Holiday rentals in Sarasota Springs

Driftwood Cottage - 3 BR with Salt Water Pool

Step inside our cottage's doors and let your worries drift away! Hit the pool or relax on the patio with a freshly-brewed latte. Our clean and comfy cottage features a salt water pool, full-size kitchen, coffee station, three bedrooms, two bathrooms, a living room with a sofa bed, speedy Wifi, smart TVs, lots of closet space, and a washer and dryer to keep those beach towels at the ready! 9 miles from famous Siesta Beach, and close to many Sarasota attractions including restaurants and shopping!

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.

Heated 3BR Pool Home Glen Oaks | Close to Downtown

Family-friendly pool home near Bobby Jones Golf Club, perfectly located in the heart of Sarasota. You’re less than 10 minutes from top attractions, dining, and shopping, Downton Sarasota and just a short drive to the world-famous Siesta Beach or Lido Beach. This private home features its own entrance, a heated pool, and a fully fenced backyard—ideal for families and added privacy. We’re pet-friendly too! Comfortable, central, and close to everything—perfect for your Sarasota getaway VR24-00164

Sarasota suite with fire pit

Remodeled one-bedroom apartment conveniently located 14 minutes away from downtown, 18 minutes from Siesta Key. Situated near grocery stores, banks, and restaurants. The bedroom features a comfortable queen-sized bed, while the living room is furnished with a couch that serves as a queen size bed along with ottoman that serves as a single bed. Parking on the driveway and a secluded outdoor space fenced in, complete with a BBQ, dining set and fire pit . Ideal for a wonderful vacation in Fl

Cozy Getaway Home in Sarasota Near Beaches & More!

Escape to our peaceful home in Sarasota. Conveniently situated near our famous beaches, UTC, Benderson Park, downtown, and only within a mile of grocery stores and other shops. Enjoy outdoor moments on the patio and spacious yard. Modern amenities include high-speed internet, smart TVs, and a well-equipped updated kitchen and workspace. Washer/dryer on-site as well. Your gateway to relaxation and Sarasota's charm awaits! Please reach out if you have any further questions.

[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

Gardenia Getaway 🐚- 1bed apt in central Sarasota

This charming apartment is located in the heart of Pinecraft in Central Sarasota,a perfect get-away with shops, restaurants and Pinecraft Park within walking distance . The #1 rated Siesta Key Beach and Village only 20 mins away. Complete with a fully stocked kitchen and a washer/dryer available, this little home has everything you need to relax and enjoy your stay!

Cypress Inn - Modern home close to Siesta Key

The Cypress Inn is a contemporary hideaway that maintains a cool sense of seclusion both inside and out. This modern home is located in a residential area and every convenience and detail have been considered in the pleasant and comfortable décor. Restaurants, shops, and the stunning beaches of Siesta Key are all accessible within a quick 15-minute drive.

Cheerful 3-Bedroom home with parking

Relax with the whole family at this peaceful and tranquil 3 bedroom house with generous space & a very spacious backyard. The kitchen is well-stocked & has all you will need to prepare meals. Relax on the back screened patio & enjoy your coffee in the mornings. Easy access to restaurants, supermarkets, etc. Only a 15 minute drive from Siesta Beach!

Cheerful 3 bedroom residential home

Relax with the whole family at this peaceful place to stay. This 3 bedroom, 2 bathroom home has been completely remodeled. Located in very quiet, friendly neighborhood. Just a short drive to mall, shops and restaurants. 15 minute drive to Siesta Key, number one beach in USA. This lovely house comes fully furnished. Perfect for a vacation of 6