Beaches, Restaurants

Sarasota Private vacation home Star 4.7 Star Review

NOTE: BOOKING JANUARY, FEBRUARY OR MARCH? Please book whole months only NOT mid-month to mid-month. This time frame is a monthly minimum property and we don't want to be empty for part of the time. Booking February 1 - February 28? Okay. Want to book February 15 - March 15? Not okay. Please ask first if you are unsure. We will try and work with you.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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3 BR /3 BA with Private Pool & Patio Near Beaches

Sarasota Private vacation home Star 4.9 Star Review

Slip into a Sarasota paradise and stay at this 3-bedroom, 3-bathroom vacation rental house. Nestled in a quiet neighborhood, this Florida abode features an impressive lanai pool and proximity to numerous attractions in the area! Walk the white beaches of Siesta Key Beach, shop at the boutique stores of St. Armand's Circle, and peruse the streets o.......read more

3 Bedroom(s)
3 Bath(s) Sleeps 6


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Gorgeous renovation with pool, minutes from beach

Sarasota Private vacation home Star 5.0 Star Review

Light, bright and newly renovated. Beautifully decorated 3 bedroom home minutes from Siesta Key and downtown. The spacious modern kitchen has a slider that leads to covered porch and large pool with private fenced yard. A second slider from the porch leads to the master bedroom with master bath and walk in closet. Open living room and 2 additional .......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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3 Miles to Siesta Beach 3bdr/2bth with heated pool

Sarasota Private vacation home Star 5.0 Star Review

The BEST rental option to complete all your vacation planning! Everything remodeled and brand new in this 3 bed, 2 bath with heated pool home only 3 miles from Siesta Key Beach. Centrally located to Shopping, Restaurants, and Downtown! Book today and get ready for an amazing vacation ! Siesta Key Beach Distance - 15 Min , Sorry, No Pets Please. read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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Sarasota Waterfront Paradise- Location, Location...!!

Sarasota Private vacation home Star 4.7 Star Review

Welcome to our exquisite waterfront retreat in the heart of Sarasota! This fully-stocked private home is a true gem, boasting 3 bedrooms, 2 baths, and a heated pool/spa. Prepare to immerse yourself in the ultimate indoor-outdoor living experience.

Nestled in the upscale Southgate community, our tastefully decorated home offers a prime locati.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


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New Listing! Don't Be Salty | Gorgeous Modern Home w/ Private Heated Pool & Spa, Near Beach!

Sarasota Private vacation home

Welcome to Don't Be Salty, a modern yet coastal 3 bedroom vacation home located on the gorgeous island of Siesta Key, Florida. This luxurious home is designed to provide the perfect blend of contemporary style and coastal charm, ensuring your tropical getaway is nothing less than extraordinary. With a myriad of amenities and a prime location, Don't.......read more

3 Bedroom(s)
4 Bath(s) Sleeps 10


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