House holiday rentals in Sarasota Springs

A light-filled entryway features a wall of glass shelving with decorative items. Double glass doors provide access to the outdoor space, which is partially visible through the glass. A small mat lies on the floor near the entrance.

4.91 out of 5 average rating, 206 reviews

Sunshine Suite, Minutes to Beach,Tropical Paradise

The Sunshine Suite.Lots of natural light in this totally updated modern 3 bed/1 bath home.It is a completely separate dwelling w separate entry from the other dwelling on the property sharing no common walls. Smart thermostat & door lock. Keyless entry.Brand new AC, gas oven, quartz counter w/ custom marble backsplash, modern & comfortable furniture, private outdoor area, gas BBQ grill, off street parking.Great location! Minutes to Siesta Key beach, shopping/UTC, interstate, hospital & downtown

4.9 out of 5 average rating, 115 reviews

Coastal Farmhouse - 3/2 with heated saltwater pool

Experience relaxation at this tranquil 3BD/2BA home with a heated pool, perfect for a family retreat! Prepare meals in the fully equipped kitchen or savor local delights on the screened-in lanai. Each bedroom boasts plush bedding, ensuring a restful night's sleep. Plus, a cozy living room. Conveniently located, just under 9 miles from Siesta & Lido Key Beach, Der Dutchman 2.2 miles and 2.5 miles from Yoder's Restaurant. Shopping and dining options at University Town Center, only 7.7 miles away.

An outdoor dining area features a wooden table set for four, overlooking a pristine pool. Lounge chairs are positioned nearby, providing a relaxing space for sunbathing. The screened patio ensures comfort while enjoying meals or relaxation outdoors.

4.98 out of 5 average rating, 152 reviews

Heated Pool Oasis 3BR/2BA near Siesta Key Beach

Relax at this modern heated pool house located just 15 min from the famous Siesta Key Beach. Nested in a quiet neighborhood with a lot of privacy, the house has plenty of space for an entire family or a group of friends. An additional family room with a TV for kids. Relax by the pool in the spacious outdoor area or explore the beautiful downtown filled with restaurants. Recently renovated, this home offers handmade authentic Mexican tile flooring to compliment a cozy and contemporary design.

A charming cottage is nestled among lush greenery, surrounded by tall trees and palms. A gravel pathway curves gently around the property, enhancing the serene outdoor setting. Sunlight filters through the foliage, creating dappled light across the landscape.

4.96 out of 5 average rating, 169 reviews

Sarasota Florida -Wild Orchid Creek Cottage Home

Come enjoy old Florida living at this completely renovated cottage style home on nearly seven acres. Relax and unwind in this 1000 square foot private home with king bed and queen sleeper to accommodate up to four people. Open concept living, dining room and full kitchen. Laundry facilities available. Equipped with WiFi and direct tv. While enjoying the private backyard space, it is common to spot abundant wildlife and wildflowers. Wild orchids in many of the oak trees bloom in early summer.

4.95 out of 5 average rating, 518 reviews

A living area features wooden flooring with a large area rug at the center. Two gray armchairs are positioned near a media console, which supports a flat-screen television. Natural light is provided by windows adorned with sheer white curtains, and a green plant adds a touch of greenery.

Home in Arlington Park

The Cottage At Central Park

There is no more charming place to stay! From the minute you step inside this immaculate and cozy private residence you will feel right at home. With a beautiful open kitchen, natural light that pours into every room, a spacious back porch overlooking the pool and fenced in yard with a fire pit, 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!

The studio apartment features a spacious bed with light-colored linens, complemented by two decorative pillows. A sleek brown sofa is positioned in front, adorned with a soft throw blanket. Natural light enters through the window, enhancing the clean and modern design.

4.81 out of 5 average rating, 196 reviews

Comfortable + Functional Private Studio Apartment

This comfortable, clean, and private studio apartment is the perfect spot to relax- whether you're here on business or you've spent the whole day on the beach! Recently remodeled with a dining table to take your meals, hot water, a comfortable bed, and well equipped kitchenette, you will be lacking nothing here. This apartment is a guest suite attached to the main living area of the home and is completely private, however there is a resident who lives in the main part of the home.

A private heated pool is enclosed within a screened area, featuring clear blue water. Red Adirondack chairs are positioned nearby on a structured surface. A spacious yard is visible beyond the pool area, enclosed by a wooden fence for added privacy.

4.82 out of 5 average rating, 224 reviews

Heated Open Pool Home In Sunny Sarasota!

This home is perfect for hosting friends and family or just relaxing on your own! Spend a day in the surf and sun at the world famous Siesta Beach, shop at one of the many centrally located shopping centers , try local restaurants, or just take it easy in your own private and open pool and sitting area! Like making your own meal, step inside to an updated and fully stocked kitchen! Two living rooms, lots of space. Let this beautiful home be yours during your visit to Sarasota!

