Holiday houses in Lakewood Ranch

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Top-rated holiday rentals in Lakewood Ranch

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Guest favourite

Condo in Bradenton

4.95 out of 5 average rating, 19 reviews

New unit! Luxury 1st floor condo @ Lakewood Ntnl

Welcome to Piper View at LWN! A modern, two bathroom condo located in Lakewood National Golf and Country Club. It’s a beautiful gated golf club community with lake and green view. The unit overlooks one of two Arnold Palmer golf courses. Enjoy resort style living with access to golf, tennis, pools, spa/salon, gym and outdoor Tiki Bar and restaurant with stays greater than 28 days. [See other details]** Located by Sarasota near beautiful beaches within 40 minutes, including #1 rated Siesta Key.

Guest favourite

Home in Bradenton

4.94 out of 5 average rating, 194 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).

Top Guest favourite

Home in Sarasota

4.96 out of 5 average rating, 163 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.

Guest favourite

Apartment in Bradenton

5 out of 5 average rating, 7 reviews

Party over the par three

Escape to a golfer's paradise in this cozy 2BR/2BA condo, nestled in the prestigious Lakewood National Golf Club. Overlooking the scenic 14th hole, a stunning par 3, enjoy your private view of the lush fairways and a serene lake backdrop. Fully equipped 2 king beds and a comfy pullout couch for extra guests, this haven offers complete access to premium amenities, including golf, tennis, pickleball, dining, and multiple pools, with a $642 transfer fee. Bring your furry friend for a $250 fee.

Top Guest favourite

Home in Bradenton

5 out of 5 average rating, 11 reviews

Pool house(pets ok) Sarasota beaches, UTC mall.

Welcome to Coastal Manor, a refined coastal retreat in Bradenton, FL. This elegant 3BR, 2.5BA home offers a serene escape with a private pool, spacious fenced yard, and pet-friendly amenities. Located in Lakewood Ranch just minutes from UTC, Nathan Benderson Park, Premier Sports, IMG Academy and Gulf Coast beaches. It’s the perfect blend of charm and convenience. Designed with a muted coastal cottage vibe, this getaway invites you to relax, unwind, and explore the best of Florida.

Top Guest favourite

Home in Myakka City

4.98 out of 5 average rating, 159 reviews

Charming Country Cottage (Near Lakewood Ranch)

Named one of "Sarasota Area's Favorite Airbnbs" by Sarasota Magazine September 2021! Enjoy solitude in a country setting but have access to many activities, restaurants, and amenities only 10 minutes away in Lakewood Ranch community. The Guesthouse is a 40 minute drive to several wonderful beaches, including beautiful Siesta Key. Other nearby places of interests include UTC Shopping District, Hunsader Farms, TreeUmph and Ellenton Outlet Mall, Myakka State Park, and Celery Fields.

Guest favourite

Home in Lakewood Ranch

5 out of 5 average rating, 9 reviews

Furnished House w/ Luxurious Amenity Center

A new, furnished home in the gated community of “Lorraine Lakes,” one of the best places to live in Lakewood Ranch. Great stay for a family, quiet and near highway and various shopping centers. 30 minutes away from the best beaches between Anna Maria and Siesta Key. Neighborhood includes luxurious amenity center that includes things such as: -various sports courts (basketball, tennis, volleyball, etc.) -pools + mini water park for kids -restaurant + bar -gyms -arcade

Top Guest favourite

Home in Sarasota

4.99 out of 5 average rating, 100 reviews

Bright & Peaceful 1920s Cottage: Close to UTC!

Experience the timeless charm of this 1920s beautifully preserved cottage – where original details meet modern comforts. A bright & peaceful property nestled on half an acre with plenty of space to spread out, natural light that pours into every room, & a private fenced in yard - it's an ideal spot to entertain AND unwind. Whether you are headed to the beach, Benderson Park, Downtown or UTC mall, this neighborhood is central to anything you'll need!

Top Guest favourite

Cottage in Bradenton

5 out of 5 average rating, 33 reviews

2/2 Charming Riverfront Cottage w Deck & Kayaks

Let your worries drift away at this unique and tranquil river house getaway we call the Lazy Gator Lodge. Craftsman cottage offering 2 large bedrooms with en suite bathrooms, open layout with great views of Braden River. The house has a large deck out back plus a fenced in yard for pet owners and families to enjoy. Centrally located for the best of Bradenton/Lakewood Ranch/Sarasota -- and its world class beaches of Siesta Key and Anna Maria.

Guest favourite

Home in Sarasota

4.98 out of 5 average rating, 147 reviews

Secluded Cottage | Hot Tub | Walk to Benderson/UTC

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 over 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.

Guest favourite

Condo in Bradenton

4.96 out of 5 average rating, 159 reviews

The Seabreeze Cottage with peaceful water views

Welcome to my newly renovated townhouse! The Seabreeze Cottage is a two bedroom, 1.5 bath, colorfully decorated townhouse with a fun beachy vibe! It has beautiful and peaceful water views of the lake. It’s within 30 minutes of the Gulf Coast’s best beaches, including Anna Maria Island, Longboat Key, and Siesta Key. Only ten miles from Sarasota airport (SRQ) and about one hour from Tampa airport (TPA).

Guest favourite

Guesthouse in Sarasota

4.91 out of 5 average rating, 229 reviews

Solitude at Waterside South

*******SEE ADDITIONAL INFO!******** Our apartment is at the back of our 1.5 acre property, set behind beautiful, mature oak trees and is definitely a quiet retreat! The apartment is attached to our workshop/barn but you will not have access, nor be bothered during your stay! We (Beth & Merlin) live in the main house. 15 miles from Siesta beach and 12.5 miles from St. Armands and Lido beach.