Vacation rentals in Kensington Park

Luxury oasis in Sarasota

Welcome! In our luxury 2 bedroom, 2 bathroom home you will find yourself centrally located, and minutes from the best attractions Sarasota has to offer. This luxury condo is located in a quiet, safe, and private community with security. Free parking available to guests. Pool, gym, spa as well as a kayak/paddle board launch ramp available to guests. Minutes to Main street, Marina Jack, St. Armand's Circle, Sarasota Opera house, Marie Selby Gardens, farmer's market, Siesta key and Lido beach!!

Heated 3BR Pool Home Glen Oaks | Close to Downtown

Family-friendly pool home near Bobby Jones Golf Club, perfectly located in the heart of Sarasota. You’re less than 10 minutes from top attractions, dining, and shopping, Downton Sarasota and just a short drive to the world-famous Siesta Beach or Lido Beach. This private home features its own entrance, a heated pool, and a fully fenced backyard—ideal for families and added privacy. We’re pet-friendly too! Comfortable, central, and close to everything—perfect for your Sarasota getaway VR24-00164

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

MG Tropical Stay. Fully private, no shared spaces

Welcome to your modern Sarasota Guest Suite – Adults Only, Private & Peaceful 🌞 Remodeled on January 26, 2026, this private suite offers a separate entrance and parking for two cars. Enjoy a cozy queen bed, full bathroom, and a kitchenette with microwave, mini‑fridge, coffee maker, and more. Relax on your private patio with a solar shower. Stay cool with a quiet mini‑split A/C. We provide beach essentials: umbrella, chairs, cooler, and towels—perfect for your Sarasota beach days 🌴

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.

Your Private Retreat w/ Heated Pool

Welcome to your perfect Sarasota escape. Soak up the Florida sunshine and enjoy unforgettable coastal moments just minutes from your door. Nestled in one of Sarasota’s most sought-after neighborhoods, this charming home offers the ideal blend of peaceful relaxation and everyday convenience. Only 18 minutes from the world-famous Siesta Key Beach—known for its powdery white sands and crystal-clear waters—you’ll be perfectly positioned to unwind, explore, and make lasting memories.

Low Cleaning fee - Luxe, Cozy, Upscale & private

Welcome to Your Cozy & Luxurious Urban Getaway! Experience the perfect blend of comfort, style, and location. This modern & private space offers a warm and sophisticated atmosphere, ideal for anyone looking to relax without leaving the heart of the city. Enjoy thoughtfully designed spaces, elegant decor, and all the amenities you need for an unforgettable stay. Whether it’s a weekend escape, a business trip, or a longer vacation, this is your perfect home away from home.

Highlands Inn,Pool Table,Close to Beaches/Downtown

**Forget your worries in this spacious and serene space. This three bedroom, two bath home, has recently been remodeled/updated! We tried to think of our guests comfort and convenience, first and foremost in the process! The house has three bedrooms (king, queen, full), two bathrooms, full kitchen, laundry room, living room, dining area, and garage. The master bedroom also has a kitchenette attached! There is a small outdoor patio, with a table and chairs and a grill!

Sarasota central home near beaches.

Enjoy a stylish experience at this centrally-located home. Minutes away from SRQ airport, a 10 minute drive to downtown Sarasota and 15 minutes to Lido Beach. The perfect getaway surrounded by nature on a large private property with a designated work space. Open concept floor plan to enjoy cooking, dinners and movie nights with your loved ones. Exceptional interior design through out the home with warm touches to give you a relaxing and pleasant stay.

Luxury Family Pool Home Near Siesta Beach

Prepare to be enchanted by your new sanctuary! Immerse yourself in luxury at this spacious and bright pool home, recently renovated to perfection. Located on a peaceful street, it strikes the perfect balance between tranquility and convenience, with easy access to Sarasota's finest attractions. Unwind at Siesta Key Beach, indulge in downtown's culinary delights and shopping, and explore the famous Fresh Fish Waltz Market—all just minutes away!

The Seapearl - 1/1 Guest Suite

Welcome to The Seapearl! Relax in this peaceful 1 bed / 1 bath guest suite, ideally located just 10 minutes from UTC, I-75, and SRQ Airport, and only 20 minutes from Lido Key and Siesta Key beaches. The suite includes a sleeper sofa for up to 2 additional guests and a fully enclosed private side yard—perfect for those traveling with pets! Whether you're here for business or a beach escape, The Seapearl offers a cozy, convenient retreat.

Prairieview Pool House

Your family will be close to everything when you stay at this recently renovated centrally-located home in a quiet neighborhood. Siesta Key, Lido & St Armand’s, Downtown, University Town Center, Benderson Park, Mote Marine and so much more is within a 15 minute drive. This is a bright, fun, roomy home with a heated pool, poolside bar, great space for your family to enjoy. Just bring your bathing suit and start planning.