Vacation rentals in South Sarasota

A full bathroom features a large shower with a modern design. Glass doors offer a clear view of the light-colored stone flooring and the elegant tile wall, which has a contrast of dark and light tiles. A compact vanity and toilet are also visible in the background.

5 out of 5 average rating, 193 reviews

Modern Luxury Apartment in a House Near Siesta

Large modern construction 950 square foot 1 bedroom apartment. Beautifully furnished, efficient apartment attached to the side of the main house. This unit has a private entrance with bright, modern interior and high ceilings. The apartment offers 1 King bed. The full bathroom has a large shower. A Washer and dryer located inside the apartment. Nestled on a quiet street with easy access to Siesta key. Located 1 mile from the Stickney Point bridge with easy access to Siesta Key. Great location!

4.92 out of 5 average rating, 518 reviews

A wide sandy beach is displayed, featuring neatly groomed lines of white sand. The ocean is visible in the background, reflecting a bright blue sky with scattered clouds. A few people can be seen enjoying the beach near a colorful umbrella.

Guesthouse in Sarasota

La Casetta: "the little house" near to the beaches

La Casetta means, in Italian, little house. Set in a private, peaceful, mature Florida tropical garden, a real hideaway. I am proud of the cleanliness of our property, however in this new reality that we live in, we do carry out enhanced cleaning and sanitizing between guests. We also practice social distancing, insofar as guests have their own part of our luscious back garden as well as your own entrance. La Casetta has 1 queen sized bed, bathroom & kitchenette. Wifi & Netflix available.

4.99 out of 5 average rating, 125 reviews

*Recently Updated* Cozy Oasis, centrally located

This cozy yet spacious apartment is very centrally located... Just 5 min from downtown, 10-15 min from Siesta and Lido bch and St Armands Crl, and within walking distance of the historic Amish district. The newly completed Legacy Trail (perfect for walking, biking...) is less than a 5-minute walk away. The space is very private and clean and Ive taken extra measures to ensure your absolute peace and comfort. It includes all the amenities you'll need to make your getaway a memorable one.

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.

4.99 out of 5 average rating, 181 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!

4.89 out of 5 average rating, 221 reviews

An aerial view captures a long, sandy beach bordered by gentle waves reflecting the sky's colors. The shoreline curves gracefully, with a backdrop of low-rise buildings and lush greenery along the coast. Sunlight enhances the tranquil atmosphere of this inviting seaside location.

Tiny home in Sarasota

@Tiffanythetinyhome| island | netflix|bike|hammock

You are about to book a famous HGTV 270ft² / 25m² tiny home on a private 1.5-acre island! ☆ Walk to dining, nightlife, and shopping ☆ Fully equipped kitchen (K-cup) ☆ Backyard fire pit + BBQ ☆ Screened-in outdoor lounge w/ hammocks ☆ 415Mbps ☆ Smart TV w/ Netflix ☆ Memory foam bed ☆ FREE Bikes + kayaks + beach gear 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing) We use a compost toilet. Please read house rules for info.

4.92 out of 5 average rating, 180 reviews

A selection of personal care items is neatly arranged on a countertop. The items include three small tubes of product with a soft blue design and a bar of soap packaged in a light blue and orange wrapper, all placed on a transparent tray adorned with colorful butterfly illustrations.

Guesthouse in Sarasota

Cozy Guesthouse in central Sarasota!

This cozy independent guesthouse is perfect for all ocations from a few business day stay to a vacacion getaway. Near to siesta key beach! Enjoy a private room with a comfortable bed, a bathroom with a great shower and hot water, plus a cozy bar-style area perfect for preparing snacks and coffee. You’ll also have access to a small patio where you can unwind, and we provide beach essentials. Perfect for travelers seeking comfort and peace, and a well-equipped space. We’d love to host you!

A private outdoor patio is enclosed by wooden fencing, featuring a small seating area with a blue chair. A yellow bicycle and a white bicycle are positioned beside the fence, with lush greenery and palm trees visible in the background. Bright blue skies contribute to the inviting atmosphere.

4.92 out of 5 average rating, 157 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.

Superhost

An inviting outdoor seating area is visible, featuring several metal chairs arranged around a small table. Soft string lights hang above, casting a warm glow against the lush greenery. A patterned rug lies underfoot, with a gravel path bordered by a wooden fence.

4.82 out of 5 average rating, 138 reviews

Old Florida-Style Spacious Studio w/ Full Kitchen

This property is sure to enchant you and leave you feeling refreshed, relaxed, and inspired. Sparkling clean with a king-sized, comfortable bed, a fully stocked kitchen, and special old Florida style touches gives you the sense of southern hospitality that you're looking for. Central to much of Sarasota, you can be from here to the island of Siesta Key in less than 10 minutes! Whether you're here for business or pleasure, this old Florida style studio will be a highlight.

