Holiday rentals in Gulf Gate Estates

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!

4.98 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.

4.92 out of 5 average rating, 13 reviews

Siesta Beach House- 8 minutes from the beach

Immerse yourself in coastal living at our fully renovated, peaceful and stylish Sarasota beach house. This perfect retreat is just a 8-minute drive from the world-famous Siesta Key Beach, offering soft white sand and crystal-clear waters. Unwind in our beach house featuring 2 king bedrooms, 2 full bathrooms, a spacious open concept living and dining room, and a fully-equipped kitchen. Enjoy the perfect afternoon or morning coffee at the oversized backyard and patio with plenty of room to roam.

4.71 out of 5 average rating, 68 reviews

🏝Beach Haven- 4 miles to Siesta Key Beach

Kick back and relax in this calm, stylish space with open floor plan and cheerful decor. This home offers 2 bedrooms with plush bedding on both queen size & single bed options to accommodate the whole family. Enjoy cooking a meal in our fully stocked kitchen or just grab takeout from one of the local spots. Everyone will love the multi-game pool table and backyard. Beach access is just 3 miles with the #1 USA beach, Siesta Key, only 4 miles away. Detweiler's and Publix Markets is just 1 mile.

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!

4.86 out of 5 average rating, 93 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.

4.82 out of 5 average rating, 138 reviews

Old Florida-Style Spacious Studio w/ Full Kitchen

This property is sure to enchant you and leave you feeling refreshed, relaxed, and inspired. Sparkling clean with a king-sized, comfortable bed, a fully stocked kitchen, and special old Florida style touches gives you the sense of southern hospitality that you're looking for. Central to much of Sarasota, you can be from here to the island of Siesta Key in less than 10 minutes! Whether you're here for business or pleasure, this old Florida style studio will be a highlight.

4.98 out of 5 average rating, 45 reviews

Beach retreat in Gulf Gate close to Siesta Key!

Welcome to The Sand Dollar Cove! This home is newly renovated with beautiful oak trees throughout the property. It is the perfect getaway for a family vacation or to escape with some friends. Located 3.4 miles from top-rated Siesta Key Beach and 2.4 miles from Turtle Beach, enjoy privacy and proximity. Staying at The Sand Dollar Cove, you will have access to a wide range of restaurants and experiences to create lifelong memories with your loved ones!

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***

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

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Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Gulf Gate Estates

4.64 out of 5 average rating, 89 reviews

Condo Dahlia near Siesta Key Beach, Sarasota

InnaRating, 5 stars6 days ago

Good stay. Close to the beach.Just as described. Recommend.

4.99 out of 5 average rating, 68 reviews

Siesta Key Midcentury Modern-Spa, BBQ, Golf, Bikes

LexieRating, 5 stars3 weeks ago

Muriel’s place was a perfect getaway spot! It’s just a small drive to Siesta Key and we loved that a cooler and beach chairs were supplied. We had a situation where a fuse was blown and Muriel answered right away and offered to come fix it. Definitely recommend staying here!

4.89 out of 5 average rating, 27 reviews

Gulf Gate home by Siesta Beach

Juan AntonioRating, 5 stars1 month ago

We stayed for Memorial day Weekend 2025 and we loved it. The place was clean, very well kept, and fully equipped with everything we needed for a comfortable stay. It’s in a great location near the beach and restaurants, making it easy to enjoy the area without needing to drive far. Lamai, the host, was very friendly and communicative—you can tell she truly wants you to enjoy your stay. We had a wonderful time and would definitely come back!

4.98 out of 5 average rating, 51 reviews

Charming Home in Sarasota-8min from Siesta Key

KhloeyRating, 5 stars3 weeks ago

The hosts were very responsive and very helpful. Their home was spotless. The pool with the enclosure allowed you all the sunshine you could ask for without the bugs! The interior is very spacious and great for hosting dinner. With the turf back yard it’s the perfect hangout for adults and children! The hosts are very thoughtful with items available for the perfect beach day (beach wagon, chairs, a cooler, and lots of fun items for children! We will definitely be visiting again!

4.92 out of 5 average rating, 53 reviews

Private Home near Siesta Key

TrevorRating, 5 stars2 weeks ago

Great house for families. This was our second time staying at this house. The house is perfectly located near grocery stores, restaurants and Siesta Key Beach. Also a reasonable distance away from many other beaches. The house feels like a home. Our three kids spent so much time in the pool. The doors have chimes so you can hear if the kids try to go outside. The overhang in the back of the house was perfect for rainy days. Our kids still swam in the rain but it was nice for us to be outside with them and not get wet. Our kids also loved playing the board games at the house. I can’t say enough about this house. We had a great time and look forward to staying again.

5 out of 5 average rating, 3 reviews

Beach Getaway - Pool, Fire Pit, 7 Min to Shore!

MarinaRating, 5 stars1 month ago

Over all the house was great and Trysten was very responsive with any questions I had. The pool was nice, house was clean, furniture was comfortable, probably the best beds I’ve ever had at an air bnb. The layout of the house was a bit of a surprise it’s not an open floor plan (with kids I do like to see an open view from the bedroom to kitchen) but everything was spacious! The out door area by the pool was one of the nicer setups. We stay in the same area every time we visit Florida and I cannot recommend it enough! Quiet, peaceful, you feel safe, and it’s close to the beach and great restaurants!

4.96 out of 5 average rating, 27 reviews

Intercostal Oasis

ShaneRating, 5 stars4 weeks ago

Glen was a great host. Super responsive any time I sent a message. We were able to check-in early. The place is close to beaches and easy to get anywhere you need to go.