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House vacation rentals in Downtown, Sarasota

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Top-rated house rentals in Downtown, Sarasota

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A serene saltwater pool reflects the surrounding palm trees and evening sky. Lounge chairs are positioned along the deck, offering comfort beside the tranquil water. The dock is visible in the background, enhancing the waterfront ambiance.

Home in Longboat Key

4.88 out of 5 average rating, 120 reviews

Summer House longboat key

Luxurious waterfront 3 Bedroom home with bay and and canal view with extra dock that can accommodate up to 21 ft+-heated pool, tropical landscaping with coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach, It is a private home nestled on a canal that is 2 houses from Sarasota Bay. Our home is situated in the desirable quiet neighborhood of Country Club Shore minutes from at Armand’s circle

A clean, large pool is surrounded by comfortable lounge chairs. Illuminated in soft purple light, the pool features colorful inflatables, with a gazebo and grill visible in the background. Palm trees frame the serene lakeside view beyond the pool area.

Home in Sarasota

4.89 out of 5 average rating, 56 reviews

Lakefront Getaway in Sunny FL

Welcome to your lakeside retreat in sunny Florida! Our house offers stunning lake views and spacious, immaculate rooms. Just a short drive to Siesta Beach (#1 in the USA). The main house has 3 beautifully furnished bedrooms. The 4th bedroom in the separate guest house is included for groups of 10 guests; for smaller groups, it can be available for an extra fee. Relax by the large, clean pool in our private, gated property. Well-equipped kitchen, gazebo, grill, and family-friendly features await!

A spacious living room features a sectional sofa adorned with decorative pillows, complemented by a round coffee table. Light-colored walls and wood flooring create a bright atmosphere, while a glimpse of the open-concept dining area reveals a large kitchen with modern fixtures.

Home in Bradenton

4.92 out of 5 average rating, 171 reviews

Htd Saltwater Pool- Near Beaches - 6bd/3ba

Relax in this stunning mid-century modern house near the beach with NEW saltwater pool with stone deck & splash pad/sun deck! Make your own childhood dreams come true for the kids with a backyard treehouse that is sure to make lifelong memories! This palm oasis is sure to please everyone! We have thought of everything, including all the vacation essentials for home, pool, & beach! Don't miss your chance to relax on America's favorite beaches at Anna Maria Island & Siesta Key- just minutes away!

A white gazebo is surrounded by lush greenery, featuring a round table and four chairs with bright green cushions. The flooring is concrete, and the structure offers a shaded retreat, providing an inviting space for relaxation and conversation.

Home in Sarasota

4.93 out of 5 average rating, 110 reviews

Sunny Sarasota Vacation Home - VR2400236

Quiet Neighborhood - Single Private Home, Great Location! This beautiful home includes 3 bedrooms, 2 bathrooms and sleeps up to 10 people. Near #1 Rated SIESTA KEY BEACH & LIDO KEY BEACH. Come and relax in this newly renovated home. Large living room, dining room and lanai to accommodate your friends & family. 5 TV's, DVD players, Cable, Internet. Fully equipped kitchen & laundry. Bus stops, grocery stores & restaurants are near by. Base rate covers 6 guests; $20.00/night/additional guest.

An open floor plan is showcased, featuring a modern kitchen with wooden cabinets and stainless steel appliances. Natural light flows through large windows, illuminating the dining area and inviting seating arrangements. A tranquil pool is visible through the glass doors, enhancing the indoor-outdoor connection.

Home in Sarasota

4.96 out of 5 average rating, 122 reviews

The Bradford Cottage/Heated Pool /Mins to Siesta

If you are looking for a cozy retreat in a safe and private neighborhood than look no further! From the minute you step inside this immaculate private residence you will feel right at home. With a beautiful open floor plan with plenty of room to spread out, natural light that pours in every room and a spacious back porch overlooking the heated pool this is the perfect place to unwind and relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota you are in the middle of it all!

A caged outdoor space features a heated saltwater pool, surrounded by a spacious deck. Sun loungers are positioned nearby, and a covered area for dining is visible in the background. Lush greenery adds a touch of nature to the setting.

Home in Sarasota

4.85 out of 5 average rating, 169 reviews

Beaches, Shopping, Sculling-Sarasota is calling!

