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.

Serenity Lake

Keep it simple at this peaceful and centrally-located place. 15 minutes from beaches this lovely apartment sits on a pond full of fish with a dock. Large pool ready for swimming and sunning. Charcoal and gas grill available. Beautiful upper deck to sit and enjoy the large mango tree and view over the lake. Golf cart available for evening rides. There is a large driveway for a boat. Swim and fishing accessories available. Minutes from I-75 - also near the famous Lakewood Ranch downtown.

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 & 2 parking spots.

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

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

Welcome to your home away from home! This renovated, spacious, and bright pool home will immerse you in a luxurious experience the minute you arrive. Located on a lush, quiet street, yet close to all of Sarasota's best attractions! Close to Siesta Key Beach (#1 beach in the USA), 10 minutes to downtown (with fantastic restaurants and shopping), and within walking distance of the famous Fresh Fish Waltz Market. Easy I-75 access, Nathan Benderson Recreational Lake Park, and the new UTC mall!

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.

Sunshine House- Sarasota Pool Retreat

Welcome to the Sunshine House, a sunny Sarasota retreat in a quiet neighborhood! This 3BR/2BA home has a saltwater heated pool, fully equipped kitchen, spacious living area and an office setup with super fast WiFi and an extra monitor. Pet friendly with a fully fenced yard. We stock beach chairs, loungers, umbrellas, towels, bags and toys, plus 4 bikes (one recumbent). Lido Beach is 7 miles away, Siesta Key 10. Downtown dining and shopping are minutes out. Your perfect getaway awaits!

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 🌴

Peaceful Braden River Oasis: Main House

Escape to our charming riverfront Main House—a spacious 2 bed, 2 bath retreat that sleeps up to 7. Enjoy stunning river views, a screened-in porch, and access to the peaceful river dock. With a master suite featuring an outdoor shower and a spacious lofted sleeping area, this home offers everything you need for a relaxing and memorable getaway. Part of a unique property with two other rental units—perfect for groups or families seeking tranquility and adventure.

Casa Cruz-3RM/2BA w/Heated Salt Water Pool

You'll have a great time at this modern 3RM/2 BA house with a heated salt water pool. This beautiful home is located 6 minutes to SRQ Airport, 20 minutes to the #1 rated beach in the country, Siesta Key, 5 minutes to Publix and local restaurants, and 10 minutes to high-end shopping at UTC mall. You’ll have access to major FL highways. The home is equipped with all the essentials needed for short term/long term stays. Book your stay today! Casa Cruz es su Casa!

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.