4.96 out of 5 average rating, 137 reviews

A sparkling pool is surrounded by a spacious patio, featuring lounge chairs and a vibrant red umbrella. Lush tropical landscaping creates a serene retreat, providing an inviting space for relaxation and leisure under a clear blue sky dotted with fluffy white clouds.

Home in Arlington Park

Mid-Century Oasis with Pool in Arlington Park 1

A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. This bright, newly renovated 2 bed/2 bath & pull out sofa in a mid-century gem offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the separate sunroom/office for those working from home, or use as an extra sleeping space with comfy pull out sofa. Take a break with a quick dip in the sparkling pool. VR24-00160

A modern living area features a gray sectional sofa with white throw pillows, positioned next to a light area rug. A sleek coffee table holds a yellow tray, and a round mirror is mounted on the wall above. Green plants add a touch of nature, enhancing the space.

4.91 out of 5 average rating, 268 reviews

Cozy Getaway Home in Sarasota Near Beaches & More!

Escape to our peaceful home in Sarasota. Conveniently situated near our famous beaches, UTC, Benderson Park, downtown, and only within a mile of grocery stores and other shops. Enjoy outdoor moments on the patio and spacious yard. Modern amenities include high-speed internet, smart TVs, and a well-equipped updated kitchen and workspace. Washer/dryer on-site as well. Your gateway to relaxation and Sarasota's charm awaits! Please reach out if you have any further questions.

A bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.

4.94 out of 5 average rating, 108 reviews

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Enjoy Sarasota in one of the most desirable neighborhoods by Siesta Key! Truly an elite location, take Siesta Dr down to the well-documented #1 beach in the US in around 10 mins. Flourishing Downtown Sarasota is just 5 mins away. The house features a brand new heated pool, fenced in back yard with pavers, open concept living, beautiful kitchen with everything you need, upgraded bathrooms and plenty of space for a big family. We look forward to hosting you and yours!

A shaded outdoor seating area features a cozy arrangement of rattan furniture with soft cushions, centered around a circular table. Potted plants add greenery, and the private pool is visible in the background, surrounded by a wooden fence and lush trees.

4.91 out of 5 average rating, 102 reviews

Coastal Pool Bungalow - 15 Mins to Famous Beaches

Welcome to Bamboo Bungalow, a top 10% Airbnb listing and guest favorite! Just a short drive from Sarasota’s beautiful beaches, our serene 3-bedroom, 2-bath home features a private pool and coastal charm throughout. Unwind in this peaceful retreat perfect for relaxation and rejuvenation. Pet-friendly with a $60 per pet fee (charged after booking). Come enjoy a tranquil stay in this guest-loved coastal escape!

A shared pool area is enclosed with a screened structure, featuring a clear blue pool surrounded by greenery. Two lounge chairs with decorative cushions are positioned near the water, inviting relaxation in a serene outdoor space.

4.95 out of 5 average rating, 310 reviews

The Lovely Stay |6 miles to Siesta Key Paradise

Relax and recharge in this bright, cozy guest house just minutes from Sarasota’s top beaches, dining, and shops. Features: • Queen bed with soft linens • Kitchenette with essentials • Full private bathroom toiletries & fresh towels • Private entrance (100 ft from main house) • Quiet neighborhood • Shared pool access Perfect for a beach getaway or business trip!

Popular amenities for house rentals in Sarasota Springs

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The outdoor pool area features a heated pool and spa, surrounded by a screened lanai. Lounge chairs are positioned nearby for relaxing. A hammock rests on the grass, inviting moments of leisure. Lush greenery enhances the tranquil environment.

4.94 out of 5 average rating, 86 reviews

Deja Blue Villa Salt Water Heated Pool & Spa

4.93 out of 5 average rating, 102 reviews

An inviting outdoor space features a heated saltwater pool surrounded by paver stones. Lounge chairs are positioned along the poolside, with lush greenery and tropical plants enhancing the landscape. A pergola provides shaded seating, creating a comfortable area for relaxation and entertainment.

Home in Arlington Park

Sea Esta | Private Saltwater POOL + Putting Green!

A vibrant hibiscus flower in bright orange blooms against lush green leaves, positioned near a screened porch. Blue rocking chairs with decorative cushions are visible, creating a welcoming entrance to the home.

5 out of 5 average rating, 33 reviews

Hidden Gem in Sarasota

A private pool is surrounded by a spacious patio with paver stones, offering an inviting area for relaxation. Several lounge chairs and a small table with decorative seating are positioned near the water. Lush greenery borders the yard, enhancing the secluded feel.

4.77 out of 5 average rating, 111 reviews

Pool house by the bay

A serene outdoor space showcases a heated pool with a gentle gradient of blue, surrounded by elegant stone paving. The house features large windows that allow soft lighting to fill the interior. Lounge chairs and a dining area await under the warm evening sky.

