Vacation rentals in Kensington Park

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Top-rated vacation rentals in Kensington Park

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Guest favorite

Guest suite in Sarasota

4.89 out of 5 average rating, 109 reviews

Downtown privacy, beaches and nightlife all around

For the couple (or individual) who wants a fabulous private home and is in a centrally-located space in downtown Sarasota. Where the beaches meet the nightlife (Legacy Trail is 5 short blocks away, pickle ball 3 and Robarts Arena 2), this separate In-Law Suite has its own entrance, private patio and lots of space (1,000 sq. feet). 2 bikes and beach items for use are: chairs, umbrellas, noodles and coolers. The washer/dryer is attached, high-speed internet/cable; there is a gas grill, 2 tvs

Jun 13 – 20

ﺩ.ﺇ469 per night

Guest favorite

Home in Bradenton

4.94 out of 5 average rating, 152 reviews

Peaceful Braden River Oasis: Cottage

Come get away to this river retreat just outside of Lakewood Ranch. This property has three separate rental units on it including this charming single bedroom cottage with access to the river. It comes with everything you need to enjoy a wonderful vacation! The other units on this property are the Guest House, a larger studio unit 1 bed/1 bath sleeps 2 (Search Peaceful Braden River Oasis: Guest House) and the Main House, a 2 bed/2 bath sleeps 7 (search Peaceful Braden River Oasis: Main House).

Jul 16 – 23

ﺩ.ﺇ436 per night

Guest favorite

Home in Sarasota

4.96 out of 5 average rating, 128 reviews

Sarasota Florida -Wild Orchid Creek Cottage Home

Come enjoy old Florida living at this completely renovated cottage style home on nearly seven acres. Relax and unwind in this 1000 square foot private home with king bed and queen sleeper to accommodate up to four people. Open concept living, dining room and full kitchen. Laundry facilities available. Equipped with WiFi and direct tv. While enjoying the private backyard space, it is common to spot abundant wildlife and wildflowers. Wild orchids in many of the oak trees bloom in early summer.

Jul 23 – 30

ﺩ.ﺇ403 per night

Guest favorite

Guest suite in Sarasota

4.9 out of 5 average rating, 290 reviews

Quaint 1-queen bed/1 bath apartment in Sarasota

A quaint one bedroom country apartment tucked away on 5 acres Sarasota. We are located in a quiet, private neighborhood 8 minutes from restaurants and shops at University Town Center and 20-30 mins from Siesta Key and Lido Beach. Has 1 bedroom, 1 bath apartment has a queen size bed. Living room with a two swival rocking chairs, TV. Equipped with a refrigerator, double burner cook top, coffee pot, toaster, and microwave.The apartment also has a washer and dryer and a carport for parking.

Dec 12 – 19

ﺩ.ﺇ403 per night

Guest favorite

Guesthouse in Sarasota

4.93 out of 5 average rating, 173 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!

Jun 1 – 8

ﺩ.ﺇ475 per night

Guest favorite

Apartment in Sarasota

4.93 out of 5 average rating, 303 reviews

Fabiola's Studio

One bedroom, one bath with air conditioner and sunroof, wooden floors, semi-private entrance, private parking, complete privacy, no access from the main house to the studio. Friendly and quiet neighborhood. Eight miles to Siesta Beach and just four miles to beautiful St Armands Circle and Lido Beach. Five minutes (by car) from Downtown Sarasota, Whole Foods Market, and quaint art district. Minutes away from The Legacy Trail, a beautiful trail from Sarasota to Venice for biking and walking.

Mar 29 – Apr 5

ﺩ.ﺇ368 per night

Guest favorite

Guesthouse in Sarasota

4.93 out of 5 average rating, 369 reviews

Clean and Modern Sarasota Studio w/ Beach Gear!

Our studio is private, comfortable, stylish, & efficient. Whether you are coming for business or leisure, we are sure you will have everything you need. Our home is newer (built in 2020) and we designed this space specifically with Airbnb guests in mind. Our neighborhood is central to almost all of Sarasota! We were born and raised here, and in our opinion this area is central to everything! Whether you are headed to Siesta, Myakka State Park, or UTC mall, you won't be driving for long!

Nov 8 – 15

ﺩ.ﺇ432 per night

Guest favorite

Home in Sarasota

4.96 out of 5 average rating, 111 reviews

Newly Renovated Ranch Minutes From Beach/Downtown

Newly renovated cozy home with all new furnishings and appliances. 2 bedrooms 1 bathroom with an eat in kitchen, sun room, and comfy living room. Stream shows or work virtually with our high speed WIFI. Grab the beach chairs and umbrella to enjoy Lido Key or Siesta Key Beaches both within a short drive. Wind down & grab drinks/dinner in downtown Sarasota or relax in the backyard. Several golf courses near-by or catch Orioles spring training at Ed Smith stadium within walking distance.

Oct 6 – 13

ﺩ.ﺇ424 per night

Guest favorite

Cottage in Sarasota

4.94 out of 5 average rating, 137 reviews

Sea-esta Cottage-cheerful 2bd/1ba w/ free parking

Experience ultimate relaxation in this serene and stylish rental. A brand new home in the heart of Amish Village, Pinecraft. Two cozy bedrooms with plush bedding and soothing coastal decor. Sip your coffee on the front porch, immersed in the tranquility of this idyllic neighborhood. Take a short walk to Yoder's Fresh Market & Restaurant, Coastal 98 Cafe, and the Pinecraft Ice Cream Shop. Just 6 miles to Siesta Key and 7 miles to Lido Beach for endless coastal adventures.

Aug 8 – 15

ﺩ.ﺇ470 per night

Guest favorite

Guesthouse in Sarasota

4.99 out of 5 average rating, 129 reviews

Maggie's Hideaway

This adorable little bungalow is hidden away in one of Downtown Sarasota's oldest historical neighborhoods and only a couple miles from Sarasota Bay and surrounding beaches. Beautiful Lido Beach is only five miles west, Siesta Key is seven miles southwest, with Benderson Park being only seven miles east. Fabulous shopping and world class dining is plentiful in this downtown community. There is plenty to see and do in Sarasota - Come see us!

Aug 19 – 26

ﺩ.ﺇ507 per night

Guest favorite

Home in Sarasota

4.93 out of 5 average rating, 107 reviews

The Winn Haus

Your family will be close to everything when you stay at this centrally-located place. Siesta beach is 5 miles away and Famous St.Armand’s Circle is about 4 miles away with Lido beach right next to it! Ringling Bros Museum and Sarasota airport is only 4 miles away from the house /Downtown is 2 miles! This newly renovated cozy house is perfect if you like being close to everything Sarasota has to offer!

Aug 20 – 27

ﺩ.ﺇ534 per night

Guest favorite

Home in Sarasota

4.9 out of 5 average rating, 131 reviews

The lovely place getaway-SRQ

A coastal cozy home away from home in the heart of Sarasota. This house is a breath of fresh air- you’ll feel calm and at peace. Sparkling clean & spacious with 2 bedrooms, comfortable beds, a full bathroom and kitchenette. A great location to have the city life, but also quiet enough to relax. Whether you’re here for business or pleasure, this cozy house is sure to be a highlight.

May 1 – 6

ﺩ.ﺇ407 per night