Family-friendly holiday rentals in Sarasota Springs

Charming apartment

Enjoy the beauty with this quiet and central accommodation, in the beautiful city of Sarasota, FL, just 15-20 minutes from the beautiful beaches of Lido Beach and Siesta Key, and more... with shops, gas stations, restaurants, etc. The apartment is completely independent, with a small outdoor patio for barbecue and relaxation. Everything is completely new in the apartment. Do not hesitate to come In addition, we also offer a kitchen stocking service you can place your grocery orders via Instacart

Sunshine Suite, Minutes to Beach,Tropical Paradise

The Sunshine Suite.Lots of natural light in this totally updated modern 3 bed/1 bath home.It is a completely separate dwelling w separate entry from the other dwelling on the property sharing no common walls. Smart thermostat & door lock. Keyless entry.Brand new AC, gas oven, quartz counter w/ custom marble backsplash, modern & comfortable furniture, private outdoor area, gas BBQ grill, off street parking.Great location! Minutes to Siesta Key beach, shopping/UTC, interstate, hospital & downtown

Sandy Feet Retreat- Cozy Bungalow & Outdoor living

Welcome to Sandy Feet Retreat! Our single family home is located in Sarasota Florida, only 8 miles from Siesta Key, 5 miles from downtown Sarasota, and only one block away from the Legacy Trail. The perfect Sarasota Home for your trip, featuring a cozy coastal theme with amenities, including a hot tub, grilling station, fire pit, and outdoor entertaining area. Just 2 miles off I 75, this charming vacation home is a short drive from many local restaurant options. Enjoy all Sarasota has to offer.

Coastal Farmhouse - 3/2 with heated saltwater pool

Experience relaxation at this tranquil 3BD/2BA home with a heated pool, perfect for a family retreat! Prepare meals in the fully equipped kitchen or savor local delights on the screened-in lanai. Each bedroom boasts plush bedding, ensuring a restful night's sleep. Plus, a cozy living room. Conveniently located, just under 9 miles from Siesta & Lido Key Beach, Der Dutchman 2.2 miles and 2.5 miles from Yoder's Restaurant. Shopping and dining options at University Town Center, only 7.7 miles away.

Cozy Heaven Studio III

Welcome to our cozy studio! Attached to the Main House with its own Private Entrance! Ideal for couples, it features a comfortable queen-size bed, a full bathroom, and a small kitchen equipped with everything you need for a fantastic stay✨ Enjoy your own private patio complete with a BBQ grill and beach gear for your convenience. Relax and unwind with a TV for your entertainment. We offer 1 designated parking spot Located 18 mins from Siesta Key, 23 mins from Lido Key & 1.5 miles from I-75😎

Bella - Raine Estates

Welcome to Bella-Raine! This home has plenty of space for your whole party to relax and feel comfortable. This home has been thoughtfully decorated and styled. Located to much of what Sarasota has to offer. Siesta key beach is 7.9 miles away, 15 - 20 minutes. Fenced in backyard. The Legacy Trail bike path is very close by, Smart TV in common area has HDMI cable. The kitchen area will be a favorite place for your family to gather. This home has three bedrooms on the main floor and two upstairs

The Oasis

Welcome to The Oasis, your Florida home away from home! Centrally located, between siesta key and st Armand’s circle, near many fantastic restaurants, grocery stores, and downtown. This home has everything you need for a fantastic stress free stay in Sarasota. A luxurious Italian style pool and garden area, a spacious indoor area with a full sized kitchen, king bed, queen bed, 2 twin beds and 2 twin air mattress. 3 smart tvs. We love this stunning and cozy home and we’re sure you will too!

Pool & fenced-in yard in downtown edge bungalow

MESSAGE ME FOR DAYS YOU DONT C. This 2 bed-2 bath house is a homey Florida bungalow with wood floors & natural light in a quiet neighborhood on the downtown core edge. Spacious and private fenced-in backyard with pool, covered grill and eating area. Minutes away from the Legacy Trail, the Bay Park, Payne Park, dining, live music, bars, theatres, comedy, opera house, performance venues, comedy club, antiquing, kayak launches, tennis and basketball courts, farmer's market, shopping and more.

Cozy Guesthouse in central Sarasota!

This cozy independent guesthouse is perfect for all ocations from a few business day stay to a vacacion getaway. Near to siesta key beach! Enjoy a private room with a comfortable bed, a bathroom with a great shower and hot water, plus a cozy bar-style area perfect for preparing snacks and coffee. You’ll also have access to a small patio where you can unwind, and we provide beach essentials. Perfect for travelers seeking comfort and peace, and a well-equipped space. We’d love to host you!

Heated Open Pool Home In Sunny Sarasota!

This home is perfect for hosting friends and family or just relaxing on your own! Spend a day in the surf and sun at the world famous Siesta Beach, shop at one of the many centrally located shopping centers , try local restaurants, or just take it easy in your own private and open pool and sitting area! Like making your own meal, step inside to an updated and fully stocked kitchen! Two living rooms, lots of space. Let this beautiful home be yours during your visit to Sarasota!

Sarasota Home | Large Fenced Yard

Step into your own outdoor oasis in the heart of Sarasota. This spacious 3-bedroom, 2-bathroom home sleeps up to 8 guests and is designed for those who want to unwind — whether that's gathering around the fire pit, grilling out in the backyard, or lingering over an al fresco dinner in the outdoor dining area. Inside, you'll find comfortable, thoughtfully arranged spaces for families, friend groups, or remote workers ready to recharge on the Gulf Coast.

[The Banana Tree Cottage]Spacious 2 bedroom/2bath

Welcome to the Banana Tree Cottage! Take a break and unwind at this peaceful oasis. Just newly renovated house for guests to enjoy a vacation in the beautiful Sunny South. There is NO TV at this location, but we do have a strong WiFi connection. This home is located less then 2 miles away from Pinecraft Community, home to many Amish and Mennonites in the winter months. Siesta Key Beach and Lido Key Beach are approximately 8 miles