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.

Tropical Sarasota-Heated Pool, Massage Chair, Golf

Spacious 3-bed, 3-bath home with private screened pool, golf course views, soaring ceilings, and filled with natural light. Enjoy a BBQ grill, outdoor dining, pool table, massage chair, and espresso station. Two master suites: one with king bed, TV, pool access, and massage chair; the other with queen bed, private bath, tub, and a full office setup with monitor. Third bedroom has queen and bunk bed. This home is ideal for families or groups seeking comfort near beaches and Sarasota’s best spots.

Vitamin Sea

Welcome to Vitamin Sea- a Luxe 3BR/2BA Escape in Lakewood Ranch! Centrally located and ALL BRAND NEW TOP TO BOTTOM & tucked into one of Lakewood Ranch’s most sought-after communities! From the moment you arrive, elegance surrounds you. Resort-style living! Community pool and cabanas, dog park across the street, as well as high-speed Wi-Fi, smart TVs, full-size washer/dryer, linai and garage for extra storage, Vitamin Sea is perfect for travelers, snowbirds, traveling nurses, & short term renters

Near Lakewood Ranch w/pool in gated community

Tucked away in a gated community, our 2 story home is your perfect retreat for soaking up the great Florida sunshine! Located just outside the Lakewood Ranch area, this inviting retreat blends comfort and convenience. We’re just a short drive from the white sand beaches of Anna Maria Island, the scenic river walk along the Manatee river, and the shops, restaurants and Mote Aquarium at the UTC mall. Whatever you’re here for, everything you need is an easy reach. We are so glad you’re here. 

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.

Serenity at Sabal Key - Renovated Relaxing Comfort

Relax in this newly renovated, sparkling clean, end-unit 2 bed / 2.5 bath townhome. Perfect for snowbirds escaping winter, families with athletes at IMG/Premier, or anyone who wants more than just the beach. Whether you're here for a season, a tournament, an extended stay, or a week, this home offers the perfect balance of resort-style living, central convenience, and long stay comfort. Enjoy the resort-style pool, pickleball, tennis, shaded walks - close to beaches, shopping and golf.

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.

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.

Paradise at University Park

Near UTC Mall Town Center and Benderson Park which offers walking, biking, and organized events. Plenty of golf, tennis and pickleball in the vicinity. The Space This newly renovated 3/2 home with den, features an open-concept floor plan w/ the living room and TV room opening directly to the outdoor patio and pool—creating an easy indoor-outdoor flow that’s perfect for relaxing. Warm, welcoming, and thoughtfully designed, this home is ideal for a comfortable and effortless stay.

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

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.

Luxury Pool Family Paradise-Siesta Key Beach/DT

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!