Holiday rentals with a fireplace in Gulf Gate Estates

5 out of 5 average rating, 131 reviews

The Turtle Nest-Lanai w/Hot Tub+5mi to beach

Come and relax at this peaceful, tropical, and romantic oasis. "The Turtle Nest" is a single family home located in the heart of Sarasota; only 5 miles to the Siesta Key Beach! It offers 3 bedrooms, 2 baths and can sleep up to 6. Picture a screened lanai, your own juicy star fruit, complete with a bubbling hot tub and a sizzling grill. The outdoor setting is private as the yard is surrounded by palms and fruit trees. Your stay here is destined to be a blend of comfort, delight, and rejuvenation.

4.9 out of 5 average rating, 168 reviews

Renovated Cozy Cottage "The Nest" Close to SIESTA

"The Nest" at Snowbird Cottages is a classic coastal farmhouse nestled in an historic Sarasota neighborhood less than 10 minutes to the white sugar sand of World Famous Siesta Key beach! Only a 10 minute drive to St. Armands Circle & Lido Key beach, & the famous Ringling Museum. This cozy cottage is full of charm and amenities alike. Crisp, clean, and freshly renovated for your total comfort, enjoy TWO screened porches, a private fenced yard, comfy beds, free in-house laundry, and fast wi-fi.

4.93 out of 5 average rating, 100 reviews

SPACIOUS 2bed/2bath house - 5 min to SIESTA KEY!

Just 2 miles to Siesta Key, this 3bed/2 bath home with heated pool on private lake with amazing view is the perfect place to escape with family! This charming home offers everything you need for your vacation retreat! Home is fully equipped with beautiful new furniture, artwork, linens, fully equipped kitchen. The house is located on a quite cul-de-sac close to grocery stores, international restaurants, mall, and about 5 minutes drive to the number one beach in the USA, Siesta Key.

4.93 out of 5 average rating, 357 reviews

Home in Pelican Cove

☀Coastal Gem☀Heated pool & amazing location!☀

- Located in a quiet Sarasota neighborhood minutes from shopping, restaurants, & Siesta Key, this amenity packed home is perfect for families and beach enthusiasts! - Enjoy the heated pool and comfy outdoor furniture in your fenced in backyard where you can bask in the sun swimming and grilling. - Beautifully designed coastal interior w/ new appliances, Smart TVs, and fast WiFi. - Your on-site Superhost is available if needed to assist with making your stay enjoyable and worry free.

4.97 out of 5 average rating, 74 reviews

Beachside Bliss: Family House-Siesta Beach-3BR/2BA

Vacation Paradise and Your Home Away from Home! This fully renovated house is located in the peaceful, prestigious Gulf Gate Estate just 3.8 miles from the beach! Everything is the house is brand new! Relax with the whole family at this peaceful place to stay, spend your time on the Famous Siesta Key Beach, and explore the beautiful downtown filled with restaurants. Enjoy a spacious and private outdoor area for your morning coffee or a BBQ cookout with your friends and family.

4.96 out of 5 average rating, 119 reviews

Home in Arlington Park

Mid-Century Oasis with Pool in Arlington Park 1

A perfect blend of Sarasota’s architectural heritage and contemporary elegance right in the heart of Arlington Park. This bright, newly renovated 2 bed/2 bath & pull out sofa in a mid-century gem offers a serene escape, providing a refreshing interplay of historical charm and modern luxury. Enjoy the separate sunroom/office for those working from home, or use as an extra sleeping space with comfy pull out sofa. Take a break with a quick dip in the sparkling pool.

Superhost

4.93 out of 5 average rating, 147 reviews

White Sands Villa - Heated Pool/Spa - Near Beaches

Retreat to a stunning 4-bedroom villa with a modern interior. The expansive backyard boasts a screened-in lanai, pool, hot tub, and children's swing set, ideal for family getaways. Enjoy comfort and convenience with thoughtful amenities, plush mattresses, and smart TVs in every bedroom. Just minutes away from Siesta Key (7.3 mi), Lido Beach (6.5 mi), downtown Sarasota (2.5 mi), and the charming Amish Village of Pinecraft. Your perfect vacation home awaits.

4.96 out of 5 average rating, 183 reviews

The Palms-Heated Private Pool Hot Tub-5mi to beach

"The Palms" is a single-family home with heated private pool in the heart of Sarasota. The home is 5 miles to the #1 beach in the USA, Siesta Key Beach. It offers 3 bedrooms, 2 bathrooms, a large living space & screened-in outdoor sunroom. The fully private, fully enclosed outdoor space is one-of-a-kind with a modern pool, hot tub, BBQ grill, fire pit, beach bar, outdoor TV & lounge chairs for families and snowbirds to enjoy Florida living in style!

4.99 out of 5 average rating, 139 reviews

Guest house in Sarasota

Maggie's Hideaway

This adorable little bungalow is hidden away in one of Downtown Sarasota's oldest historical neighborhoods and only a couple miles from Sarasota Bay and surrounding beaches. Beautiful Lido Beach is only five miles west, Siesta Key is seven miles southwest, with Benderson Park being only seven miles east. Fabulous shopping and world class dining is plentiful in this downtown community. There is plenty to see and do in Sarasota - Come see us!

4.97 out of 5 average rating, 152 reviews

Cottage in Nokomis

Staycation Sanctuary

Our property is clean and welcoming. You can enjoy a relaxing, warm and peaceful getaway from the rest of the world just steps to the beach. This is the perfect "Old Florida-style" location to experience the comfort and hospitality you so deserve! Grab your bathing suit/flip flops and enjoy tranquillity of beach life, sunsets and lazy days of fishing and bird/dolphin/manatee watching and gathering sea shells-- all only 2 blocks away!

4.93 out of 5 average rating, 193 reviews

Home in Venice

The Hammock Hangout - private home - Venice Beach

Just 3mi to Venice Island - Tastefully Updated - Relax in our Hammock Hangout under natures canopy Welcome! We're 3 mi to the famous Venice Island w/ all restaurants, shops, public beach (3.8mi) & best sights and 1 block from the intercostal & bike path. Relax in the shaded hammocks and enjoy the private lanai & fires in the fire pit after sunset. Our home is meticulously clean!