Charming three bedroom two bathroom house. The HEATED SALTWATER pool is caged with a covered outside dining area along with an area to grill. Master bedroom comes with a private bath and a walk-in closet. Second bedroom comes with a queen bed and the third bedroom comes with 2 twin beds. Washer and dryer available on site. Five minutes to I 75. Minutes from the Sarasota airport. Minutes to the UTC and Benderson Park. Close to beaches and shopping. Can be rented short term or longer.

Top guest favorite

The living area features a cozy sofa, two reclining chairs, and elegant decor. A TV is positioned above a media console, while a dining area is visible in the background. Large windows allow natural light to fill the space, highlighting the light wood flooring.

Home in Sarasota

4.92 out of 5 average rating, 294 reviews

❤ Villa & Garden in Downtown ~ 5 Min to Beaches

Our bright and contemporary Heart Villa offers the quintessential Sarasota downtown and beach experience. It is nestled among tropical trees in a charming cul-de-sac in historic Laurel Park – right in the heart of downtown with loads of restaurants, boutiques, and sights on offer. Several fantastic beaches are just 5-mins ride away! And the villa's private garden is the perfect place to enjoy alfresco dining! We’ve poured our hearts & souls into this villa, it's our family business.

A modern dining area is illuminated by a stylish pendant light. A round table surrounded by six upholstered chairs is positioned near large glass doors, offering a view of the outdoor space. Light wood accents complement the neutral walls, creating a clean and welcoming atmosphere.

Home in Sarasota

4.94 out of 5 average rating, 18 reviews

Warm, Luxury Oasis in Central Sarasota

Choose to stay at a home which has it all. Professionally designed and hosted by a 10-year SuperHost, this property offers incredible value. Superbly comfortable beds and linens, SUPER FAST internet, thoughtful furnishings, tons of activities & games, fully equipped for babies and toddler needs, extremely central location, large, high-end TVs, a jacuzzi, 2-person hammock, in-ground fire pit…. And fur babies welcome… you name it, this home has it. Welcome to Sarasota Paradise.

A bright dining area features a wooden table surrounded by six white chairs. A floral centerpiece adds a touch of greenery. In the background, glass double doors provide a view of the outdoor space, while a wall clock and cabinetry enhance the inviting atmosphere.

Home in Sarasota

4.71 out of 5 average rating, 135 reviews

Private house, 3 bed, 2 bath with back yard. WIFI

Welcome to your home away from home in charming Sarasota! Experience the vibrant core entertainment, exquisite dining, and enchanting opera house near downtown. Immerse yourself in renowned arts and live performances. Just 3 miles away, cross the iconic Ringling Bridge to St. Armand's Circle and pristine beaches. Siesta Beach is a mere 5 miles away for sun and sand. With a central location and inviting atmosphere, this is the perfect place to explore Sarasota's offerings.

Home in Downtown Sarasota

4.92 out of 5 average rating, 240 reviews

*Downtown home 10min. drive to beach; walk DT*

In the heart of Gillespie Park, this bright & spacious home is a 10 min. drive to Lido Beaches and within walking distance to downtown shops, grocery, farmer's market, opera house, restaurants, bars, live music, tennis, parks, antique shops and performing arts. Old Florida bungalow on the outside, inside, it's updated with new appliances and bathrooms. A banyan tree offers private, shady repose on the back deck w/grill and dining area. Message me for room availability.

Top guest favorite

The living area features a light-colored sofa and two dark armchairs arranged around a wooden coffee table. Natural light enters through large windows with soft drapes, while a wall-mounted television displays a serene image. Decorative elements include a flower arrangement and artwork.

Home in Sarasota

4.98 out of 5 average rating, 388 reviews

The Cottage at Central Park II

If you are looking for the perfect family home to cater to your every need, then look no further! With plenty of space to spread out, natural light that pours into every room, an expansive and private fenced in yard, screened-in porch and outfitted kitchen- this is the perfect place to entertain AND relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota in one of the areas most sought after neighborhoods you are in the middle of it all!

A stylish living area is depicted, featuring a comfortable gray sofa and two wooden armchairs with blue accents. A large flat-screen TV is mounted on the wall, and a decorative coffee table sits at the center, adorned with a vase of flowers. Natural light floods in through large windows.

