Gulf Gate Estates vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Gulf Gate Estates

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Sarasota

4.94 out of 5 average rating, 477 reviews

Studio Apartment. Priv Yard. 5 min to Siesta Key!

Self checkin. Includes kayak and bikes! You’ll love my place because of the coziness, the high ceilings, and the location. My place is good for couples, solo adventurers, and business travelers. Converted garage space. Your own private fenced back yard, kitchenette, fridge, private bathroom, Amazon Firestick with Netflix, Hulu and dock/boat ramp just 30 sec from your door and in a beautiful neighborhood. Just a 10 min bike ride to Siesta Key. The #1 beach in America! What more could you ask for!

Dec 19 – 26

G$29,420 GYD per night

Guest favorite

Guest suite in Sarasota

4.88 out of 5 average rating, 336 reviews

Private, cozy, 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

Oct 6 – 13

G$24,832 GYD per night

Guest favorite

Guest suite in Sarasota

4.95 out of 5 average rating, 233 reviews

Sweet Hideaway Minutes from Siesta Key!

PLEASE read the ENTIRE description before booking. Just minutes from the #1 rated beach in the U.S, Siesta Key + Turtle & Crescent Beaches & the ICW are less than 2 miles away. Paddle Board/Kayak through the mangroves to a hidden beach. World renown sunsets. Farmer's markets, top notch restaurants, awesome shopping. Live Music. Eclectic Gulf Gate Village is a 5 minute walk. Ride share everywhere/free trolleys/shuttles to the beaches. Single/solo guests ONLY. PERFECT place to chill & recharge!

Jun 20 – 27

G$20,512 GYD per night

Guest favorite

Tiny home in Sarasota

4.89 out of 5 average rating, 169 reviews

@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.

Jun 14 – 21

G$31,272 GYD per night

Guest favorite

Home in Sarasota

4.98 out of 5 average rating, 198 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 .

Jan 17 – 24

G$31,067 GYD per night

Guest favorite

Apartment in Sarasota

4.98 out of 5 average rating, 160 reviews

Near Siesta Key Beaches - Quiet 1 BR apt

Cozy, quiet & private getaway 2 mi. from the white sands of Siesta Key. Under a 100-yr old live oak, keyless entry into a 3-rm. apt. on the east side of our home. 10 min. to beaches, 3 min. to shopping, groceries, pubs, restaurants or cook at home: apt. size stove, toaster oven, microwave, full fridge, 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.

Jul 25 – Aug 1

G$26,741 GYD per night

Guest favorite

Guest suite in Sarasota

4.91 out of 5 average rating, 269 reviews

Siesta Keys stylish and affordable Airbnb.

Relax while you stay in a colorful and warm Siesta Key/Sarasota neighborhood home that is only minutes from the famous Siesta Key beach. Enjoy your private, safe, and comfortable suite while being in close reach to all that Florida has to offer. Your suite is spacious and accommodating, wether your an individual, couple, family, or group of friends we have the space and amenities for you to maximize both your comfort and fun time while here in Florida :-)

Dec 8 – 15

G$20,238 GYD per night

Guest favorite

Guest suite in Sarasota

4.92 out of 5 average rating, 258 reviews

Two Miles to Siesta Key

Excellent Location. Private and Quiet. Located in the Best Neighborhood just off Siesta Key called Gulf Gate Village with over 150 shops, bakeries, coffee shops, grocery stores, retail chains, bars, restaurants and much more. This accommodation has a small kitchenette which does not have a stove/oven. The kitchenette has a sink and countertop, small fridge and freezer, microwave, and coffee maker. This provides ample utility to prepare simple meals.

Aug 23 – 30

G$18,954 GYD per night

Guest favorite

Guest suite in Sarasota

4.97 out of 5 average rating, 350 reviews

Adorable studio close to Siesta beach!

