Vacation rentals with a fireplace in Siesta Beach

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Top-rated fireplace rentals in Siesta Beach

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Guest favorite

Home in Siesta Key

4.98 out of 5 average rating, 60 reviews

Your Tropical Paradise at a Siesta Key Beach House

Your dream vacation awaits! Your spacious and private single-level house is a perfect getaway for a peaceful and relaxing vacation. Enjoy all the comforts of home while being just a short walk away from bars, restaurants, and Siesta Key's beautiful white sand beaches. Nestled on a quiet tree-lined street and lush 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 cocktails!

Apr 18 – 25

G$138,127 GYD per night

Guest favorite

Home in Sarasota

4.92 out of 5 average rating, 123 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.

Mar 16 – 23

G$39,913 GYD per night

Guest favorite

Home in Sarasota

4.94 out of 5 average rating, 297 reviews

☀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 new luxurious outdoor furniture in your fenced in backyard where you can bask in the sun swimming and grilling. - Beautifully remodeled 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.

Aug 2 – 9

G$49,760 GYD per night

Guest favorite

Vacation home in Siesta Key

4.92 out of 5 average rating, 12 reviews

Siesta Sam's Beach House

Tropical serenity heated/cooled pool home located on waterfront canal. Enjoy this newly renovated open floor plan, with various seating areas outside to enjoy Florida's beautiful weather. Gorgeous lighted courtyard for evening sunsets. Garage included. PERFECT location minutes walk from the charming Siesta Key Village and beautiful pristine powder white sand beaches. The Village and Beach offers a variety of shopping, restaurants, live music and numerous watersports and outdoor activities.

Aug 21 – 28

G$108,020 GYD per night

Guest favorite

Home in Sarasota

4.98 out of 5 average rating, 62 reviews

Quaint Cottage,150 steps away from Crescent Beach!

Nestled on the serene Crescent Street, this classic 1,465 square foot cottage, is just a short walk to the ground quartz sands of Siesta Key. The 500 sq foot private brick paver lanai is fully fenced with custom built stainless outdoor kitchen, featuring a large grill, refrigerator, 2 burner stove, custom built stone bar with seating for 8 . Nearby is a blue glass gas fire pit with a seating area, over sized (9 ft. diameter) in ground "spool", loungers and a large circular daybed.

Sep 26 – Oct 3

G$110,064 GYD per night

Guest favorite

Cottage in Nokomis

4.98 out of 5 average rating, 123 reviews

Staycation Sanctuary - 100% Smoke-Free Property

Bella Vita! (The Good Life!)…that feeling when you wake up each day in this little slice of Paradise. This is the spot to enjoy a warm peaceful getaway from the rest of the world...just arrive with your bathing suit/flip flops and walk 1.5 blocks to the warm Gulf waters. Tranquillity of beach life, beautiful sunsets and lazy days of fishing and bird watching. Visit the Jetties, where you can see dolphins, manatees and rays, is only 1/2 mile away.

Aug 11 – 18

G$24,980 GYD per night

Guest favorite

Guesthouse in Sarasota

4.99 out of 5 average rating, 129 reviews

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!

Dec 7 – 14

G$28,142 GYD per night

Guest favorite

Home in Sarasota

4.98 out of 5 average rating, 160 reviews

The Palms-Private Heated 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 with a 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 or snowbirds to enjoy Florida outdoor living in style!

Jul 3 – 10

G$74,763 GYD per night

Superhost

Home in Sarasota

4.94 out of 5 average rating, 117 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 swingset, 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, Lido Beach, downtown Sarasota, and the charming Amish Village of Pinecraft. Your perfect vacation home awaits.

Sep 13 – 20

G$56,709 GYD per night

Guest favorite

Cottage in Osprey

4.96 out of 5 average rating, 23 reviews

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.

Jun 15 – 22

G$20,902 GYD per night

Guest favorite

Home in Siesta Key

5.0 out of 5 average rating, 124 reviews

One-of-a-kind*Beach, Village, Dock & Private Pool!

HERE IT IS! This “one of a kind” property is uniquely situated between the beach, canal, village with a private heated pool & dock, one of the best spots on Siesta Key! This charming 1,500 sq. ft. cottage beach home is being offered for the 1st time. If you want a cute, private original bungalow style beach cottage home all to yourself without the shared wall feel of a condo, then you are in the right spot!

Nov 4 – 11

G$120,845 GYD per night

Guest favorite

Guesthouse in Sarasota

4.86 out of 5 average rating, 371 reviews

The Cottage, very close to Siesta Beach!

The cottage was built in 1926 and is in a Historic Neighborhood. Our location is a 10 min car ride or 25 min bike ride to the #1 Rated Siesta Key Beach and a short stroll to popular eateries and shopping areas. The cottage is cozy and has all the essentials of home. Private entrance, backyard, kitchenette with a full fridge. Ideal for 2 people but can accommodate more. Dogs welcome

Dec 2 – 9

G$23,885 GYD per night