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, 217 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 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, 179 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.

A charming outdoor patio features a wooden pergola draped with fabric, providing shade over a seating area with four chairs. Lush greenery, including a palm tree, surrounds the cottage, nestled on a gravel area, creating a serene and inviting atmosphere.

4.99 out of 5 average rating, 121 reviews

The Mango House Beach Cottage

Our cozy boho beach cottage, The Mango House is the perfect place for a couple or small family to relax and enjoy all the best Sarasota amenities. It’s conveniently located right between both Siesta Key entrances, walking distance to restaurants, grocery stores, Trader Joe’s, gym and a block from the popular Walt’s Fish Market. This gorgeous bungalow is the front house of a duplex on a large lot with plenty of cozy private outdoor space to relax and take in all the wonderful Florida weather!

A private backyard oasis is highlighted by a heated pool and a hot tub, surrounded by lush tropical landscaping. A shaded area with an umbrella and seating for outdoor dining is visible beside the pool, creating a serene environment for relaxation.

4.97 out of 5 average rating, 120 reviews

Backyard Oasis, Htd Pool/Hot Tub, Beaches, No Fees

Welcome to Siesta Fiesta, where dreams of relaxation become reality. With the backyard heated pool and hot tub, you have your own oasis to channel inner peace. If you’re feeling froggy, hop over to the beaches, take a kayak tour through the mangroves, a beautiful chartered sunset cruise, or try some of the local eateries that guests rave about! Whether you want to stay in, or go out, this home offers you everything you could need or want and will satisfy for pure relaxation or adventure!

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, 215 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 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, 279 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 modern bedroom features a spacious bed adorned with light, textured bedding and accent pillows. Above the bed, three abstract paintings in muted tones are displayed. A small, vibrant flower sits in a minimalist nook attached to the white headboard.

4.95 out of 5 average rating, 119 reviews

Cozy Luxury Family Home by Siesta Key Beach & DT

This charming and spacious 3BR/2BA house is situated on a traffic-free street and offers a luxurious yet cozy feel with high-beamed ceilings and inviting details. The property is conveniently located just 7 miles away from Siesta Key beach, 6 miles away from Lido Beach, and 2.5 miles away from Downtown. Savor your morning coffee on the lanai and explore nearby shops and restaurants with just a 7-minute drive.

Home in Indian Beach-Sapphire Shores

A light-filled living area features a sleek black sofa adorned with green cushions, paired with a glass coffee table. A colorful bookshelf is positioned against one wall, while large windows with unobstructed views invite natural light and views of the surrounding greenery.

4.99 out of 5 average rating, 100 reviews

Magical Secluded Retreat

Light-filled mid-century gem, newly renovated with cathedral ceilings. A lush canopy of tropical plants and trees offers privacy and calm unusual for its central location in Sarasota's historic neighborhood on the Bay. Relax inside and out, and lose yourself in birdsong, gently swaying bamboo and beautiful nature. Just 10 minutes to world-renowned beaches and even closer to dining, shopping and museums.

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.

4.94 out of 5 average rating, 324 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 private backyard is illuminated with string lights in the evening. A fire pit table with a glass barrier features dancing flames, while a hammock is visible to the side. The space includes lounge seating with turquoise cushions, creating a relaxed outdoor atmosphere.

4.91 out of 5 average rating, 170 reviews

Quiet Retreat-5mi to Beach-Hot Tub, Outdoor Shower

Our Quiet Retreat is in the heart of Sarasota - 5 miles to Siesta Key Beach. The home is 2B/2BA with a blow up mattress and can sleep 6. All the basics are supplied to make your stay more comfortable and your trips to the beach more fun! The backyard is private, secluded, and includes a hot tub, lounge area, a heated and private outdoor shower, fire-pit table, and grill.

A covered patio area is visible beside a heated pool, featuring comfortable seating and a dining set. Large glass doors open to the interior, with ambient lighting illuminating the space. A clock is mounted on the wall, and lush greenery adds a natural touch.

4.9 out of 5 average rating, 185 reviews

Charming Sarasota Home with Pool!

