Holiday rentals with a pool in Lakewood Ranch

Guest House with Hot tub & Heated Pool

Welcome to your serene retreat in sunny Florida! This beautifully finished 1-bedroom, 2-bathroom mother-in-law suite offers luxury, comfort, and privacy. With a heated pool and hot tub, we offer year round outdoor relaxation. Step into your own private oasis with a separate entrance and secluded patio, ideal for morning coffee or evening relaxation. Located in a quiet neighborhood backing up to a protected preserve, offering peace and natural beauty. Beach gear provided for easy beach days.

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.

The Sea Hut

Updated stylish townhouse. Great amenities include, resort style pool, basketball and tennis courts, playground, and sports field with picnic tables. Within 15-30 minutes from white powdery sand beaches including Siesta Key and Bradenton beach. Beach towels, chairs and beach/pool toys are provided for your enjoyment. Close to some of the best shopping locations including UTC mall and tons of amazing restaurants and bars. Theme/amusement parks are approximately 30 minutes to an hour drive.

Coastal Manor | Heated Pool · Dogs Welcome · LWR

Welcome to Coastal Manor, a refined coastal retreat in Bradenton, FL. This elegant 3BR, 2.5BA home offers a serene escape with a private heated 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.

The Coastal Getaway•Private Heated Pool & Patio•

The Coastal Getaway is a single level, 3 bedroom, 2 bath home with a beautiful private fenced in backyard with heated pool and lanai. Come enjoy the nearby white sand beaches. Lido Key Beach 12 miles •We are 5.3 miles from IMG Academy •10 miles from Premier Sports Complex at Lakewood Ranch •For your travel convenience we are only 6 miles from Sarasota Bradenton International Airport. •For your shopping convenience Walmart, Publix, Detweiler’s and CVS are all only a few minutes away.

New Luxury Villa W/ Resort Amenities

Brand-New Villa in Lorraine Lakes – Lakewood Ranch Be the first to live in this stunning brand-new villa. 🛏 3 Bedrooms | 2 Bathrooms 🛋 Furnished with Gorgeous Brand-New Furniture – Move-In Ready! Enjoy access to Lorraine Lakes’ gorgeous amenity center, featuring: ✅ Fitness center ✅ Resort-style pool & splash pad ✅ Pickleball, tennis, and basketball courts ✅ Clubhouse with cafe, social spaces & more 🏖 Only a short drive to world-famous Siesta Key, Lido Beach, and Anna Maria Island.

Casa De Las Palmas

Enjoy a 5-star experience at this centrally-located home. Great location, close to shopping, Downtown Sarasota, a quick drive to Siesta Key Beach! Please note this property is not suitable for children under 12 years old. This property has 3 comfortable, stylish bedrooms, the primary is en suite, 2 guest rooms feature king-size beds. Enjoy the lanai and heated pool. Outdoor pool table & wet bar. In winter months it's $25 per day to heat the pool. Max 6 people allowed no exceptions.

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 monthly stays! (See other details) Located by Sarasota near beautiful beaches within 40 minutes, including #1 rated Siesta Key.

Luxury Pool Family Oasis-Siesta Beach Beac-3BR/2BA

Welcome to your home away from home! This renovated, spacious and bright pool home will immerse you into 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 USA), 10 minutes to downtown including fantastic restaurants and shopping and walking distance to the famous Fresh Fish Waltz Market. Easy I-75 access, Nathan Benderson Recreational Lake park and The new UTC mall!

Bee Keepers Cottage

Welcome to Bee Keepers Cottage! Your country in the city. New guest home, private parking (2), designer interior, new stainless kitchen, microwave, dishwasher, stove with oven. Full sized washer and dryer, great high speed internet, screened porch on its own pond. Located on a 16 acre wooded property with many bird feeders, nature wildlife photo ops abound in own your backyard. See deer, wading birds, Bald Eagles, song birds and acres of privacy.

The Seashell Cottage with peaceful water views!

Hello and welcome to my beautiful Seashell Cottage! I have completely renovated and remodeled this townhome for you! It has a new kitchen and bathroom, new vinyl plank flooring upstairs, new furniture and bedding throughout, and is freshly painted. Decorated in a turquoise beachy decor, it gives you a sense of peace and tranquility the moment you step inside! There are gorgeous water views of the lake from both the first and second floor.

Bradenton Getaway

You won’t forget your time in this romantic, memorable place. Short drive to all of your favorite beaches. Siesta key Beach, Lido Beach, Coquina beach, Longboat Key, Anna Maria Island. Also a short drive to enjoy the nightlife in downtown Sarasota.