Home in Bradenton

4.93 out of 5 average rating, 60 reviews

Pickleball! Pond! Private Heated Pool! Foosball

Welcome to Once Upon A Pond, by Stayawhilewithus! If travel is on the horizon, set your sails to luxury and tranquility at this newly updated 4BR/3BA getaway. The heated private pool offers gorgeous vistas of the pond in the backyard, so take your relaxation to another level with the scenic views and some mesmerizing bird watching. And don't forget to enjoy the pickleball court in our side yard - it'll be great fun for the whole family!

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Popular amenities for Downtown, Sarasota house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

A clear blue pool is featured, with sunlight reflecting off the water's surface. The pool is surrounded by a light-colored deck, providing space for relaxation. A set of steps leads into the pool, and a safety fence is visible, ensuring security.

Home in Bradenton

4.98 out of 5 average rating, 57 reviews

IMG Academy-Modern Home Heated Pool Beaches 8 min

The screened-in pool area features a clear, inviting swimming pool surrounded by a spacious deck. Natural light filters through the screen, highlighting the lush greenery visible in the background, creating a tranquil and private atmosphere.

Home in Sarasota

4.97 out of 5 average rating, 58 reviews

2223 Doud Street, Sarasota, FL

A single-story house is framed by a large pine tree and colorful landscaping. The brick exterior is complemented by white walls and red accents around the windows and doors. A fenced area is visible in the background, providing a sense of privacy.

Home in Bradenton

4.9 out of 5 average rating, 101 reviews

Large Sparkling Clean Pool Home West Bradenton

A spacious outdoor dining area features a large table surrounded by six chairs, positioned on a light blue surface. In the background, a crystal clear pool reflects sunlight, while an umbrella provides shade. A fenced perimeter and greenery enhance the setting's privacy.

Home in Sarasota

4.93 out of 5 average rating, 135 reviews

Centrally located oasis.

A screened enclosure surrounds a saltwater pool, featuring a light-colored stone deck and a shaded area with exposed wood beams. The backdrop includes a modest house and green landscaping, creating a serene outdoor setting.

Home in Sarasota

4.94 out of 5 average rating, 98 reviews

Beautiful heated pool home, minutes from beaches

An oversized private pool is surrounded by lush palms and tropical plants. The pool area features a tiled patio and is enclosed by a wooden fence, creating a sense of privacy. A covered sitting area is visible in the background, enhancing the outdoor space.

Home in Bradenton

4.77 out of 5 average rating, 249 reviews

Tropical Paradise - Private Pool - Close Beaches

A screened-in pool area is showcased, featuring a heated pool with clear blue water. Sunlight casts shadows on the tiled surface, while a picturesque view of a private lake and surrounding greenery is visible in the background.

Home in Sarasota

4.94 out of 5 average rating, 128 reviews

Lake Front House with a Pool

Home in Bradenton

4.89 out of 5 average rating, 219 reviews

Beautiful pool home minutes from Anna Maria Island

Weekly house rentals

A Ranch-style house with a warm-toned exterior is featured. A concrete driveway leads to a single-car garage. Lush green landscaping surrounds the front yard, where trees provide shade. The entrance is marked by a welcoming door, complemented by windows that allow natural light.

Home in Bradenton

4.83 out of 5 average rating, 258 reviews

Comfortable & modern house in Central Bradenton

Top guest favorite

A welcoming living area presents two brown sofas arranged around a coffee table. Exposed wooden beams accentuate the ceiling, while natural light enters through large windows. A subtle area rug adds comfort, and a plant sits on the table, enhancing the open atmosphere of the space.

Home in Sarasota

4.95 out of 5 average rating, 165 reviews

Wood Street Retreat 4/2 Near Beaches & Downtown

Top guest favorite

A serene outdoor pool area is surrounded by lush greenery and mature plantings. Several lounge chairs with side tables are positioned around the curved, heated pool, offering ample space for relaxation. A screening encloses the area, ensuring privacy and comfort.

Home in Indian Beach-Sapphire Shores

4.93 out of 5 average rating, 69 reviews

The Happy House - Seeing is Believing!

A vibrant red flamingo-shaped mailbox is positioned at the front of the property, surrounded by lush palm trees and tropical plants. The pathway is lined with white stone, leading toward the well-maintained house in the background.

