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

5 out of 5 average rating, 192 reviews

Modern Luxury Apartment in a House Near Siesta

Large modern construction 950 square foot 1 bedroom apartment. Beautifully furnished, efficient apartment attached to the side of the main house. This unit has a private entrance with bright, modern interior and high ceilings. The apartment offers 1 King bed. The full bathroom has a large shower. A Washer and dryer located inside the apartment. Nestled on a quiet street with easy access to Siesta key. Located 1 mile from the Stickney Point bridge with easy access to Siesta Key. Great location!

4.97 out of 5 average rating, 241 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, 179 reviews

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.

4.92 out of 5 average rating, 180 reviews

Guest house in Sarasota

Cozy Guesthouse in central Sarasota!

This cozy independent guesthouse is perfect for all ocations from a few business day stay to a vacacion getaway. Near to siesta key beach! Enjoy a private room with a comfortable bed, a bathroom with a great shower and hot water, plus a cozy bar-style area perfect for preparing snacks and coffee. You’ll also have access to a small patio where you can unwind, and we provide beach essentials. Perfect for travelers seeking comfort and peace, and a well-equipped space. We’d love to host you!

4.95 out of 5 average rating, 244 reviews

The Key Lime Cottage 2 miles from Siesta Key Beach

Great location. 2 miles from the # 1 rated Beach in America , Siesta Key . The cottage is near several other beaches as well. Close to restaurants and shopping. 1 hour from Tampa and 2 hours from Orlando. The Key Lime Cottage is totally updated with new stainless steel & granite in the kitchen . There are two new beds ..... one is a queen size and the other is a full size. (URL HIDDEN) Linens & towels are all new. New tile and wood floors throughout. Quite neighborhood for walking .

4.96 out of 5 average rating, 23 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.

4.96 out of 5 average rating, 143 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.

4.93 out of 5 average rating, 215 reviews

Guest suite in Sarasota

MG Tropical Stay. With private entrance and patio.

Welcome to our one year old Guest Room.(Adults only). The attached Modern open concept studio style room is all yours with your own: kitchennete, bedroom, bathroom, and secluded patio! no shared spaces at all. With private entrance and two cars parking space. Quiet location -Spotless upon arrival We are welcoming you to our place! Location is 3.8 miles from downtown 7.9 miles from Lido Key Beach and less than 5 miles from Main Mall, UTC Shopping, and Restaurants areas.

4.94 out of 5 average rating, 250 reviews

Guest suite in Sarasota

2 Miles to Siesta Key

Comfortable Accommodations with Private Entrance & Quiet Surroundings. This is a Private Guest Suite in a home with a king size bed, full bathroom, and kitchenette with sink and countertop, fridge and freezer, microwave, and coffee maker. This provides ample utility to prepare simple meals but is not suitable for cooking since there is no stove or oven.

4.99 out of 5 average rating, 327 reviews

Guest house in Osprey

Cozy Cottage by the Bay

Enjoy this modern yet rustic looking guest cottage in historic Osprey, one of Sarasota County's first settlements. Walk to the bayfront, restaurants, shopping, library, and parks. A short drive takes you to our famous Gulf beaches and all that Sarasota and Venice has to offer. Hurricane Milton: Yes, we are cleaned up and have power and internet!

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Popular amenities for Gulf Gate Estates holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Gulf Gate Estates

Superhost

4.86 out of 5 average rating, 93 reviews

The Midcentury Art House- 2 miles to Siesta Key!

CarolynRating, 5 stars3 weeks ago

This was our second stay in this lovely clean house. Very convenient location. In October 2024, hurricane Milton, had taken off the screened porch. A beautiful new one was in place for this visit with a seating area plus dining table. Host was highly responsive and accommodating. She even left some organic spices and teas. Loved the quiet country-like setting and will definitely be back!

4.98 out of 5 average rating, 45 reviews

Beach retreat in Gulf Gate close to Siesta Key!

MarieRating, 5 stars1 month ago

Nicole’s communication was excellent throughout the rental process. The home is beautifully decorated and pictures are exact. Everything you need to enjoy your stay is there.

Superhost

4.64 out of 5 average rating, 89 reviews

Condo Dahlia near Siesta Key Beach, Sarasota

RamiroRating, 5 stars1 week ago

Este alojamiento es realmente increíble, tiene todo lo que necesitas y mucho más. A esto se le suma el buen gusto en la decoración. Fue una lastima que solo estuve por un día porque la realidad es para estar más de una semana. Sin lugar a dudas volvería ya que tiene todas las comodidades y es muy cercano a Siesta Beach, la mejor de USA

4.98 out of 5 average rating, 56 reviews

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

JenniferRating, 5 stars1 month 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!!

4.92 out of 5 average rating, 26 reviews

Siesta Greek getaway

DelaneyRating, 5 stars1 month ago

Simple, but cozy and quiet pad. Amazing location and very relaxing hot tub. TV has Netflix and bed is quite comfortable. Would definitely recommend!

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, 78 reviews

Near SKB - Bright, Clean, Backyard, Allows Dogs

LmRating, 5 stars1 week 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!

Superhost