Holiday rentals with a patio near Turtle Beach

Charming Florida Cottage - Kayaks Included

Welcome to the Spanish Point Cottage! Our Old Florida style cottage is conveniently located within steps of some of Sarasota's most historic sites making it the ideal place to experience true Florida. Enjoy exploring Historic Spanish Point, kayaking to a secluded beach, walking to Historic Bay Preserve, watching the sunset over the Bay, fishing at Osprey Fishing Pier, walking to dinner all from your well appointed and peaceful oasis. There is no better place to experience true Florida living!

Relax in a Private Tropical Retreat on Siesta Key!

Your dream vacation awaits with a renovated, spacious, and private single-level house. It's a perfect getaway for a relaxing vacation! Enjoy all the comforts of home while being just a short walk away from restaurants, bars, and Siesta Key's beautiful white sand beaches. Nestled on a quiet tree-lined street and tropical gardens, this retreat offers tranquility and serenity. The community boasts a large heated pool and intercoastal waterway pier, ideal for afternoon fishing or sunset beverages!

Gulf View! 2/1 with Heated Pool, Kayaks and SUP

Your Perfect, Quiet Siesta Key Escape Awaits!🌴 Wake up in paradise! This stylish top floor 2BR canal-front condo has it all - KING beds, sunset views, kayak + a SUP, and a heated pool. Just 8 min to Turtle Beach, all beach gear provided. Grill on the lanai, paddle with dolphins, stream your favorites on smart TVs, and unwind on the private deck. Walk to restaurants, hop on the trolley, and live the island life you’ve been dreaming of. Book your unforgettable stay today! Mar 2026 2 week min

Private Backyard tons of BEACH GEAR King bed suite

King bedroom suite for 3 with private backyard has EVERYTHING for the beach! Includes Netflix, HBO Max, Disney+, Amazon, 1 parking spot, kitchenette, & laundry. Within a mile you have grocery, pharmacy, great dinning, Evie's mini golf & driving range, & more. Located off Bee Ridge Exit 207 you are within 10 miles of Siesta Village & beaches, St. Armands Circle Shopping, Lido Beaches, Downtown Sarasota, Moet Aquarium, Kayaking Mangroves, Big Cat Habitat, Sky Zone, Rental boats, UTC mall & more!

Mid-Century Modern Beach Getaway

Heart of Southside Village 10 minutes from #1 beach in the USA, Siesta Key. Five-minute drive to downtown Sarasota, 10 minutes to St. Armand Circle, Lido & Longboat Key. Enjoy this peaceful space within walking distance to shopping, restaurants & groceries. Charming private guest house offers a queen bed, sitting chairs, table, dresser, large ensuite bathroom with a walk-in shower & private outdoor sunny space and patio. Use the grill to cook your next meal. It's the perfect couple's getaway!

The Mango House Beach Cottage

Our cozy boho beach cottage, The Mango House is the perfect place for a couple or small family to relax and enjoy all the best Sarasota amenities. It’s conveniently located right between both Siesta Key entrances, walking distance to restaurants, grocery stores, Trader Joe’s, gym and a block from the popular Walt’s Fish Market. This gorgeous bungalow is the front house of a duplex on a large lot with plenty of cozy private outdoor space to relax and take in all the wonderful Florida weather!

Waterfront w/ Pool, mins to SK Beaches, bikes/sups

WATERFRONT PROPERTY - View the Gulf in our waterside rocking chairs and lanai!! Everything you need for a vacation on Siesta Key is INCLUDED. Bikes, paddle boards and Kayaks all included - PADDLE TO A PRIVATE BEACH and Sandbar see pics --Private and quiet relaxing pool setting. This condo is only a half mile WALK to Turtle Beach and minutes to Siesta Key Beach and the village. You are walking access to the free Siesta Key trolley to the beaches, village shopping, restaurants and nightlife.

Lovely 2-Bedroom Condo, 7 min from Siesta Beach

Welcome to our beautiful condo, which is located just 4 miles to Siesta Key! Enjoy Vamo Park, just steps from our door, where you can launch a kayak or paddle board. Fishing is also allowed from this location. There are also picnic tables at the park where you can enjoy sunset. Our condo is fully equipped with all the necessary things you need. Beach chairs, shops, theaters, gyms, and the legacy trail, Sarasota Sharks Inc. Plus more. These are just a few of the things available in the area.

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key

Welcome to beautiful Siesta Key, the #1 beach in the country! Gorgeous newly renovated one bedroom condo within a 5 min walk to the powdery white sandy beach and stunning sunsets. Also next to restaurants, bars, kayak & jet ski rentals, and much more! Contact for monthly rentals available. Experience this modern oasis: • Chic Living Room • Quartz Kitchen Countertops • King Size Mattress • Beach gear • Wifi • Private Parking • Smart TVs • Screened-in Patio • Coin Laundry room on premises

Graceful Getaway Studio

Welcome to our Graceful Getaway Poolside Studio nestled in the heart of sunny Sarasota! We have a beautiful pool, hot tub, and lounge area.(Shared pool) This cozy retreat offers comfort and convenience for couples or solo travelers seeking a relaxing getaway. You will be greeted by a bright and airy space with cheerful decor and vibrant accents! The open floor plan creates a sense of spaciousness, while large windows flood the room with natural light, providing an inviting atmosphere!

The Palms Away

This special place is close to everything, making it easy to plan your visit. 1 mile to Siesta Key. Built in the 50's but totally renovated to today standard's. Heated swimming pool, but if the water gets to hot the heater will also cool the pool. Very close to shopping. Large deck with view to tropical garden and waterfall. Gas fire pit with built in seating. Small putting green and Corn-hole game are available for your use. 5 TV's with wi-fi. A Gazebo with plenty of sitting area.

Pool Courtyard, patio w/ fire pit, 2 mls downtown

Enjoy this unique courtyard-style Spanish colonial home just steps to Sarasota Bay and 2 miles from downtown. The property consists of a 2 bed / 1 bath main house AND a detached studio. Everything pictured is yours to enjoy, nothing is shared. The houses are separated by a quaint & private pool courtyard w/ outdoor shower. Capture a photo of the local peacocks, eat fresh mangos from the yard, catch a sunset over the bay, or enjoy the sun by the pool listening to the Zen fountains.