Come stay in this private studio with its own fenced in patio in the back! Has shared washer and dryer. New Queen bed ,pullout couch (twin). gas grill,toaster oven/airfryer, microwave , hot plate for cooking and full fridge plus ac unit. Rainfall showerhead and river stones on shower floor. beach chairs ,towels available. Off street parking in driveway. The famous, huge fresh market " Detweilers" is only 1.5 miles away

Sep 2 – 9

G$19,176 GYD per night

Guest favorite

Guest suite in Sarasota

4.9 out of 5 average rating, 231 reviews

Quiet, private suite short walk to SK Beach

This newly remodeled guest suite is tastefully decorated. The neighborhood is ideally located walking distance to one of the best beaches in the world, Siesta Key Beach. Guests have their own parking space and entry to a private back yard with grill and outdoor furniture. This is a nice private space that is very quiet and well appointed.

Sep 25 – Oct 2

G$23,439 GYD per night

Guest favorite

Cottage in Sarasota

4.9 out of 5 average rating, 174 reviews

"Honeybee Hideaway" Cozy Cottage Near SIESTA KEY

Experience the Honeybee cottage, a classic coastal retreat in historic Sarasota, minutes from Siesta key Beach. Enjoy, cozy vibes, modern amenities, fast, Wi-Fi, and shared laundry facilities. Embrace, tranquility and convenience in this charming oasis, combining rich history, with world-class beaches for a memorable getaway.

Nov 3 – 10

G$24,133 GYD per night

Guest favorite

Cottage in Sarasota

4.92 out of 5 average rating, 152 reviews

Casa El Sueño - 8 min to Siesta Key - Intracoastal

Located just across from Siesta Key, on the mainland of Sarasota, you have access to all the city offers and are only a 5-10 minute drive to Siesta Key and 10-15 minute drive away from the best beaches! We are located on the intracoastal waterway and right off the main road leading over to the Key!

Sep 15 – 22

G$33,237 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Gulf Gate Estates vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Gulf Gate Estates's top sights

Sarasota Pavilion7 locals recommend

Munchies 420 Cafe32 locals recommend

Beneva Village Shoppes4 locals recommend

Dutch Valley Restaurant6 locals recommend

LongHorn Steakhouse16 locals recommend

Solorzanos Late Night Pizzeria Gulf Gate8 locals recommend

Other great vacation rentals in Gulf Gate Estates

Guest favorite

Apartment in Sarasota

5.0 out of 5 average rating, 117 reviews

New Apartment In a Private House Near Siesta

Sep 30 – Oct 7

G$29,713 GYD per night

Guest favorite

Guesthouse in Sarasota

4.96 out of 5 average rating, 246 reviews

Sarasota guest house only 8 miles to Siesta Key

Jul 7 – 14

G$21,080 GYD per night

Guest favorite

Apartment in Sarasota

4.88 out of 5 average rating, 136 reviews

Pets friendly modern studio 5 mi to Siesta Key

Mar 19 – 26

G$24,481 GYD per night

Guest favorite

Guest suite in Sarasota

4.94 out of 5 average rating, 113 reviews

Sweet Siesta Suite

Oct 6 – 13

G$22,591 GYD per night

Guest favorite

Guest suite in Sarasota

4.85 out of 5 average rating, 96 reviews

VACATION RENTAL NEAR SIESTA KEY BEACH!

Jun 7 – 14

G$19,024 GYD per night

Guest favorite

Home in Sarasota

5.0 out of 5 average rating, 26 reviews

Siesta Key Fully-Renovated Unit 5 min to the beach

Sep 13 – 20

G$23,806 GYD per night

Guest favorite

Home in Sarasota

4.96 out of 5 average rating, 23 reviews

Beach house #2

Feb 4 – 11

G$26,238 GYD per night

Guest favorite

Cottage in Osprey

4.95 out of 5 average rating, 22 reviews

Mattie’s Cottage by the Bay

Jun 9 – 16

G$20,874 GYD per night

Show all

Other great vacation rentals in Gulf Gate Estates

Superhost

Home in Sarasota

5.0 out of 5 average rating, 4 reviews

Cozy Heaven Studio III

Aug 18 – 25

G$19,562 GYD per night

Guest favorite

Home in Sarasota

4.95 out of 5 average rating, 21 reviews

Beachside Bliss: Family House / Siesta Key 3BR/2BA

Aug 30 – Sep 6

G$36,698 GYD per night

Guest favorite

Cottage in Sarasota

5.0 out of 5 average rating, 12 reviews

Bamboo Cottage, minutes from the beach.

