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, 221 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, 105 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, 121 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.

4.92 out of 5 average rating, 143 reviews

Cozy Heaven Studio III

Welcome to our cozy studio! Attached to the Main House with its own Private Entrance! Ideal for couples, it features a comfortable queen-size bed, a full bathroom, and a small kitchen equipped with everything you need for a fantastic stay✨ Enjoy your own private patio complete with a BBQ grill and beach gear for your convenience. Relax and unwind with a TV for your entertainment. We offer 1 designated parking spot Located 18 mins from Siesta Key, 23 mins from Lido Key & 1.5 miles from I-75😎

4.93 out of 5 average rating, 124 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

A welcoming entryway showcases a simple wooden console table with small potted plants. Above, a serene painting depicting a boat complements the neutral wall. The view to the right reveals a sun room filled with natural light, providing a connection to the private backyard.

4.95 out of 5 average rating, 182 reviews

Newly Renovated Ranch Minutes From Beach/Downtown

Newly renovated cozy home with all new furnishings and appliances. 2 bedrooms 1 bathroom with an eat in kitchen, sun room, and comfy living room. Stream shows or work virtually with our high speed WIFI. Grab the provided beach chairs, umbrella, and cooler to enjoy Lido Key or Siesta Key Beaches, both within a short drive. Wind down & grab drinks/dinner in downtown Sarasota or relax in the backyard. Several golf courses nearby or catch Orioles spring training at Ed Smith stadium 1.5 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, 161 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, 181 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.

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, 110 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!

5 out of 5 average rating, 5 reviews

Sunny Palm Villa

Welcome to Sunny Palm Villa! This family friendly 3 bedroom 2 bathroom home with a heated pool is just the place you have been looking for. A wonderful place to unwind and relax by the pool or one of the nearby beaches. Conveniently located 20 minutes from Siesta Key Beach or Lido Key Beach. Only 15 minutes from University Town Center shopping, Mote Aquarium and Nathan Bendersen Rowing Park. The Legacy Bike Trail and famous Dutch, Amish restaurants in Pinecraft only 5 minutes away.

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, 227 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!

Superhost

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, 290 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.

Popular amenities for house rentals in Sarasota Springs

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 106 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

A modern two-story home is featured, showcasing a combination of light-colored exterior panels and stone accents. Lush tropical landscaping surrounds the property, with manicured shrubs and decorative plants lining the driveway, which is paved with stones.

4.95 out of 5 average rating, 104 reviews

Linda's Place

A screened outdoor area features a heated pool accompanied by a spacious seating arrangement. A dining table with chairs sits shaded under an umbrella, while lounge chairs are positioned nearby. Lush greenery provides a natural backdrop, enhancing the inviting space.

4.95 out of 5 average rating, 155 reviews

Beautifully Remodeled Home with Pool Near Siesta

Superhost

A screened-in pool area features a clear blue pool with a shallow entry. Sun loungers are positioned alongside the pool, and outdoor seating is arranged nearby. The space is bathed in natural light, creating an inviting atmosphere for relaxation.

4.83 out of 5 average rating, 53 reviews

[The Island Date Home]Heated Pool•Family Friendly•

The spacious living area features a comfortable couch adorned with patterned pillows, a wooden coffee table, and colorful rugs. Natural light floods in through large windows, and an open layout connects to the dining area and kitchen, which is visible in the background.

4.98 out of 5 average rating, 127 reviews

Sunshine House, near Downtown, Legacy Trail, Beach

A secluded backyard features a heated pool surrounded by lush greenery and flowering plants. Tropical palm trees and colorful potted plants enhance the tranquil atmosphere, while the tiled pool edge adds a touch of contemporary design.

4.84 out of 5 average rating, 301 reviews

Private Siesta Beach House Oasis with Heated Pool.

An outdoor dining area features a large table set with plates and glasses, surrounded by seating. A pool is visible nearby, framed by lounge chairs under a covered patio with ceiling fans. The walls are painted in a vibrant blue, enhancing the inviting atmosphere.

4.9 out of 5 average rating, 189 reviews

Sarasota Sandpiper: 4 Bed/3 bath + Pool

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, 36 reviews

Sarasota Paradise/Stunning Home/Heated Pool

Weekly house rentals

Superhost

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.

4.87 out of 5 average rating, 45 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, 75 reviews

Cypress Inn - Modern home close to Siesta Key

The exterior of the home is shown, featuring a light-colored facade and a welcoming front door. A large oak tree provides shade over the driveway, while a spacious lawn is visible in the foreground. The two-car garage is accessible on the right.

4.95 out of 5 average rating, 57 reviews

Warm, Luxury Oasis in Central Sarasota

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

4.97 out of 5 average rating, 75 reviews

A serene bedroom featuring a spacious bed with light bedding. Natural light pours in through two windows, illuminating the room's wooden beams and soft green paneling. A small table with a lamp and decorative items completes the inviting space.

Home in Myakka City

"Little Siesta" - Farm home near Terra Nova

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, 32 reviews

Family friendly, peaceful 4bed 2bath home

5 out of 5 average rating, 28 reviews

Sarasota House• Fenced Yard• King Beds• EV Charger

Private house rentals

An outdoor space is featured, showcasing a private pool surrounded by a screened enclosure. A patio table with chairs is positioned near a large umbrella, providing shade. Colorful pool toys float on the water, and lush greenery creates a tranquil backdrop.

5 out of 5 average rating, 24 reviews

Lovely Beach Bungalow

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, 87 reviews

Luxury 3/3 with Heated Pool, Spa, & 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, 44 reviews

Hidden Gem in Sarasota

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.

4.9 out of 5 average rating, 20 reviews

Eastwood Haven

4.98 out of 5 average rating, 54 reviews

A solar heated pool is enclosed within a screened lanai, featuring a unique shape and clear blue water. Two lounge chairs are situated nearby, and sunlight creates gentle reflections on the pool's surface. Lush greenery is visible beyond the fence, enhancing the tranquil setting.

Home in Lake Sarasota

Three bedroom pool home in Sarasota

4.96 out of 5 average rating, 51 reviews

The exterior of the home displays a modern façade with a light-colored exterior and dark accents. A well-maintained lawn is complemented by neatly trimmed landscaping. A welcoming pathway leads to the front door, framed by arched windows on either side.

Home in Lake Sarasota

J&K Dream Home in Sarasota

4.88 out of 5 average rating, 74 reviews

Sunny Pool Home/ Near Siesta Key / Private Oasis

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.