Family-friendly holiday rentals in Lakewood Ranch

Green Escape | 3-bdr pool house on 1 acre lot

Welcome to Green Escape - Private 1-Acre Retreat with Heated Pool. Welcome to your own secluded oasis in the heart of Bradenton/Lakewood Ranch. This beautifully maintained 3-bedroom home sits on a quiet full one-acre lot with a fully fenced yard, mature trees, and outdoor living —ideal for families, remote professionals, and relaxed stays. The highlights are: 1. Outdoor Living at Its Best 2.Spacious Interior with Privacy & Comfort 3. Prime Location – Close to Everything(Beaches, IMG, UTC mall)

The Animal House

Relax with the whole family at this peaceful place to stay. Fun animal themed, totally remodeled upstairs apartment with one bedroom and kitchen. Private entrance and on driveway parking. Private screened lanai upstairs with outdoor dining and room for family games or entertaining. Access to the pool and lanai (newly renovated), fire pit, treehouse, swing and your own gas grill for guest use. Spacious back yard on a cul-de-sac. Close to shopping, dining, beaches, the airport and the interstate.

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.

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.

Suncoast Villa - Relaxing getaway w private pool

Relax with the whole family at this peaceful place to stay. Suncoast Villa offers a bright, spacious retreat with open living areas, a fully equipped kitchen, and comfortable bedrooms designed for relaxation. Enjoy a private backyard oasis, perfect for unwinding after beach days. Ideally located near Gulf beaches, dining, parks, and golf—this inviting home is the perfect blend of comfort, convenience, and Florida sunshine. We are pet friendly (pet fee applies) and sits on over half acre lot.

House with heated pool, hot tub, golf course

Escape to paradise in this stunning Sarasota-Bradenton (sarasotaspahouse) Spa House! Located in a serene golf course community, this luxurious retreat features a heated pool, hot tub, and outdoor kitchen, perfect for relaxing under the Florida sun. Enjoy modern interiors, a fully equipped kitchen, and spacious living areas. Just minutes from beaches, dining, and entertainment, it's the ideal getaway for families or groups. Book your stay today and indulge in comfort and relaxation!

Family Friendly w/Free Heated Pool Near Beach

Welcome to Vistalodgings Villa Del Sol where families have fun ☀ 3 bedrooms: 1 king, 1 queen, 1 full, 1 twin bed and 2 full bathrooms ☀ Fully equipped kitchen: Keurig dual coffee maker, waffle maker, air fryer, electric kettle, blender, mixer, pots and pans ☀ Dining area for 8 ☀ Fast speed internet Wi-Fi ☀ Heated pool free of charge ☀ EV charger ☀  Shuffleboard, Pac-man arcade ☀ 5 Smart TVs with Disney Plus ☀ Bikes, beach chairs, umbrellas, cooler, beach toys ☀ Iron

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.

18th Green Getaway in Lakewood National Golf Club

** In High season, home must be booked ONLY ON FULL CONSECUTIVE CALENDAR MONTH(S), 3 MONTHS MINIMUM * Turnkey Executive Luxury home 3 bed/2.5 bath - 2 minutes’ from Clubhouse - 2 golf courses HIGH SEASON = DEC–APR: $11,000/m LOW SEASON = MAY–NOV: $6,500/m ** You may pay $642 membership transfer to use ALL the amenities: clubhouse, fitness center, tennis, pools, restaurants, spa, pickleball, 2 golf courses. If you don't transfer it you can't use ANY of the amenities. **

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.

Seven Shores Townhome in Bradenton Minutes to AMI

Lakefront Sunset Retreat | Cozy Coastal Vibes + Screened Patio | Heated Community Pool Unwind in this peaceful, centrally located getaway with stunning waterfront sunset views. Enjoy your morning coffee or evening wine on the screened patio overlooking the lake. Just minutes from 7 beautiful beaches, including Anna Maria Island, Siesta Key, and Bradenton Beach. Thoughtfully designed for comfort and relaxation—this is where simple luxury meets the perfect coastal escape.