Holiday houses in South Sarasota

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Top-rated holiday rentals in South Sarasota

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A covered patio space is surrounded by lush greenery and decorative plants. A light-colored table and two chairs are arranged on a tiled floor. Large, double doors in a vibrant blue lead to the outdoors, enhancing the welcoming atmosphere.
Guest suite in Sarasota
4.99 out of 5 average rating, 207 reviews

Mid-Century Modern Beach Getaway

Heart of Southside Village 10 minutes from #1 beach in the USA, Siesta Key. Five-minute drive to downtown Sarasota, 10 minutes to St. Armand Circle, Lido & Longboat Key. Enjoy this peaceful space within walking distance to shopping, restaurants & groceries. Charming private guest house offers a queen bed, sitting chairs, table, dresser, large ensuite bathroom with a walk-in shower & private outdoor sunny space and patio. Use the grill to cook your next meal. It's the perfect couple's getaway!

Top Guest favourite
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.
Home in Sarasota
5 out of 5 average rating, 114 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!

Guest favourite
The studio features a spacious layout with a king size bed adorned with light bedding. A comfortable chair is positioned beside the bed, and a patterned area rug covers the floor. Natural light filters in through the window with striped blinds.
Guest suite in Sarasota
4.89 out of 5 average rating, 166 reviews

Cozy Eco Private Studio 10 min to Downtown & Beach

This is a delightful, newly renovated eco-friendly little studio attached to the right side of the main house. We clean everything with natural products. It is bright and spacious and it has a private entrance, and a parking space. There is a small kitchenette with cooking basics, a separate full bathroom, and a king size bed. It is nested in very convenient location, close to everything. It is located a few miles from downtown Sarasota as well as 5-6 miles from Siesta Key and Turtle Beach.

Guest favourite
Guest suite in Sarasota
4.91 out of 5 average rating, 173 reviews

Sweet, pet friendly Siesta Suite

Sweet spot with the best of both Sarasota and Siesta Key - your private oasis for relaxing and rejuvenating. Whether you choose to chill or find adventure it is all within reach! Siesta Key beaches, Village with shops, restaurants, and bars; Sarasota culture, arts, and entertainment; quaint Gulf Gate shops and eateries ...the possibilities truly are endless. Regardless of how you choose to spend your time here, you will be sure to create lasting memories to share and leave wanting more.

Top Guest favourite
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.
Home in Sarasota
4.81 out of 5 average rating, 206 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.

Top Guest favourite
A modern guest room features a spacious bed adorned with patterned bedding. A red accent chair is positioned nearby, complementing the decor. Light is provided by ceiling fixtures, and a piece of floral artwork is displayed on the wall. Simple furnishings include a small table and wastebasket.
Guest suite in Sarasota
4.93 out of 5 average rating, 258 reviews

MG Tropical Stay. Fully private, no shared spaces

Welcome to your modern Guest Suite in Sarasota – Adults Only, Private & Peaceful 🌞 Enjoy your own private space—no shared areas—with a separate entrance and parking for two cars. The suite includes: A cozy queen bed A full bathroom A well-equipped kitchenette with a microwave, small refrigerator, coffee maker, and 2-burner cooktop A secluded outdoor patio with a solar shower, ideal for rinsing off after a beach day A mini-split A/C unit to keep you cool during Florida’s sunny days

Guest favourite
An open living area features a large flat-screen television on a modern stand, complemented by a glass dining table with stylish stools. Natural light enters through large windows, while a contemporary ceiling fan hangs above, enhancing the inviting atmosphere of the space.
Home in Arlington Park
4.94 out of 5 average rating, 136 reviews

Hyde Park/Southside Village Modern 5 Star Home

BEST LOCATION/BEST VALUE ON 5 STAR HOME All 5 Star Reviews! Love This Location! Recently fully remodeled home. Three blocks to Southside Village, Morton's Market, fantastic shops and restaurants. Beautiful Arlington Park is down the street with pool, tennis, walking trails and dog park. 7 Minute Drive to Siesta Key or Downtown. **We love and welcome small dogs in our home. We need them declared at the time of booking. There is a small pet fee.

Top Guest favourite
The living area features a comfortable seating arrangement with a light-colored sofa and two armchairs, adorned with decorative pillows. A stone fireplace is centered against a wall, complemented by wood beams overhead. Natural light filters through sheer curtains, creating a cozy ambiance.
Guesthouse in Sarasota
4.98 out of 5 average rating, 103 reviews

The Cottage (In the Country) Cozy, Quiet Retreat

Relax, unwind and unplug at this cozy Old Florida-style country cottage! Here you are away from it all in peaceful bliss... but if you want to go out for dinner, it's an easy drive into town! Located on a beautiful 5 acre plot, this guest home is the perfect spot for your Florida getaway! Just 30 minutes from Siesta Key and 6 minutes from the entrance to Myakka State Park, you can see the best of Florida, both the swamps and the beaches, all in one day!

