Holiday rentals in North Sarasota

Oak Hammock on the Lake

Located in a quiet, safe neighborhood, at the end of a 400’ paver driveway, lined with old oak trees. Guest area is located in a large detached building with its own, secure, ground floor entrance. The unit is provided with its own AC and heat. The “Florida Shower” provides a large, private outdoor shower experience, with plenty of hot water, beneath the stars. Offers a ten acre lake view from inside or out. Many species of birds and wildlife are spotted, with 45 acres of bordering woodland.

YC Tropical stay. 100% Private stay & Conford.

Welcome to your brand-new, modern-concept guest suite, available since July 2025! This thoughtfully designed space offers complete privacy and comfort, featuring: ✅ Private entrance ✅ Secluded patio ✅ Two dedicated parking spaces ✅ No shared areas – enjoy your own kitchenette, bathroom, and bedroom Perfect for solo travelers, couples, or business guests looking for a peaceful and stylish stay. Location: 3.8 miles from Sarasota Downtown 7.9 miles from Lido Beach Less than 5 miles from UTC Mall

Cozy Cottage by the Bay

Charming and historic decorator cottage near Downtown Sarasota. Located in the highly desirable, quiet, and safe neighborhood of Indian Beach - Sapphire Shores. Just a short drive to some of the nations top rated beaches like Siesta Key Beach. One of the best features of the home is the enclosed lanai at the front of the house. Perfect for enjoying Florida's coveted indoor/outdoor living. It has a private fenced in backyard, with a fire pit. Off street parking for 2 cars in the driveway.

SUPER CLEAN 100% Private Downtown Location

A very private, quiet and secure space with a new comfortable Queen size bed, best of linens, 100% private attached bathroom and shower. Walk to downtown, waterfront and Payne Park. Complimentary bicycles, beach cooler, beach towels and umbrella! 100 Meg WiFi, large desk, LED TV. Delightful husband/wife "Superhosts" tend to your every need including complimentary bottled water, Starbucks coffee and Bigelow tea. We utilize the Airbnb and State of Florida anti-bacterial cleaning protocols.

Sarasota Quiet & Clean Tiny Studio Apt

This newly renovated and spotlessly clean tiny apartment in the heart of Pinecraft (famous for the Amish) is located on a quiet dead end street. Only 6.5 miles to Lido Beach and 8 miles to the famous Siesta beach. You have your own private back yard patio. Safe and quiet neighborhood on a dead end street. You will not regret your choice of stay. Beach chairs and towels as well as (shared) laundry room available for use. Parking is off street in circle driveway. Great WiFi but NO TV.

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.

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

Beautiful University Pines Studio in Sarasota

Welcome to University Pines Studio, the perfect place to stay! With a "BRAND NEW QUIET SPLIT A/C and HEATED UNIT" Located in a quiet neighborhood situated in the heart of Sarasota off of University Parkway, it is close to restaurants, supermarkets, and convenience stores, minutes away from Lido Beach and Siesta Key Beach, which is voted the #1 beach in the U.S. year after year, 4 miles from the SRQ airport, near the UTC Mall, local shopping centers, and the Nathan Benderson Park.

Unique tropical stay - 5 minutes to Siesta Key

Welcome to “The Stream” — a hidden tropical retreat tucked away in the heart of Sarasota. This one-of-a-kind space offers the perfect blend of seclusion and convenience. Just 5 miles from the world-famous Siesta Key Beach and 3 miles from downtown Sarasota. Stroll or bike to nearby cafés, acclaimed restaurants, boutique salons, Publix, Trader Joe’s, CineBistro, and more. Whether you’re here to unwind or explore, “The Stream” is your private paradise.

Private Guest Suite with Kitchenette

Private and spacious suite with kitchenette close to the Airport, UTC and Downtown. This roomy mother in law suite is located on a residential road close to everything. Very clean and has all the amenities you need. Kitchenette with several appliances, complimentary coffee. Large bedroom has a comfortable queen size bed, living room has a futon that can sleep 1 person or 2 kids. Large TV with Roku and Netflix, plus fast WiFi. Parking in driveway.

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

Beautiful half of a house apartment in Sarasota FL

Beautiful little home in North Sarasota in a quiet, safe neighborhood. The apartment is completely locked off from the rest of the house, with its own separate entry. Minutes from beaches, museums, the newest mall built in the country. Every type of restaurant imaginable. Sarasota International Airport and Nathan Benderson Park, which hosts world class rowing events, are only a few minutes away.