4.84 out of 5 average rating, 44 reviews

Salt Life Villa with heated pool & outdoor dining

A swing chair hangs from the ceiling in a cozy living space, complemented by a dark sectional sofa and a round coffee table. A decorative rug adds warmth to the wooden floor, while a wall-mounted television and a piece of artwork provide visual interest.

4.81 out of 5 average rating, 161 reviews

1 House 1400sq. ft. 12 min from Siesta Key!

A screened-in pool area features a crystal-clear heated pool with lounge chairs positioned nearby. An umbrella provides shade over a seating area, surrounded by lush greenery and fencing that enhances privacy.

4.95 out of 5 average rating, 226 reviews

Cozy 2BD/2BA with Heated Pool Near Siesta Key

A private courtyard featuring a heated pool is surrounded by lush tropical landscaping. Comfortable lounge chairs are positioned beside the pool, and a small fountain adds a soothing element. A cozy seating area is visible near the entrance to the adjoining building.

4.94 out of 5 average rating, 126 reviews

Pool Courtyard, patio w/ fire pit, 2 mls downtown

Weekly house rentals

The kitchen features modern white cabinetry and a light countertop, complemented by stainless steel appliances. A sleek black refrigerator and a built-in microwave are visible. A window provides natural light, and pendant lighting adds warmth to the space. Counter seating is available for convenience.

4.88 out of 5 average rating, 32 reviews

3 Bed 2 Bath | Renovated Getaway Home in Sarasota!

An inviting outdoor space features a large swimming pool surrounded by a spacious deck equipped with lounge chairs and tables. Lush greenery and a well-maintained lawn create a relaxed atmosphere, set against a backdrop of a clear blue sky with scattered clouds.

4.97 out of 5 average rating, 68 reviews

Cheerful 3 bedroom home with pool—No Pets Please!

4.61 out of 5 average rating, 185 reviews

Beautiful Floridian Villa with Private Pool!30%OFF

A spacious living area features a large blue sectional sofa, complemented by a coffee table. A dining area with a dark table and chairs is visible, along with a media console housing a television. Natural light streams in from the entry door, enhancing the neutral decor.

4.89 out of 5 average rating, 9 reviews

(Heart of Sarasota) Entire 2 bedroom 2 bathroom

5 out of 5 average rating, 38 reviews

Peaceful Cottage

5 out of 5 average rating, 11 reviews

Pikos Sweet Home (1)

A spacious outdoor area is surrounded by lush greenery and trees. A residence with a grey roof is positioned at the front, while a carport is visible to the right. Two friendly dogs survey the area near a gravel driveway.

5 out of 5 average rating, 37 reviews

Private Guest Cottage on 5 acres

An open living area features a modern white sectional sofa facing a mounted flat-screen television. A large ceiling fan and natural light from windows provide a bright atmosphere. A kitchen bar with seating is visible, along with decorative artwork on the walls.

5 out of 5 average rating, 23 reviews

Modern 3 Bed 2 Bath House Backyard + Pet Friendly

Private house rentals

A private pool area is enclosed by a screened-in lanai, featuring clear blue water reflecting sunlight. A patio umbrella and several chairs are positioned nearby, surrounded by lush greenery, creating a relaxing outdoor space.

4.97 out of 5 average rating, 68 reviews

GARDEN VIEW HOUSE WITH A POOL

4.7 out of 5 average rating, 20 reviews

Your home away from home in Sarasota Springs, FL!

New place to stay

Gulf Gate Getaway – 2BR/2BA w/ Heated Pool

A spacious living area is enhanced by a soft colour palette and contemporary furnishings. Two dark sofas are positioned around a light wooden coffee table, with a large TV mounted on the wall. A dining space with a table for four is visible, along with a ceiling fan and decorative lighting.

5 out of 5 average rating, 23 reviews

Sunny 3BR Oasis • Water View • Beach Gear • Siesta

A spacious backyard area features a mini-golf course marked by small flags, inviting relaxation and play. Comfortable hanging chairs are under a stylish pergola, while a fun play structure is visible, enhancing the outdoor space designed for family-friendly enjoyment.

5 out of 5 average rating, 16 reviews

Private Oasis: Mini Golf and firepit. 2 king beds.

A well-lit living area is furnished with a sofa and armchair, accompanied by a round coffee table. Light drapes partially cover a large window, allowing natural light to fill the space. A decorative plant and two lamps enhance the cozy ambiance.

4.95 out of 5 average rating, 44 reviews

Haven on Helene pool house.

A spacious living area features a comfortable light-colored sofa complemented by a vibrant blue accent chair. The floor showcases a bold black-and-white rug, while artwork adorns the walls. A side table with a lamp is visible, creating an inviting atmosphere for relaxation.

4.91 out of 5 average rating, 53 reviews

Ben's Bungalow | 8 min to Siesta Key | Giga Wifi

A welcoming living area is furnished with a blue couch accompanied by bright green and yellow cushions. A wooden coffee table sits centrally, while a small dining table with two chairs is placed nearby. Artworks featuring colorful designs adorn the walls.