Top Guest favourite
The compact kitchen area features white cabinetry and modern appliances, including a microwave and full refrigerator. A small round table is accompanied by black chairs. Soft lighting from pendant fixtures adds a warm glow, while decorative elements like a plant enhance the space.
Guest suite in Sarasota
4.96 out of 5 average rating, 433 reviews

Adorable studio close to Siesta beach!

Come stay in this private studio with its own fenced in patio in the back! Has shared washer and dryer. New Queen bed ,pullout couch (twin). gas grill,toaster oven/airfryer, microwave , hot plate for cooking and full fridge plus ac unit. Rainfall showerhead and river stones on shower floor. beach chairs ,towels available. Off street parking in driveway. The famous, huge fresh market " Detweilers" is only 1.5 miles away

Top Guest favourite
A studio apartment features a king bed against a light wall, complemented by a cozy seating area with a gray sofa and a chair nearby. Two round coffee tables sit on a neutral rug, with a wall-mounted smart TV and built-in shelves adding practical style.
Apartment in Arlington Park
4.97 out of 5 average rating, 186 reviews

Studio Minutes to Siesta key, Lido Key, and SMH!

Enjoy sunny Sarasota, FL in our studio apartment. Located between Siesta Key and Lido Key. You can walk to Southside Village, Sarasota Memorial Hospital (SMH) and Arlington Park. Enjoy the beautiful neighborhood and easy access to Legacy Trail. Approximate driving times to popular local destinations: Siesta Key - 10 minutes Lido Key - 14 minutes SRQ airport - 15 minutes St Armands - 10 minutes Downtown - 7 minutes

Top Guest favourite
A wide view of a sandy beach features clusters of beachgoers enjoying the sun. Colorful beach chairs and umbrellas are scattered across the white sand. The gentle waves of the blue ocean can be seen in the distance, with high-rise buildings lining the shore.
Guest suite in Sarasota
4.95 out of 5 average rating, 283 reviews

2 Miles to Siesta Key

Comfortable Accommodations with Private Entrance & Quiet Surroundings. This is a Private Guest Suite in a residential home with a king size bed, full bathroom, and kitchenette with sink and countertop, fridge and freezer, microwave, and coffee maker. This provides ample utility but is not suitable for cooking.

Guest favourite
Home in Bellevue Terrace
4.97 out of 5 average rating, 135 reviews

Tropical Oasis SRQ. Cats and Dogs welcome.

Tropical Oasis SRQ is your private, lush, tropical, peaceful retreat located in a safe area, just minutes from downtown Sarasota, Lido and Siesta beaches, and the hospital. Cats and dogs are welcome : ) The cottage can only be rented for a minimum of 30 nights.

Popular amenities for South Sarasota holiday rentals

When is the best time to visit South Sarasota?

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Avg. price$312 NZD$433 NZD$470 NZD$369 NZD$293 NZD$307 NZD$307 NZD$293 NZD$270 NZD$258 NZD$295 NZD$284 NZD
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Frequently Asked Questions

  • Do house rentals in South Sarasota have air conditioning?

    Absolutely! We offer over 160 house rentals with air conditioning in South Sarasota. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in South Sarasota?

    Experience the best of South Sarasota with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in South Sarasota?

    Four-legged friends are welcome in South Sarasota. Choose from more than 90 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in South Sarasota?

    Yes! Work meets play with ease at over 240 vacation rentals in South Sarasota featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • What are the most popular amenities for Apartment Rentals in South Sarasota?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with free parking, over 30 homes with air conditioning, over 30 homes with a kitchen, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there South Sarasota vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 270 vacation homes with pools in South Sarasota, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in South Sarasota have free parking?

    Absolutely! We offer over 160 house rentals with free parking in South Sarasota. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in South Sarasota have a kitchen?

    Absolutely! We offer over 160 house rentals with a kitchen in South Sarasota. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in South Sarasota?

    South Sarasota has more than 300 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in South Sarasota have wifi?

    Absolutely! We offer over 160 house rentals with wifi in South Sarasota. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in South Sarasota

  • Total holiday rentals

    Explore 380 holiday rentals in South Sarasota

  • Nightly prices starting at

    South Sarasota holiday rentals start at $52 NZD per night before taxes and fees

  • Verified guest reviews

    Over 11,010 verified reviews to help you choose

  • Family-friendly holiday rentals

    300 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 90 rentals that welcome pets

  • Holiday rentals with a pool

    270 properties feature pools

  • Rentals with dedicated workspaces

    240 properties have a dedicated workspace

  • Wi-Fi availability

    380 of South Sarasota holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across South Sarasota rentals

  • 4.8 Average rating

    South Sarasota stays are highly rated by guests—averaging 4.8 out of 5!