Holiday rentals with outdoor seating in Lakewood Ranch

Dog Friendly- 4 Bed 2 Bath w/ HTD Pool (Sleeps 13)

✨ Fully Renovated & Stylish! ✨ Family & Dog-Friendly | Single-Story | Private Saltwater Pool | Secluded Backyard. Enjoy the charm of Sarasota in our completely updated home off University Parkway. Bright, open spaces with new furniture, perfect for relaxation. Features a heated saltwater pool in a private, fenced yard. Close to beautiful beaches—10 miles to N. Lido Beach and 13 miles to Siesta Key Beach. Conveniently located 4 miles from SRQ Airport, ideal for your next memorable getaway.

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.

Waterfront Retreat• Private Pool• Golf• Ping Pong!

Dive into the ultimate summer getaway! Relax at this cozy waterfront cottage with a private pool, & a short drive to AMI’s white-sand beaches. 2BR/2BA with two living areas include a bright Florida room overlooking the canal. Enjoy ping pong and a putting green ⛳. Start your mornings with coffee on the dock, watching fish jump out of the water. Fast WiFi, workspace, beach gear, and a kitchen with cooking essentials. Perfect for beach days, family getaways, or a relaxing coastal escape.

Serenity Oaks

Serenity Oaks is a rare one-acre retreat in the heart of Lakewood Ranch, shaded by majestic hundred-year-old oak trees and surrounded by nature. Enjoy lush landscaping, and a peaceful setting with yoga mats provided for outdoor relaxation. Just minutes from restaurants and grocery stores, 10 minutes from UTC Mall, and 30 minutes from Anna Maria Island beaches. Walk to Bob Gardner Park and nearby nature trails, then unwind in the evenings by the fire pits or under the beautifully lit pergola

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.

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.

Cozy 2 bed/2.5 bath townhome

Renovated 2 bedroom/2.5 bathroom townhome nestled in a quiet, gated community in Bradenton between I-75 & some of the best beaches in the country. My townhome is 2 bedrooms (queen size) with en suite bathrooms. The beds are queen-sized. Amenities in the neighborhood include large heated pool, tennis and basketball courts, a playground, a volleyball area, a sports field, and a designated parking spot only steps away from the front door. Non-numbered guest parking is also available

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.

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!

River House with Kayaks. Relax on the River.

Grab a kayak, and hop on the river for a chance to see some of Florida's wildlife. Birds, otters, and alligators! The Riverhouse is a one of a kind vacation home. A fully equipped kitchen, living Rm with leather couches and a dining area. 3 bdrms- a King in the Master, 2 twins in 2nd and a bunk rm, 2 full baths, a balcony, and 2 patios. Situated on a quiet cul-de-sac, only 5 mins from I-75 and 10 mins from UTC Mall, Benderson race park, and exceptional dining experiences.

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.