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, 220 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

A handcrafted wooden pelican figurine stands prominently on the countertop, adding a coastal touch. Above, pendant lights hang beneath a bamboo ceiling, providing a warm glow. The background reveals glimpses of a colorfully decorated space with various shelves and artwork.

4.96 out of 5 average rating, 102 reviews

Sandy Feet Retreat- Cozy Bungalow & Outdoor living

Welcome to Sandy Feet Retreat! Our single family home is located in Sarasota Florida, only 8 miles from Siesta Key, 5 miles from downtown Sarasota, and only one block away from the Legacy Trail. The perfect Sarasota Home for your trip, featuring a cozy coastal theme with amenities, including a hot tub, grilling station, fire pit, and outdoor entertaining area. Just 2 miles off I 75, this charming vacation home is a short drive from many local restaurant options. Enjoy all Sarasota has to offer.

4.91 out of 5 average rating, 120 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.

4.93 out of 5 average rating, 123 reviews

An outdoor area features a heated pool surrounded by a spacious deck. Lounge chairs are positioned nearby for relaxation, and a dining set offers seating for outdoor meals. A screened enclosure provides protection from insects while allowing natural light to filter through.

Home in Glen Oaks

Heated 3BR Pool Home Glen Oaks | Close to Downtown

Family-friendly pool home near Bobby Jones Golf Club, perfectly located in the heart of Sarasota. You’re less than 10 minutes from top attractions, dining, and shopping, Downton Sarasota and just a short drive to the world-famous Siesta Beach or Lido Beach. This private home features its own entrance, a heated pool, and a fully fenced backyard—ideal for families and added privacy. We’re pet-friendly too! Comfortable, central, and close to everything—perfect for your Sarasota getaway VR24-00164

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, 160 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 serene pool area features a rectangular swimming pool surrounded by a spacious deck. Lounge chairs are positioned for relaxation, while lush greenery and a wooden fence provide privacy. A decorative statue adds an elegant touch to the tranquil environment.

4.98 out of 5 average rating, 109 reviews

The Oasis

Welcome to The Oasis, your Florida home away from home! Centrally located, between siesta key and st Armand’s circle, near many fantastic restaurants, grocery stores, and downtown. This home has everything you need for a fantastic stress free stay in Sarasota. A luxurious Italian style pool and garden area, a spacious indoor area with a full sized kitchen, king bed, queen bed, 1 twin bed and 2 twin air mattress. 4 smart tvs. We love this stunning and cozy home and we’re sure you will too!

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.

4.9 out of 5 average rating, 287 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.

The exterior of the Banana Tree Cottage is showcased, featuring a one-story structure with a garage and a welcoming entrance. Lush greenery surrounds the home, while the well-maintained lawn offers a spacious area for relaxation. A clear sky and dappled sunlight enhance the inviting appearance.

4.91 out of 5 average rating, 56 reviews

[The Banana Tree Cottage]Spacious 2 bedroom/2bath

Welcome to the Banana Tree Cottage! Take a break and unwind at this peaceful oasis. Just newly renovated house for guests to enjoy a vacation in the beautiful Sunny South. There is NO TV at this location, but we do have a strong WiFi connection. This home is located less then 2 miles away from Pinecraft Community, home to many Amish and Mennonites in the winter months. Siesta Key Beach and Lido Key Beach are approximately 8 miles

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, 328 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 attached to the main house Perfect for a beach getaway or business trip!

A sunlit outdoor space features sandy areas bordered by palm trees. Two cornhole boards are positioned on the ground, and a relaxing lounge chair is located in the corner. The background includes a storage shed and the main house, framed by a clear blue sky.

4.89 out of 5 average rating, 35 reviews

Sarasota 3BD Retreat Near Siesta Key

Welcome to your home away from home in sunny Sarasota, FL! This 3-bedroom, 2-bathroom retreat is perfect for families, friend groups, or remote workers looking to enjoy the Gulf Coast in comfort. With space to sleep up to 8 guests—including a cozy bonus bed in a private nook—you’ll have everything you need for a relaxing getaway just minutes from Siesta Key Beach.

An inviting yellow house is shown from the front, featuring a well-manicured lawn and a large tree providing shade. A concrete driveway leads to the entrance, while neighboring properties are visible in the background, adding to the peaceful neighborhood setting.

4.91 out of 5 average rating, 43 reviews

Cheerful 3-Bedroom home with parking

Relax with the whole family at this peaceful and tranquil 3 bedroom house with generous space & a very spacious backyard. The kitchen is well-stocked & has all you will need to prepare meals. Relax on the back screened patio & enjoy your coffee in the mornings. Easy access to restaurants, supermarkets, etc. Only a 15 minute drive from Siesta Beach!

4.92 out of 5 average rating, 107 reviews

The outdoor area features a heated pool surrounded by lounge chairs, providing ample space for relaxation. A dining set is positioned nearby, accompanied by an umbrella for shade. Lush greenery and palm trees border the property, complementing the serene atmosphere.

Home in Bellevue Terrace

Rhodes Retreat - Beautiful Pool and Backyard Space

Bright and newly renovated home for a delightful family escape in Sarasota. Central location near beaches, shopping, and downtown, yet nestled in a serene neighborhood. Short walk to charming Amish Village of Pinecraft. Ample parking, garage, and spacious front yard. Option to book separate secondary unit. Siesta Beach 8.7mi, Lido 5.8mi. VR24-00264

Popular amenities for house rentals in Sarasota Springs

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A serene outdoor space is highlighted by a heated saltwater pool and a six-person spa. Comfortable lounge chairs line the pool area, and an outdoor grill is situated nearby. The setting is complemented by a vibrant sunset, enhancing the tranquil atmosphere.

