Holiday rentals in Gulf Gate Estates

4.88 out of 5 average rating, 414 reviews

Guest suite in Sarasota

Cozy private studio 2 miles from Siesta Key

Welcome home! 2 miles from Siesta Key! This is a private in-law suite with its own entrance. It also has its own private backyard (no access all around to main house). Check yourself in! The bed is king sized with a gel infused memory foam top for great sleep. A 42'' TV with Netflix streaming. High speed wifi included. (There is no cable tv). Full kitchen equipped with pots, pans, silverware, knives etc. There is also an outdoor grill and table to use with heavy duty plastic plates/cups

4.97 out of 5 average rating, 240 reviews

Your private retreat near Siesta Key Beach.

Your Private Retreat! Nestled at the end of a quiet dead-end street. This distinguished rental property guarantees a relaxing Florida vacation for everyone! Completely remodeled with Coastal-Modern Decor. 3 bedroom, 2 bath, amazing heated pool home and private back yard is located in the Gulf Gate Estate neighborhood. A short drive (less than 2 miles) to the white coastal sands of Siesta Key Beach, Gulf Gate shopping mall, grocery store, restaurants, cafes, pubs. Must be at least 25 years old

4.98 out of 5 average rating, 178 reviews

Flat in Sarasota

Near Siesta Key Beaches - Quiet 1 BR apt

Cozy, quiet & private getaway 2 mi. from the white sands of Siesta Key. Solar powered! Under a 100-yr. old live oak, keyless entry, 3-rm. apt., east side of our home. 10 min. to beaches, 3 min. to shopping, groceries, pubs, restaurants or cook at home: apt. size stove, fridge, toaster oven, full size microwave, coffee pot. Take a morning cup out to your fenced private patio and enjoy the tropical garden. Everything you need is here. Escape to this special retreat in a relaxed tranquil setting.

4.89 out of 5 average rating, 221 reviews

Tiny home in Sarasota

@Tiffanythetinyhome| island | netflix|bike|hammock

You are about to book a famous HGTV 270ft² / 25m² tiny home on a private 1.5-acre island! ☆ Walk to dining, nightlife, and shopping ☆ Fully equipped kitchen (K-cup) ☆ Backyard fire pit + BBQ ☆ Screened-in outdoor lounge w/ hammocks ☆ 415Mbps ☆ Smart TV w/ Netflix ☆ Memory foam bed ☆ FREE Bikes + kayaks + beach gear 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing) We use a compost toilet. Please read house rules for info.

4.95 out of 5 average rating, 22 reviews

Beautiful Home in Gulf Gate 4 Miles to Siesta Key!

Beautiful, totally remodeled Gulf Gate Home 4 Miles To Siesta Key Beach. This home has beautiful natural light in every room and has been fully updated with a modern touch. Includes so many wonderful sitting areas: modern living room, screened lanai with dining table, Florida sunroom with amazing farm table and lounge sofa, outside patio with grill and chaise lounges. Walking distance to Gulf Gate Library, Gulf Gate Restaurants and Nightlife. No RVs, Boat, or Jet Skis are permitted.

4.94 out of 5 average rating, 71 reviews

2 BR House 1.6 miles from Siesta Key Beach

Discover the charm of Sarasota in our newly remodeled 2BR/1BA vacation home. Just 1.6 miles from beautiful Siesta Key Beach! Enjoy your morning coffee on a brick patio surrounded by flowers and sunshine. Our comfy beds, blackout curtains, and quiet neighborhood ensure a sweet deep sleep. FIOS wifi and three smart TVs; a fully-equipped kitchen; and a sparkling new bathroom with two sinks, huge mirror, and marble shower offer all the comforts and convenience of home. We welcome you!

4.86 out of 5 average rating, 92 reviews

The Midcentury Art House- 2 miles to Siesta Key!

Welcome to Siesta Sol Bungalow, your private retreat in Sarasota’s charming and walkable Gulf Gate Estates neighborhood. This 2-bedroom, 2-bathroom mid-century modern gem is thoughtfully curated with vibrant colors, artistic accents, and a quaint, cozy layout designed for relaxation and style. Just 6 minutes from Siesta Key Beach, consistently ranked among the best in the United States, this location offers the ideal blend of comfort and convenience for your Gulf Coast getaway.

4.96 out of 5 average rating, 142 reviews

Beautifully Remodeled Home with Pool Near Siesta

It’s all about Siesta! Newly remodeled, 2 bedrooms, 2 baths, heated pool home is located in the Gulf Gate Estate neighborhood. 2,5 miles from the famous Siesta Key Beach. Great split plan bedrooms and bathrooms. High-speed Wi-FI. Located less than a mile from Publix Grocery, Gulf Gate shopping mall, grocery store, restaurants, cafes, pubs. Walking distance from the nearest convenient/gas station-7Eleven (5min). Parking for up to 3 cars maximum. Must be at least 25 years old.

5 out of 5 average rating, 8 reviews

Tiny home in Sarasota

Siesta Breeze Hideaway - 6min to Siesta BEACH!

Welcome to Siesta Breeze Hideaway—our cozy retreat just 2.2 miles from Siesta Key Beach. This thoughtfully designed tiny home feels open and airy with tall ceilings and a private yard shaded by beautiful oak trees. It’s peaceful and tucked away, yet minutes from top restaurants, downtown Sarasota, and Venice. Whether you’re here to explore or unwind, we hope it feels like your own little oasis—just like it does for us.