Oct 3 – 10

G$30,177 GYD per night

Guest favorite

Guest suite in Sarasota

4.93 out of 5 average rating, 27 reviews

Siesta Keys Neighbor: 5min to Beach + Private 1BR

Sep 22 – 29

G$27,439 GYD per night

Guest favorite

Home in Sarasota

4.9 out of 5 average rating, 72 reviews

Tropical Paradise minutes to #1 Siesta Key Beach

Jul 4 – 11

G$28,855 GYD per night

Superhost

Condo in Sarasota

4.87 out of 5 average rating, 54 reviews

The Perfect Shiny Oasis

Aug 27 – Sep 3

G$30,971 GYD per night

Guest favorite

Home in Sarasota

4.89 out of 5 average rating, 19 reviews

2BR 1BA - 1.6 miles from Siesta Key Beach

May 12 – 19

G$31,779 GYD per night

Superhost

Home in Sarasota

4.82 out of 5 average rating, 11 reviews

Near Siesta Key, Edgewater Bungalow

Oct 29 – Nov 5

G$19,811 GYD per night

Show all

Quick stats about vacation rentals in Gulf Gate Estates

Total rentals
490 properties
Rentals with a pool
260 properties have a pool
Pet-friendly rentals
190 properties allow pets
Family-friendly rentals
390 properties are a good fit for families
Total number of reviews
16K reviews
Nightly prices starting at
G$6,267 GYD before taxes and fees

Frequently Asked Questions

Are there pet-friendly vacation rentals in Gulf Gate Estates?
Four-legged friends are welcome in Gulf Gate Estates. Choose from more than 190 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Gulf Gate Estates?
Yes! Work meets play with ease at over 290 vacation rentals in Gulf Gate Estates featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Gulf Gate Estates vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 260 vacation homes with pools in Gulf Gate Estates, available on Airbnb. Make a splash and soak up the sun in style!
Do villa rentals in Gulf Gate Estates have wireless internet?
Absolutely! We offer over 10 villa rentals with wireless internet in Gulf Gate Estates. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Gulf Gate Estates have a bbq area?
Absolutely! We offer over 10 apartment rentals with a bbq area in Gulf Gate Estates. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in condo rentals in Gulf Gate Estates?
Experience the best of Gulf Gate Estates with our condo rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Gulf Gate Estates have a gym?
Absolutely! We offer over 10 house rentals with a gym in Gulf Gate Estates. Enjoy a tailored experience with all the comforts you desire.
Do tiny house rentals in Gulf Gate Estates have air conditioning?
Absolutely! We offer over 10 tiny house rentals with air conditioning in Gulf Gate Estates. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly apartment rentals in Gulf Gate Estates?
Gulf Gate Estates has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Private Suite Rentals in Gulf Gate Estates?
Enhance your stay in our Private Suite Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.

Gulf Gate Estates vacation rentals

Top-rated vacation rentals in Gulf Gate Estates

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for Gulf Gate Estates vacation rentals

Stay near Gulf Gate Estates's top sights

Other great vacation rentals in Gulf Gate Estates

Apartment in Sarasota

Guesthouse in Sarasota

Apartment in Sarasota

Guest suite in Sarasota

Guest suite in Sarasota

Home in Sarasota

Home in Sarasota

Cottage in Osprey

Other great vacation rentals in Gulf Gate Estates

Home in Sarasota

Home in Sarasota

Cottage in Sarasota

Guest suite in Sarasota

Home in Sarasota

Condo in Sarasota

Home in Sarasota

Home in Sarasota

Quick stats about vacation rentals in Gulf Gate Estates

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there pet-friendly vacation rentals in Gulf Gate Estates?

Are there vacation rentals with a dedicated workspace in Gulf Gate Estates?

Are there Gulf Gate Estates vacation rentals on Airbnb with pools?

Do villa rentals in Gulf Gate Estates have wireless internet?

Do apartment rentals in Gulf Gate Estates have a bbq area?

How much does it cost to stay in condo rentals in Gulf Gate Estates?

Do house rentals in Gulf Gate Estates have a gym?

Do tiny house rentals in Gulf Gate Estates have air conditioning?

Are there family-friendly apartment rentals in Gulf Gate Estates?

What are the most popular amenities for Private Suite Rentals in Gulf Gate Estates?

Destinations to explore