Vacation rentals with a fireplace in Siesta Key

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Top-rated accommodations with a fireplace in Siesta Key

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Guest favourite

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!

Jun. 8 – 15

$526 CAD per night

Guest favourite

Home in Sarasota

4.92 out of 5 average rating, 122 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.

Jul. 19 – 26

$290 CAD per night

Guest favourite

Home in Sarasota

4.94 out of 5 average rating, 296 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

$385 CAD per night

Guest favourite

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.

Oct. 9 – 16

$916 CAD per night

Guest favourite

Condo in Sarasota

4.95 out of 5 average rating, 84 reviews

Beautiful, friendly, and peaceful

My place is close to the beach, family-friendly activities, nightlife, public transport, and the airport. You’ll love my place because of the people, the ambiance, and the outdoors space. My place is good for couples, solo adventurers, and business travelers. My apt has a full kitchen and all of the necessities . The pool is just outside your back door. The beach is across the street. I have beach chairs, coolers, and beach towels available in my apt. You have all of the comforts of home .

Aug. 30 – Sep. 6

$295 CAD per night

Guest favourite

Cottage in Myakka City

4.99 out of 5 average rating, 113 reviews

NEW! Peaceful Country Cottage near Lakewood Ranch

Enjoy the peace and solitude of the country at this fully renovated cottage. "Country Oaks" Cottage located on seven acres surrounded by nothing but woods and wildlife. We are located approximately 15 miles east of I-75 where you can enjoy privacy away from the bustling city but close enough to enjoy shopping and restaurant options in nearby Lakewood Ranch. Enjoy a trip to historic Arcadia for antique shopping or adventure out to Myakka State Park or TreeUmph! or even local beaches.

Mar. 25 – Apr. 1

$305 CAD per night

Guest favourite

Home in Englewood

4.96 out of 5 average rating, 104 reviews

Waterfront Cottage by Manasota Key

A 2 bedroom 2 bathroom* waterfront house on Forked Creek in Englewood, Florida 2.5 miles away from Manasota Key. This is a 1,100 sq. ft. single family home on a natural deep water creek with a boat dock. House comes fully furnished and fully equipped. King size and queen size beds in the 2 bedrooms. Full size sofa and IKEA recliners in the "Florida Room", high speed wireless internet and cable and Netflix ready TV, towels, beach chairs, grill, etc. Air mattress is provided.

Sep. 12 – 19

$240 CAD per night

Guest favourite

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

$214 CAD per night

Guest favourite

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!

Nov. 4 – 11

$221 CAD per night

Guest favourite

Home in Sarasota

4.97 out of 5 average rating, 159 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!

May 9 – 16

$332 CAD 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. 18 – 25

$454 CAD per night

Guest favourite

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.

Jul. 16 – 23

$168 CAD per night