Vacation rentals in Sarasota Bay

ROYS PLACE private, tropical, romantic paradise.

NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR 2022, 2023, 2024. An exceptional vacation is a frame for an exceptional life. Offered for you, a romantic boutique home. Sarasota Chic decor, quality furnishings, lush tropical landscaping. Only property in urban Sarasota with your own private (EXCLUSIVE to you, NOT shared) CLOTHING OPTIONAL heated pool for tropical fun. One block walk to beautiful sunsets over Sarasota Bay. All tropical serenity yet close to everything.

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!

Zen in Paradise-Sarasota

Welcome to Zen in Paradise! In this brand new 1 bedroom + den apartment you will find everything you need for a relaxing and fun vacation. Centrally located in the heart of Sarasota, FL, you will be 1 mile away from Main street where you'll find amazing, top rated restaurants, and bars with life music. Less than 1 mile away you'll find yourself in "Marina Jack" a popular tourist spot, equipped in a playground, splash pad for children, and surrounded by beautiful and clear waters of the Bay.

The Happy House - Seeing is Believing!

Our 3 bedroom/3 bath home, features a large kitchen, beautiful, contemporary look in the furniture & décor, as well as a screened lanai for dining & lounging. There's a private backyard with lots of sun, a pool, & mature, luscious plantings. The open-floor plan includes kitchen, living, dining, office area, laundry room, sitting area off the kitchen, 2 TVs, Internet, & WiFi. Bed linens & towels provided. Towels, folding chairs, umbrella, coolers, & other beach/pool supplies on-site also.

Quick and Easy Walk Downtown - Tons of Amenities

Are you coming to Sarasota on vacation or perhaps considering moving here? If yes, then the Carriage House is the perfect place to use as a base camp while you explore the area and experience the best Sarasota has to offer. Quick and easy walk to dozens of casual restaurants, cool bars and unique shops. 5 minutes to Selby Gardens. 10 minutes to the Sarasota Bayfront. Main street is half a mile away. We provide tons of amenities including bikes, kayaks, beach chairs and umbrella.

Pool Courtyard, patio w/ fire pit, 2 mls downtown

Enjoy this unique courtyard-style Spanish colonial home just steps to Sarasota Bay and 2 miles from downtown. The property consists of a 2 bed / 1 bath main house AND a detached studio. Everything pictured is yours to enjoy, nothing is shared. The houses are separated by a quaint & private pool courtyard w/ outdoor shower. Capture a photo of the local peacocks, eat fresh mangos from the yard, catch a sunset over the bay, or enjoy the sun by the pool listening to the Zen fountains.

Secluded Cottage | Hot Tub | Walk to Benderson/UTC

Welcome to The Crew House! A brand new, stylish, cozy cottage that is walking distance to all that the Nathan Benderson Park and University Town Center areas have to offer! The property is on over a 2 acre parcel so there's plenty of room to spread out. At our cottage you will find a comfortable bed, stylish furniture, high-end finishes, a large island, screened-in outdoor dining table, and a great outdoor space with a private hot tub.

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

Trendy 1-BR in Downtown

Welcome to your downtown getaway! This cozy 1-bedroom apartment has everything you need for a comfortable stay, including a king bed for a restful night and a private patio to unwind. With fast Wi-Fi, a fully equipped kitchen, and a prime location near great restaurants and attractions, you’ll feel right at home. Whether you’re here for a weekend or longer, I’m sure you’ll love the space. Can’t wait to host you!