Holiday rentals in Sarasota

5 out of 5 average rating, 189 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!

4.94 out of 5 average rating, 289 reviews

Home in Sarasota

Lovely Guest Studio • 6 Miles to Siesta Key Beach

Welcome to your peaceful retreat.Unplug and relax in this bright, cozy studio just minutes from everything Sarasota has to offer. Whether you’re here for business or leisure, this serene space is designed to help you feel calm, refreshed, and right at home. Comfortable queen-bed , Kitchenette with fridge, microwave, and essentials, Full private bathroom and Private entrance, 100 ft from the main house Prime location near restaurants, shops, beaches & downtown quiet enough to relax. Shared pool

4.94 out of 5 average rating, 104 reviews

Funky & Fun Apartment in Central SRQ

This apartment is just what you need for a fun & inspired vacation in the Florida sun! Sparkling clean with bright colors, comfortable furnishings, a cozy king-sized bed, a fully stocked kitchen & special old Florida style touches will give 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 funky & fun apartment will be a highlight.

4.92 out of 5 average rating, 517 reviews

Guest house 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, 124 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.

4.99 out of 5 average rating, 179 reviews

Guest suite in Sarasota

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!

4.95 out of 5 average rating, 490 reviews

Home in Arlington Park

The Cottage At Central Park

There is no more charming place to stay! From the minute you step inside this immaculate and cozy private residence you will feel right at home. With a beautiful open kitchen, natural light that pours into every room, a spacious back porch overlooking the pool and fenced in yard with a fire pit, this is the perfect place to entertain AND relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota in one of the areas most sought after neighborhoods you are in the middle of it all!

4.92 out of 5 average rating, 179 reviews

Guest house 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!

Guest house in Gillespie Park

4.91 out of 5 average rating, 143 reviews

Perfect Florida location: Craftsman Carriage House

Beautiful, recently built accessory dwelling in downtown Sarasota designed to match and complement our historic 1920s bungalow main house, which can be booked separately on AirBnB. The 1BR/1BA carriage house apartment has all modern amenities, with a dedicated garage parking spot and a lovely outdoor porch. The carriage house features Craftsman-style details and is available for short- or long-term stays. Locally-based property management team on-call to ensure a pleasant stay.

Superhost

Home in Sarasota

4.84 out of 5 average rating, 238 reviews

The Pineapple Suite.Teal tropical home in Sarasota

This is a perfect space for a vacations, snowbirds, visiting professionals (desk and work station within home), or families looking for a home located in the center of Sarasota, Florida. Access everything you need in just a short ride: beaches, University Mall/UTC, hospitals, interstate, gyms, downtown, yoga, local hangouts, and really good food! [*Important note: For all communication, please use the Airbnb App. It is the fastest, most direct and effective way to reach us!]

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!

Home in Indian Beach-Sapphire Shores

4.9 out of 5 average rating, 665 reviews

Charming Apt. in old Florida home

Cozy, charming suite in a historic 1920's home. Lots of character and charm. Amazing location. One block from the bay with beautiful sunsets. And just a few miles to the beach and downtown. Clean, comfy and a welcoming host. Great for 1 or up to 3 guests. ****Please read the full detailed description for more information before booking. This is very old home, not fully restored, old Florida house. Owner occupied Non- Smoking guests 🙏 Hope to see you soon

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Popular amenities for Sarasota holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Sarasota

4.89 out of 5 average rating, 53 reviews

Guest suite in Sarasota

Adorable studio near downtown Sarasota

StephanieRating, 5 stars3 weeks ago

Dorina was an amazing host. She was responsive, helpful, accommodating, and the place looked just as described online. There were additional amenities that really improved our trip, including a cooler, beach chairs, umbrella, etc. This property was a great deal too. Thank you Dorina!

4.93 out of 5 average rating, 15 reviews

The Cozy Bungalow: Sleeps 4, private patio & grill

LorenRating, 5 stars4 weeks ago

The hosts were super friendly and quick to respond to any questions we had. The house was in great shape and appeared to have been recently renovated. Everything was squeaky clean down to the vacuum lines in the sofa. If you plan to make a trip to the beach, they have provided beach chairs, umbrella, football, sunblock, etc. The neighborhood was quiet and easy to find. I would recommend anyone visiting Sarasota to check this place out. Definitely 5 stars!!!

5 out of 5 average rating, 20 reviews

Tiny home in Bradenton

Romantic Luxe Tiny Home+ Hot Tub

LisaRating, 5 stars2 weeks ago

I can't say enough positive things about David & Tricia's home. Every detail was well thought out. Vegan snacks were left out for us to enjoy and the house was impeccably clean. The house and surrounding nature were beautiful and as described. We were greeted by 2 beautiful owls outside- what a blessing. The space is absolutely private, and adorable. The hosts were accommodating & Communicative. We wl definitely be back

4.99 out of 5 average rating, 96 reviews

Guest house in Bradenton

Private Stock Tank Pool. Cozy Tropical Stay

JordanRating, 5 stars1 week ago

Was a really nice & cozy place, definitely would come back !!.

Apartment in Indian Beach-Sapphire Shores

5 out of 5 average rating, 8 reviews

Deluxe 2/2 Pool View, terraces, Top Floor

PaulRating, 5 stars2 months ago

Stayed for the month and didn’t want to leave! Great location, very clean and beautifully decorated! Clara was very responsive, to the point where she went out of her way to find extra, personal beach chairs when we needed them! I can’t say enough positive comments about our experience.

5 out of 5 average rating, 28 reviews

Home in Sarasota

Private Guest Cottage on 5 acres

NickRating, 5 stars2 weeks ago

This place is just what my wife and I needed. The location was quiet and peaceful: in the country yet minutes from town. The house was clean and spacious. The hosts were personable, friendly, and responsive. Their dogs are sweet. The hosts legitimately made you feel like you were at home or visiting a family member's guest house. Would stay again.

4.99 out of 5 average rating, 324 reviews

Guest house in Osprey

Cozy Cottage by the Bay

AlisonRating, 5 stars2 weeks ago

Todd & Marie’s place was perfect for my partner and I’s beach weekend getaway to Sarasota and Siesta Key. We felt very comfortable and appreciated all the local recommendations that were provided. The steep ladder to the bed upstairs was an adjustment at first, but we quickly grew used to this unique and fun layout. We’ll definitely consider returning the next time we stay in the area!