4.96 out of 5 average rating, 70 reviews

Apartment in Sarasota

Hidden gem perfect for 2 just 5 min from Siesta

Ground floor studio" ★ "An incredible apartment and 6 star hospitality!" Welcome to your perfect Sarasota getaway! This is pet-friendly home offers a garden and a prime location just 5 minutes from Siesta Key Beach. Whether you're here for a beach vacation, a family trip, or a remote work retreat, this home has everything you need for a comfortable and stress-free stay.

4.9 out of 5 average rating, 140 reviews

Apartment in Sarasota

6 min to Siesta Beach | Heated Pool | Lake View

🌴 Stylish Retreat Near Siesta Key & Heated Pool! Welcome to your perfect Sarasota getaway! This 720 sq. ft. pet-friendly home offers a , heated pool access, and a prime location just 6 minutes from Siesta Key Beach. Whether you're here for a beach vacation, a family trip, or a remote work retreat, this home has everything you need for a comfortable and stress-free stay.

4.93 out of 5 average rating, 201 reviews

Cottage Getaway 2 miles from Beach

Cottage style decor. Private fenced backyard with screened porch, outside eating, gas grill & hammock. Laundry room with washer & dryer. Shopping, grocery store, movie theater & lots of dinning choices 1-2 miles. Easy parking in driveway. Very Convenient location. The #1 Beach is 2 miles away. ***Please note this is a NON-SMOKING & NON PET home***

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Popular amenities for Gulf Gate Estates holiday rentals

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Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Gulf Gate Estates

4.98 out of 5 average rating, 56 reviews

Serene&Clean!Prime location!Amazing pool/patio!

JenniferRating, 5 stars3 weeks ago

Where do I start?! We’ve visited siesta key several times a year & Kellys house has been THE BEST Airbnb we’ve ever chosen! The house is gorgeous, immaculately clean, in a safe neighborhood, plenty of space, a gorgeous porch area & pool! We can’t wait to rent this property again! 5 stars from start to finish!! She was so easy to work and responds so quickly! A perfect stay!!

4.82 out of 5 average rating, 51 reviews

Spacious pool house minutes from Siesta Key Beach

TreyshawnRating, 5 stars1 month ago

This is a beautiful home. Nice neighborhood. Spacious house. Pool was amazing. Rosa was very nice and helpful. She responds quickly if there is an issue. We will come back to this house.

4.88 out of 5 average rating, 26 reviews

Botanical Beach House

MeganRating, 5 stars3 weeks ago

Clare was an amazing host! This home has everything you need for your trip/vacation. She bought beach chairs so we did not have to rent! She also had a cooler to take to the beach along with beach towels. Siesta key Beach was very close ( straight shot to get there) She checked in on us and gave us great recommendations. Loved the back yard! Very nice quiet oasis. Very clean. Seen many cute lizard friends outback. Loved it ! Clare stopped by to bring us a sweet treats from a local bakery. She literally is one of the best host we have ever had. The whole aesthetic of the home was beautiful. The Home is stocked with all the dishes you would need. Home is close to gas stations and stores but still tucked away from the busy road. Neighborhood felt very safe and was quiet. Thank you again for having us !

4.95 out of 5 average rating, 21 reviews

Siesta Key Oasis 8 minutes to Beach Kg; Qn FL Room

LaurenRating, 5 stars1 week ago

This is a well laid out house that allows for privacy with lots of people. Easy, clean and well furnished!

4.91 out of 5 average rating, 67 reviews

Apartment in Sarasota

A Hidden Gem in Paradise

TatianaRating, 5 stars1 month ago

Diana’s place is a very comfortable. Very clean, cozy, with a fully equipped kitchen, stove, dishwasher, large refrigerator, washer and dryer. There is a private barbecue area and a reserved parking space. 10 minutes by car to Siesta Beach and 13 minutes to Turtle Beach. We found a beach umbrella and chairs in the apartment’s closet. Also there is a safe in the bedroom which made us feel protected. We are definitely very happy that we stayed at Diana’s place and can recommend it to anyone who wants to come to Sarasota for the holidays.

4.95 out of 5 average rating, 77 reviews

Near SKB - Bright, Clean, Backyard, Allows Dogs

LmRating, 5 stars3 days ago

We loved this home. It was perfect for what we needed. There were 6 adults in 4 bedrooms. We were there for my brother's wedding on Lido Beach. Vicki was AMAZING! Even before I booked her place, she was quick to respond to my questions. I had lots of them. She was very patient. Staying at her place felt like home. Everything we needed was there. The 4 other adults agreed. We liked it so much that we are already asking Vicki about her other properties. We will definitely book with her again. Truly, I can't say enough good about our stay and about Vicki. She is a true Super Host!

4.95 out of 5 average rating, 92 reviews

1 Bed 1 bath 7 mins to the beach

LauraRating, 5 stars1 month ago

Near Siesta Key, a quiet neighborhood. The house has everything you need to cook and be comfortable. Keep in mind that if there are more than two people, the third must sleep on an inflatable mattress (very comfortable, but to be taken into account). My son slept very well there.