Holiday rentals in Phillippi Creek

Remodeled Mid-century POOL house

Enjoy the pool and the Beach ! NOW NO PET FEE! Close to Sarasota Center, only a 15-minute drive from Siesta Key Beach, the number one beach in the U.S. Enjoy nearby restaurants and the bike trail. Featuring a unique in-ground pool that is the showcase of the L-shaped courtyard. Featuring new beds and comfortable mattresses. 3 beds, 2 baths, the living space is open to the kitchen. The open family living room is filled with light. If you haven’t found your happy place yet, this could be the one!

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

The Sand Castle - Backyard Oasis Mins from Siesta!

*UPDATED!* Your family will feel at home in this spacious home that has it all! With a gorgeous backyard, alluring HEATED pool, tropical tiki bar, ping pong and other lawn games, cozy and comfortable rooms, and a kitchen stocked with everything you need to prepare meals for many... you will be more than comfortable here! The location is super convenient- minutes from Siesta Key, downtown Sarasota, and every grocery store and restaurant you could ever want! Please message me if bringing 2+ pets

Luxury oasis in Sarasota

Welcome! In our luxury 2 bedroom, 2 bathroom home you will find yourself centrally located, and minutes from the best attractions Sarasota has to offer. This luxury condo is located in a quiet, safe, and private community with security. Free parking available to guests. Pool, gym, spa as well as a kayak/paddle board launch ramp available to guests. Minutes to Main street, Marina Jack, St. Armand's Circle, Sarasota Opera house, Marie Selby Gardens, farmer's market, Siesta key and Lido beach!!

Pineapple House Near SRQ Downtown 15 Min to Beach

Spanish-style home, perfect mix of modern and contemporary - bright, spacious, with lush landscaping. Nestled on a peaceful cul de sac in Sarasota’s Arlington Park, just 7 minutes to Downtown and 15 to beaches, it features two bedrooms, two baths, plus a fun kids’ room. Ideal for families, groups or WFH/professionals. Hi speed internet. Cook in the airy kitchen with oversized island. Stay connected with fast fiber Internet. Beach gear provided—chairs, towels & wagon. Registration VR24-00116

Tropical Oasis Heated Pool Hot Tub Near Siesta Key

Escape to The Funky Fish House! Your private 2BR/3BD/2BA tropical oasis boasts a heated saltwater pool, bubbling hot tub, outdoor shower, and BBQ grill for endless fun, relaxation, and sun-soaked adventures. Just 5 miles from world-famous Siesta Key Beach and steps from Trader Joe’s, this elegantly renovated, fully stocked, stylish retreat invites families or couples to lounge, entertain, soak up the Florida sunshine, and enjoy the ultimate Sarasota vacation in absolute comfort and style!

Clean and Modern Sarasota Studio

Our studio is private, comfortable, stylish, & efficient. Whether you are coming for business or leisure, we are sure you will have everything you need. Our home is newer (built in 2020) and we designed this space specifically with Airbnb guests in mind. Our neighborhood is central to almost all of Sarasota! We were born and raised here, and in our opinion this area is central to everything! Whether you are headed to Siesta, Myakka State Park, or UTC mall, you won't be driving for long!

Charming Villa 14 mins away from Siesta Key Beach

This villa close to Siesta Key Beach serves as the perfect escape for those looking to enjoy Sarasota. The property comes fully equipped with amenities such as a BBQ, outdoor umbrella, lounge chairs, beach chairs, pickleball rackets, washer/dryer and carport. Featuring 2 bedrooms, this charming home exudes a warm vibe. You can reach Siesta Key Beach, St. Armands Circle, and Downtown Sarasota in under 15 minutes, making it easy to explore all that Sarasota has to offer during your stay.

Your Private Retreat w/ Heated Pool

Welcome to your perfect Sarasota escape. Soak up the Florida sunshine and enjoy unforgettable coastal moments just minutes from your door. Nestled in one of Sarasota’s most sought-after neighborhoods, this charming home offers the ideal blend of peaceful relaxation and everyday convenience. Only 18 minutes from the world-famous Siesta Key Beach—known for its powdery white sands and crystal-clear waters—you’ll be perfectly positioned to unwind, explore, and make lasting memories.

Old Florida-Style Spacious Studio w/ Full Kitchen

This property is sure to enchant you and leave you feeling refreshed, relaxed, and inspired. Sparkling clean with a king-sized, comfortable bed, a fully stocked kitchen, and special old Florida style touches gives you the sense of southern hospitality that you're looking for. Central to much of Sarasota, you can be from here to the island of Siesta Key in less than 10 minutes! Whether you're here for business or pleasure, this old Florida style studio will be a highlight.

Highlands Inn,Pool Table,Close to Beaches/Downtown

**Forget your worries in this spacious and serene space. This three bedroom, two bath home, has recently been remodeled/updated! We tried to think of our guests comfort and convenience, first and foremost in the process! The house has three bedrooms (king, queen, full), two bathrooms, full kitchen, laundry room, living room, dining area, and garage. The master bedroom also has a kitchenette attached! There is a small outdoor patio, with a table and chairs and a grill!

Retro | Mid-Century - Pickleball, Stock Tank Pool

Retro vibes meet Florida fun in this spacious Sarasota getaway! This home features stylish vintage décor, a comfortable living space, and a huge private backyard built for play. Enjoy the pickleball court, basketball hoop, mini golf, heated or chilled stock tank pool, outdoor kitchen, huge, covered lanai and bed swing. Perfect for families or groups looking to relax, play, and make unforgettable memories just minutes from Sarasota’s beaches, downtown, and attractions.