Holiday rentals in Kensington Park

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Top-rated holiday rentals in Kensington Park

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Top guest favourite
A compact sleeping area is furnished with a wooden bed frame and a colorful assortment of throw pillows. A modern air conditioning unit is mounted above, while a bedside table holds a lamp. Light streams in through the window adorned with wooden blinds.
Flat in Bayou Oaks
4.97 out of 5 average rating, 235 reviews

Modern Private Apartment 1 Block from Sarasota Bay

One block from Sarasota Bay - completely remodeled and fully furnished guest apartment with a Miami deco feel. The unit is a little over 300 sf with full kitchen, one bathroom w/ shower, comfy queen bed, several stools/ chairs, flat screen tv, wifi, off-street parking, six USB ports for easy charging and sitting area outdoors on front porch. Five minutes to downtown or SRQ airport, 15 minutes to Lido Beach, and 25 minutes to Siesta Beach with easy access to University Parkway or Fruitville Rd.

Top guest favourite
The kitchen features modern cabinetry with glass-front doors, showcasing dishware and decorative items. A teal backsplash adds color above the wooden countertop, which includes a stainless-steel sink and various utensils. A small stool is positioned nearby for convenience.
Guest suite in Sarasota
4.95 out of 5 average rating, 103 reviews

The Animal House

Relax with the whole family at this peaceful place to stay. Fun animal themed, totally remodeled upstairs apartment with one bedroom and kitchen. Private entrance and on driveway parking. Private screened lanai upstairs with outdoor dining and room for family games or entertaining. Access to the pool and lanai (newly renovated), fire pit, treehouse, swing and your own gas grill for guest use. Spacious back yard on a cul-de-sac. Close to shopping, dining, beaches, the airport and the interstate.

Guest favourite
Flat in Sarasota
4.77 out of 5 average rating, 185 reviews

Private apartment w/King bed+full kitchen

Welcome to our newly renovated apartment with King size bed and full kitchen. Parking in the driveway and self check in process make this is a safe and convenient stay whether you’re traveling solo or as a couple. Located on a quiet street yet close to the main road and access to the Legacy Trail + Pompeo pickle ball courts at the end of our street. 5 minutes to Pinecraft, local ice cream, restaurants & approximately 7 miles to Siesta Key and Lido Key Beach and 15 minutes to Sarasota airport.

Guest favourite
A spacious bedroom features a wooden bed with soft bedding, complemented by a decorative rug. Modern amenities include a kitchenette with stainless steel appliances, and natural light filters through window blinds, enhancing the serene atmosphere.
Flat in Sarasota
4.88 out of 5 average rating, 129 reviews

Cozy Updated Studio Apt-Centrally Located!

Welcome to your exclusive retreat at Foxtail Palm! A meticulously curated haven designed to exceed your expectations. Situated in the heart of Pinecraft, Central Sarasota's esteemed enclave, this quaint abode offers tranquility amidst a backdrop of charming ice cream parlors, gift shops, and vibrant local markets. Benefit from the convenience of one complimentary parking space and unrestricted access to a washer and dryer, ensuring a seamless and stress-free experience throughout your stay.

Guest favourite
A charming entrance features a white trellis adorned with vibrant pink bougainvillea, offering a welcoming touch to the greenery surrounding the cozy cottage. A stone pathway leads to the front door, enhancing the inviting atmosphere of this secluded garden.
Guest house in Sarasota
4.93 out of 5 average rating, 198 reviews

1920s Cottage in a Private Tropical Wooded Setting

Your perfect Sarasota getaway! This lovely little cottage is very private & isolated but just minutes from downtown. Modern conveniences & comfort nestled in a charming and cozy period cottage. You will make yourself at home in this tranquil, cozy, and quaint 1920's Old Florida Guest House. Nestled under a canopy of ivy-covered oaks, pines and the tallest of palms - where the flowers are always in bloom! This captivating cottage is your woodsy home base for all your Sarasota adventures!

Top guest favourite
A colorful room features a green bed frame with a patterned comforter, complemented by a dark desk and a matching chair. A small black television is positioned on the desk, while a glass table adds an additional functional space. The walls are painted a warm yellow.
Guest suite in Downtown Sarasota
4.92 out of 5 average rating, 450 reviews

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.

Top guest favourite
Home in Sarasota
4.98 out of 5 average rating, 173 reviews

Secluded Cottage w/ Hot Tub Near UTC and NBP

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 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. We also have a concept2 rower available in the garage.

Top guest favourite
The studio apartment features a spacious bed with light-colored linens, complemented by two decorative pillows. A sleek brown sofa is positioned in front, adorned with a soft throw blanket. Natural light enters through the window, enhancing the clean and modern design.
Home in Sarasota
4.81 out of 5 average rating, 206 reviews

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.

Top guest favourite
A modern guest room features a spacious bed adorned with patterned bedding. A red accent chair is positioned nearby, complementing the decor. Light is provided by ceiling fixtures, and a piece of floral artwork is displayed on the wall. Simple furnishings include a small table and wastebasket.
Guest suite in Sarasota
4.93 out of 5 average rating, 261 reviews

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

Top guest favourite
A welcoming entryway features a bright door with a small window and a decorative hanging piece. Light-colored walls surround a cozy seating area with a modern sofa. A simple side table holds a lamp, and framed artwork decorates the walls, complemented by indoor plants.
Home in Gillespie Park
4.92 out of 5 average rating, 269 reviews

*Downtown home 10min. drive to beach; walk DT*

In the heart of Gillespie Park, this bright & spacious home is a 10 min. drive to Lido Beaches and within walking distance to downtown shops, grocery, farmer's market, opera house, restaurants, bars, live music, tennis, parks, antique shops and performing arts. Old Florida bungalow on the outside, inside, it's updated with new appliances and bathrooms. A banyan tree offers private, shady repose on the back deck w/grill and dining area. Message me for room availability.

Guest favourite
A spacious bedroom is shown, featuring a queen size bed with nautical-themed bedding. A large mirror and dresser are positioned against the light green walls. Gray curtains frame a window, while a ceiling fan offers cooling comfort. A flat-screen TV is mounted on the wall.
Flat in Sarasota
4.93 out of 5 average rating, 117 reviews

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.

Top guest favourite
A person is seated at the edge of a sparkling pool, facing the clear blue water. The poolside is tiled, and the sunlight reflects off the surface, creating a serene ambiance. The individual wears a swimsuit featuring a tiger stripe pattern.
Home in Sarasota
4.95 out of 5 average rating, 118 reviews

Heated Pool Paradise • Near Siesta Key & Downtown

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!

Popular amenities for Kensington Park holiday rentals