Vacation rentals in Kensington Park

Fern Retreat 5/2 Home with Heated Pool

Escape to Fern Retreat for a serene family vacation. This beautiful & spacious rental offers a perfect oasis with 5 bedrooms and a screened in pool. Explore local attractions like Marina Jack (4.6 miles) and Siesta Key Beach (10.4 miles) for memorable outings. Indulge in shopping and dining at the Mall at University Town Center (5.6 miles). Challenge your friends & family to a game of life-size chess! Feel cozy and comfortable as you relax and create cherished memories in this peaceful retreat.

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

Costal Breeze Cottage. Pet friendly. King size bed

Escape to this cozy cottage, perfect for a relaxing getaway in sunny Sarasota. Located in a peaceful neighborhood, this open concept home offers partially fenced private yard that backs to tranquil urban nature area - your own serene retreat. Whether you’re visiting for a weekend or an extended stay, this charming spot offers comfort, convenient location to local beaches, shopping, restaurants, downtown, airport, and a touch of nature. Book your stay today and experience what Sarasota offers.

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. *Brand new pool* VR24-00265

2 bed 2 bedroom house w/ pool

Charming Corner Lot with a Central Location This spacious and beautifully updated home is perfectly situated in the heart of Sarasota. Enjoy the convenience of being just: 10 minutes from vibrant Downtown Sarasota 12 minutes to Sarasota-Bradenton International Airport (SRQ) 20 minutes to the serene shores of Lido Beach 25 minutes to the world-renowned Siesta Key Beach Experience comfortable living with easy access to everything Sarasota has to offer—beaches, shopping, dining,,and more.

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 🌴

Private Jacuzzi & Mini Golf Near Beaches

Welcome to our Sarasota retreat, a comfortable and private space perfect for a relaxing getaway. Enjoy a spacious, fully fenced backyard featuring a jacuzzi, mini golf, a fire pit, and plenty of room to unwind. Located about 20 minutes from Sarasota’s beautiful beaches and close to UTC, downtown Sarasota, shopping, restaurants, and entertainment. Clean, cozy, and family-friendly, our home is the perfect place to relax, explore, and create lasting memories.

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.

Luxury Pool Family Paradise-Siesta Key/DT 3BR/2BA

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.

The Black Swan | Private Pool + Outdoor Dining

BNB Breeze Presents: The Black Swan! Nestled in a peaceful neighborhood, the property provides a bright, stylish interior and a private screened-in pool area perfect for unwinding in the Florida sunshine. This charming location creates a comfortable setting for relaxation. Your amenity list includes: - Private Heated Pool - heated at NO extra cost from Nov 21 - April 1st - Grill - Outdoor Dining Area - and More!