4.93 out of 5 average rating, 215 reviews

MG Tropical Stay. With private entrance and patio.

Welcome to our one year old Guest Room.(Adults only). The attached Modern open concept studio style room is all yours with your own: kitchennete, bedroom, bathroom, and secluded patio! no shared spaces at all. With private entrance and two cars parking space. Quiet location -Spotless upon arrival We are welcoming you to our place! Location is 3.8 miles from downtown 7.9 miles from Lido Key Beach and less than 5 miles from Main Mall, UTC Shopping, and Restaurants areas.

A sandy beach stretches along a calm shoreline, meeting clear turquoise waters under a bright blue sky. Gentle waves lap at the shore, while a few distant figures can be seen enjoying the serene environment.

4.92 out of 5 average rating, 108 reviews

Rhodes Studio Retreat -close to Beaches & Downtown

Experience pure elegance in this newly renovated studio retreat. With a private entrance, it comfortably accommodates 3 guests (2 on the bed, 1 on the couch). Enjoy dedicated parking, a full bath, plush queen bed, cozy couch, and a well-equipped kitchenette. Nestled in a tranquil locale near downtown Sarasota, this oasis offers easy access to urban delights. Siesta Beach is just 8.7 miles away, while Lido Beach beckons at 5.8 miles. Your ultimate escape begins here!

A modern shower stall features light-colored tiled walls and a textured river stone floor. The circular drain is centered on the floor, while the open access allows for easy entry.

4.96 out of 5 average rating, 413 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

5 out of 5 average rating, 336 reviews

Home in Sarasota

Stunning Luxe Casita- Gateway to Siesta Beach

Newly built and completed in 2019; this guest house is just a few minutes walk to one of the world's best beaches, Siesta Key. Your own private drive to this elegant secluded enclave is close to shopping, restaurants and all the fun Sarasota and Siesta Key offer. Tall ceilings, double pane windows, extraordinary insulation, beautiful finishes and furnishing details make this an unusually quiet and comfortable refuge.

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Popular amenities for South Sarasota vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in South Sarasota

Tiny home in Arlington Park

5 out of 5 average rating, 14 reviews

Polly House a Soulful Retreat.

Superhost

A vibrant beach scene is depicted, showcasing a green lifeguard tower with steps leading to the sandy shore. Red umbrellas and beach chairs dot the landscape along the coastline, with waves gently lapping at the beach under a bright blue sky adorned with fluffy clouds.

Home in Sarasota

4.86 out of 5 average rating, 72 reviews

PRIVATE GUEST HOUSE

5 out of 5 average rating, 17 reviews

A bright entryway is featured with large glass doors leading to the patio. A table with a decorative vase stands to one side, complemented by a circular wall mirror. A doorway in the background provides a glimpse into a well-lit room.

Guesthouse in Sarasota

High Life | Cozy Duplex Retreat

Home in Indian Beach-Sapphire Shores

A light-filled open living area features a spacious layout with shiny terrazzo floors and a high ceiling. Large windows invite natural light and offer views of the outdoor greenery. Contemporary furniture includes a sleek glass coffee table, colorful seating, and a lounge chair, while a modern kitchen is visible in the background.

5 out of 5 average rating, 83 reviews

Magical Secluded Retreat

5 out of 5 average rating, 15 reviews

The entrance to the cottage features a white door framed by large glass panes. Potted plants with lush green leaves and vibrant flowers are positioned on either side of a natural fiber doormat, creating a welcoming and serene entryway.

Home in Arlington Park

Coastal Retreat near Siesta Key Beach and Downtown

A welcoming entrance features an open layout leading to various spaces. A kitchen island with a wooden top is set in the foreground, while a decorative vase with greenery adds a touch of nature. Bright artwork depicting serene coastal views hangs on the walls, enhancing the atmosphere.

Apartment in Pinecraft

4.76 out of 5 average rating, 164 reviews

Private apartment w/King bed|kitchen|near beaches

5 out of 5 average rating, 106 reviews

A well-organized space is presented, featuring a built-in shelving unit with neatly stacked linens and baskets. A makeup vanity with a mirror is positioned beside a minimalist chair, creating a functional area. The room is brightened by overhead lighting against soft green walls.

Cottage in Sarasota

Chic Sarasota Cottage: Near Beaches & Downtown!

A serene view through a large window showcases a small courtyard filled with lush greenery. Potted plants of varying heights surround a tranquil statue, set amidst a bed of gravel. Natural light filters in, highlighting the vibrant blooms and leaves.