5 out of 5 average rating, 86 reviews

Luxury 3/3 with Heated Pool, Spa, & Putting Green!

The modern kitchen features a large island with a marble countertop, topped with an arrangement of fresh fruits and drinks. A light fixture adds a soft glow above the island, while a cozy seating area with a dark sofa and brick wall can be seen in the background.

4.84 out of 5 average rating, 116 reviews

Sarasota Getaway “Have some fun under the sun.”

A screened-in pool area offers a clear view of the water surrounded by greenery. The pool features a tranquil blue surface, reflecting the bright sky. Sunlight filters through the enclosure, creating a bright and airy ambiance.

5 out of 5 average rating, 18 reviews

Eastwood Haven

A spacious pool area is enclosed by a screened-in lanai, featuring a heated pool with a shallow entry. Several lounge chairs are positioned around the pool, and tropical foliage is visible in the background, enhancing the outdoor space.

4.9 out of 5 average rating, 59 reviews

Sleeps 8 | Pool, Hot Tub & Pool Table

A cozy living area is presented with a light-colored sofa facing a round wooden coffee table. Two armchairs are positioned nearby, and a potted plant stands in a corner. Natural light streams in through sliding glass doors, enhancing the inviting vibe of the space.

4.81 out of 5 average rating, 47 reviews

Modern POOL home

4.95 out of 5 average rating, 233 reviews

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.

Home in Southgate

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

A spacious kitchen and dining area features a large island with bar seating, complemented by a dining table that accommodates multiple guests. Natural light illuminates the room through large windows, while neutral tones and wood accents create a welcoming atmosphere.

5 out of 5 average rating, 34 reviews

Sarasota Paradise/Stunning Home/Heated Pool

A spacious seating area features comfortable chairs surrounding a modern fire table. A clear view of the salt water heated pool is available through large glass doors. Outdoor furniture is positioned beside the pool, with lush greenery visible in the background.

5 out of 5 average rating, 46 reviews

Sunshine House- Sarasota Pool Retreat

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.

4.86 out of 5 average rating, 42 reviews

3 Bed 2 Bath | Renovated Getaway Home in Sarasota!

The outdoor pool area features a serene swimming pool surrounded by a screened enclosure. Two comfortable seating areas with woven furniture are positioned nearby, and lush greenery is visible beyond the enclosure, contributing to a tranquil ambiance.

4.96 out of 5 average rating, 23 reviews

[The Eastwood House] 3 bedroom with Private Pool

The kitchen area features modern appliances, including a stainless steel refrigerator and a stove. Ample countertop space is complemented by minimalist cabinetry and decorative items. A wooden bench is positioned against the wall, with a round mirror reflecting the natural light coming through the window.

4.85 out of 5 average rating, 73 reviews

Cypress Inn - Modern home close to Siesta Key

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.

4.74 out of 5 average rating, 23 reviews

(Heart of Sarasota) Entire 2 bedroom 2 bathroom

5 out of 5 average rating, 3 reviews

Sunny Side Sarasota

The entrance of the vacation home features a welcoming front door framed by decorative columns. A palm tree stands prominently to the left, and a paved pathway leads to the door, bordered by fresh landscaping and a well-maintained driveway.

5 out of 5 average rating, 30 reviews

Family friendly, peaceful 4bed 2bath home

A modern kitchen is adorned with white cabinetry and a granite countertop. Stainless steel appliances, including an oven and refrigerator, are integrated into the design. Natural light filters through a window, illuminating the space that connects to a screened back patio.

4.96 out of 5 average rating, 28 reviews

Coastal Haven

A private outdoor area features a refreshing pool surrounded by several lounge chairs. A pleasant patio area can be seen, with lush greenery and a fence providing privacy. The sky is bright with a few clouds, creating a serene atmosphere.

4.95 out of 5 average rating, 86 reviews

Warren Ridge Retreat Heated Pool

Private house rentals

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, 42 reviews

Hidden Gem in Sarasota

A refreshing swimming pool is surrounded by tropical plants and a wooden fence. An inflatable turtle, adorned with vibrant florals, floats on the crystal-clear water. Outdoor seating is visible in the background, contributing to the inviting atmosphere.

4.89 out of 5 average rating, 61 reviews

Pool Home oasis just minutes to Siesta Key Beaches

5 out of 5 average rating, 5 reviews

Private Pool +Game Room Near Siesta Key | Sleeps 9

Home in Gulf Gate Estates

5 out of 5 average rating, 10 reviews

Cottage by the Coast 6 min to Siesta Beach!

5 out of 5 average rating, 4 reviews

Home in Southgate

Luxury Family Friendly, Near Beaches, King Beds

4.98 out of 5 average rating, 47 reviews

A private heated pool is surrounded by a spacious patio with lounge chairs and an umbrella for shade. The modern two-story home features large glass doors that brighten the living spaces, and vibrant greenery enhances the outdoor area.

Home in Arlington Park

Private Heated Pool Retreat for Two Families

5 out of 5 average rating, 5 reviews

Dog-Friendly, Golf Lovers Dream w/ Private Pool

A heated pool is surrounded by lush greenery, featuring six lounge chairs and a large umbrella for shade. The patio area is accentuated with tropical plants, while a covered lanai is visible in the background, providing additional outdoor space.