Holiday rentals with a fireplace in Sarasota

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.

4.96 out of 5 average rating, 125 reviews

5 Star! Walk/Bike DTN ~ 5 mi to Lido Beach Pets Ok

Bright & Comfy Downtown Home | Walk to Main St, Near Trolley to Lido Beach! Centrally located in a quiet downtown neighborhood along the Legacy Bike Trail & Payne Park, this updated 3BR/2BA home is clean, cozy, and filled with coastal charm. Enjoy a screened-in lanai, a large fenced backyard, WiFi, Smart TV , BBQ, beach gear, washer/dryer and carport. Pets welcome! Prime Location: 1 mi to Main St dining. 2 mi to waterfront dining and boat tours. 5 mi to Lido Beach. Take the nearby free Trolley

4.99 out of 5 average rating, 67 reviews

Fruit /Botanical Garden Estate 2 ml to downtown EV

Indulge at this Mediterranean estate, boasting lush botanical gardens and rare tropical fruit trees for your picking pleasure. Enjoy the custom pool, hot tub, sauna, cold plunge and the home gym. The expansive outdoor haven features a fully-equipped kitchen, fireplace, TV, and dining space. Enjoy leisurely games of pool, ping pong & shuffleboard, then retreat to the luxurious indoors with comfortable beds and a massive TV, all within the privacy of a walled-in estate. Your lavish escape awaits.

5 out of 5 average rating, 28 reviews

Private Guest Cottage on 5 acres

2 br/ 2 ba on 5 acres. 2-car carport, cental a/c, laundry room w washer/dryer, 1 queen, 1 king bed, full appliances, private. UTC mall, Publix, and rt 75 are literally minutes away. Sarasota Bay is approximately 15 min drive. Must not be afraid of dogs as we have 2 friendly labs that wander the property :). *****Gym is located on property with coded entrance. Available 5am-9pm when not being used for personal training business (appr 6 hours a week). ****ALL Guests must be over age 18.

Home in Indian Beach-Sapphire Shores

4.85 out of 5 average rating, 68 reviews

Tropical Retreat w/ charming garden near downtown

West of Trail and steps from Sarasota Bay in a tranquil, lush neighborhood, "The Heliconias" is a spacious and comfortable home for enjoyment! The open concept kitchen is fully equipped. Gas grill on patio. Breath in the salty air while you unwind on the front porch or back patio. Stroll in the tropical garden frequented by birds and butterflies. Centrally located, so you can access the museums, theaters, beach sunset, world class dining and shopping in Sarasota Downtown, all within minutes!

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, 58 reviews

Cottage in Osprey

Mattie’s Cottage by the Bay

Enjoy this 1913 Florida vernacular cottage! Carefully restored, thoughtfully updated house on a quiet, tree-canopied street in historic Osprey, one of Sarasota County’s oldest settlements. Enclosed front porch, screened back porch, and tin roof. Walk to the bayfront, restaurants, shopping, library, parks, and historic sites. A short drive takes you to famous Gulf beaches and all Sarasota and Venice have to offer. Hurricane Milton: Yes, we are cleaned up and have power and internet!

4.89 out of 5 average rating, 102 reviews

Home in Pinecraft

Lakeview Oasis - 4bd/2ba overlooking the lake!

Charming home for rent with a cozy feel and scenic lake view. Conveniently located within a 2-mile radius, you can indulge in delicious coffee at Postal 98 and savor homemade Amish foods. Spend the day under the sun at local beaches, only 8.7 miles from Siesta Key beach and 7.1 miles to Lido Key Beach. Downtown Sarasota is just 4.5 miles away! This home offers the perfect balance of relaxation and urban living, making it an ideal retreat. The back deck overlooks a serene lake.

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.