Charming 3/2 home with a pool! very safe neighborhood, 8.9 miles to Siesta Beach and 5.5 miles to Lido Beach. 15 minute walk to The quaint little village of Pinecraft and Der Dutchman Restaurant and more restaurants and shops. Very clean, private back yard, heated pool, coffee station... really everything you need for a relaxing and enjoyable stay in Sarasota.

4.92 out of 5 average rating, 105 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, 84 reviews

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

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, 226 reviews

Heated Open Pool Home In Sunny Sarasota!

A light-filled living area features a comfortable sofa, a wooden coffee table, and a dining space with a round table and chairs. The kitchen is equipped with modern appliances and cabinetry, while beach-themed decor adds a casual touch to the environment.

4.98 out of 5 average rating, 185 reviews

New remodel- 150 Yds to Beach and Restaurants!

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

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, 171 reviews

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

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, 116 reviews

Oasis by Siesta Key Beach and Downtown SRQ w/pool

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, 293 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, 184 reviews

Sarasota Sandpiper: 4 Bed/3 bath + Pool

Weekly house rentals

Superhost

A welcoming entryway features a decorative lamp with a pineapple design beside a small table displaying a sign that reads 'GOOD VIBES ONLY.' A dining area with glass table sits beyond, surrounded by intricately designed chairs, while the kitchen is softly visible in the background.

4.56 out of 5 average rating, 16 reviews

Central Sarasota Charmer-DT & Siesta mins away!

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, 74 reviews

GARDEN VIEW HOUSE WITH A POOL

Superhost

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, 19 reviews

(Heart of Sarasota) Entire 2 bedroom 2 bathroom

4.94 out of 5 average rating, 48 reviews

Peaceful Cottage

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.

4.96 out of 5 average rating, 27 reviews

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

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.

4.96 out of 5 average rating, 56 reviews

Haven on Helene pool house.

A single-story home is presented with a clean white exterior and a dark garage door. A concrete driveway leads to the entrance, where tasteful landscaping features low-maintenance plants. Bright sunlight casts shadows on the facade, highlighting the home's inviting entrance and surrounding greenery.

4.95 out of 5 average rating, 42 reviews

Retreat in the midst of Sarasota

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, 98 reviews

Sandy Feet Retreat- Cozy Bungalow & Outdoor living

Private house rentals

4.94 out of 5 average rating, 83 reviews

A serene outdoor space features a circular fire pit surrounded by comfortable seating. Lush greenery enhances the setting, while the warm colors of a sunset fill the sky. The guest house is visible in the background, contributing to a cozy atmosphere for relaxation.

Home in Gillespie Park

Downtown Sarasota Guest House

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.

4.88 out of 5 average rating, 32 reviews

Sarasota 3BD Retreat Near Siesta Key

Superhost

A well-lit living area features an open layout with light wood flooring. Modern white cabinetry surrounds a spacious kitchen island, while large windows provide natural light. A contemporary seating area with a TV is visible, and soft fabric drapes complement the decor.

4.86 out of 5 average rating, 99 reviews

Elegant home central to town, parks & beaches

4.91 out of 5 average rating, 34 reviews

A bright living area features a spacious white sofa centered beneath a large woven light fixture. Tropical plants are situated near large windows that allow natural light to fill the space. A neutral rug complements the light-colored furniture and decor.

Home in Arlington Park

Coastal Retreat near Siesta Key Beach and Downtown

The exterior of a charming turquoise cottage is framed by a fenced yard, featuring a stony pathway and ample outdoor space. Large trees provide a natural backdrop, enhancing the serene environment of this peaceful neighborhood.

4.97 out of 5 average rating, 38 reviews

Costal Breeze Cottage. Pet friendly. King size bed

5 out of 5 average rating, 11 reviews

Pikos Sweet Home (1)

A light-filled living area features a bay window with multiple panes and a ceiling fan. A comfortable gray sofa is paired with a patterned rug, and a small coffee table sits atop it. Two armchairs provide additional seating, while a plant adds a touch of greenery.

4.89 out of 5 average rating, 18 reviews

Little Yellow Cottage