Home in Holmes Beach

4.9 out of 5 average rating, 58 reviews

Sea Glass Cottage

Top guest favorite

A bright bedroom features a gold metal bed frame draped with a decorative seashell-patterned blanket. A blue-and-white 'Seaside' pillow rests on the bed, alongside a contemporary bedside table with a geometric lamp and a small succulent plant. Sheer yellow curtains allow natural light to filter in.

Home in Sarasota

5 out of 5 average rating, 19 reviews

Elegant Newly Remodelled Spacious HOME

A spacious living area features a large sectional sofa and a mounted television, with natural light filtering in through the wide windows adorned with light curtains. A modern kitchen bar with stools is visible in the foreground, providing an open layout for easy movement.

Home in Sarasota

4.75 out of 5 average rating, 4 reviews

Amazing Location! Amazing Amenities!

The living area features light-colored furniture with decorative pillows and wall art. Large windows allow natural light to fill the space, and a cooling ceiling fan is present. A decorative bowl rests on the low coffee table, complementing the warm wood flooring.

Home in Holmes Beach

4.88 out of 5 average rating, 108 reviews

New Golf cart + 4bd/3b w pool/2100 sq ft home

Top guest favorite

A colorful sign is displayed on the exterior wall, featuring the name 'Sun & Sea Island Hideaways' in bold lettering. The design includes floral accents and a background that evokes a coastal theme, providing a welcoming touch to guests arriving at the property.

Home in Sarasota

4.91 out of 5 average rating, 88 reviews

Newly renovated Siesta key Private Beach Access

Private house rentals

A modern kitchen showcases sleek countertops and a spacious island with seating. Stainless steel appliances are complemented by a vibrant color scheme, while natural light filters through windows, highlighting the dining area visible in the background.

Home in Nokomis

4.93 out of 5 average rating, 27 reviews

Last minute May ,house 2 Mil beach .Pets welcome

A serene outdoor space features a sparkling pool enclosed by a screened patio, allowing for comfortable relaxation. Two lounge chairs offer seating near the water, while tropical plants surround the area, enhancing the inviting atmosphere. A colorful float is placed in the center of the pool.

Home in Bradenton

4.95 out of 5 average rating, 38 reviews

Now Booking for Summer - heated pool & grill!

Top guest favorite

Two lounge chairs are positioned beside the heated pool, adorned with rolled towels in vibrant colors. Surrounding foliage adds natural elements to the screened patio, while sunlit tiles highlight the spacious area designed for relaxation.

Home in Sarasota

4.97 out of 5 average rating, 237 reviews

Your private retreat near Siesta Key Beach.

Top guest favorite

A covered patio area is viewed, featuring seating arrangements with comfortable couches and a table, illuminated by string lights overhead. A saltwater pool is visible in the background, surrounded by a safety fence, enhancing an inviting outdoor space.

Home in Sarasota

4.9 out of 5 average rating, 41 reviews

Sea la Vie - heated pool, 4b2b, stocked kitchen

A private saltwater pool is surrounded by a spacious patio, featuring an umbrella for shade. Two adirondack chairs are positioned by the pool, while a vibrant orange lounge area invites relaxation. Lush green grass complements the outdoor setting.

Home in Siesta Key

4.92 out of 5 average rating, 115 reviews

Siesta Peace Retreat a private home rental

A bright and airy dining area features a large dark wooden table surrounded by intricate white chairs. Natural light floods the space through large windows, highlighting an open kitchen area with modern appliances. Decorative elements include wall art and indoor plants, creating a welcoming ambiance.

Home in Sarasota

4.88 out of 5 average rating, 48 reviews

★Casa Mandala - Remodeled Pool Home near the Beach

The living area features a light green sofa and an additional seating area, complemented by a wooden coffee table. Surfboards are mounted on the wall, and a decorative rug with vibrant colors adds a lively touch to the space, enhancing the coastal theme.

Home in Holmes Beach

4.85 out of 5 average rating, 26 reviews

Fins Up – Cozy Retreat, Pool, Walk to Beach

The living area features a neutral sofa and accent chair, accompanied by a round coffee table. A flat-screen TV is mounted on the wall, while the open kitchen is visible, showcasing modern appliances and a spacious island with stools. Soft lighting is provided by pendant lights.

Home in Bradenton

4.93 out of 5 average rating, 28 reviews

New Listing! Relaxing oasis. Fully furnished!

Quick stats about house rentals in Downtown, Sarasota

Total rentals
40 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
1.8K reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool

Destinations to explore