Vacation rentals with beach access in Gulf Gate Estates

Bungalow in Gulf Gate Estates

4.84 out of 5 average rating, 117 reviews

Beach Remedy Retreat near Siesta Key Beach

Unwind & Refresh! Our perfect 3/2 getaway is fully remodeled and our cozy retreat rests in the most ideal location for everything Sarasota has to offer! Just 2 mi. to Siesta Key Beach! Beach towels, chairs & toys provided. Grocery, restaurants and unique shops within 1.5 mi. Indulge in watching gorgeous sunsets, walks on the beach, shop/dine in the many cafes in our community. Extras for your use-hammock, outdoor grill, board games, books, large screened in patio. Family neighborhood. Enjoy!

WalkabilityBeachGetting around

Superhost

A cozy sleeping area features a king-sized bed adorned with a patterned comforter showcasing seashells and corals. Soft lighting from two bedside lamps creates a relaxed atmosphere, while an air conditioning unit is also present. Towels are neatly arranged on the bed.

Guest suite in Gulf Gate Estates

4.86 out of 5 average rating, 490 reviews

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

WalkabilityBeachAccuracy

4.96 out of 5 average rating, 111 reviews

Sun-filled cottage with pool, walk to beach

Welcome to Palm Cottage. Our space is the perfect cozy getaway for any time of year. Recently renovated three bedrooms and one bathroom make this the perfect spot for two couples or a family. The private backyard includes a brand new pool with a hot tub and a sun shelf, as well as outdoor dining area and fire table. Enjoy a leisurely stroll to Siesta Key to play at the beach or grab a meal at one of the many restaurants. Home includes two bikes and all the gear you need for a day at the beach.

WalkabilityBeachGrill

A light-filled bathroom is visible, featuring a modern sink with a glass basin. Towels are neatly hung on the wall. A doorway leads to a bedroom with a spacious bed, complemented by a ceiling fan and natural light flowing through a large window.

4.85 out of 5 average rating, 428 reviews

[Sunny in Siesta] King bed+5 minute walk to beach

Your relaxing beach vacation awaits! Enjoy the island life from a freshly remodeled condo. Quick stroll to the #1 beach in the US. Public Access #12 (5 min walk) or hop on the free trolley to Siesta Beach & the Village. Can’t beat this location...Walk to Crescent Club, Captain Curt’s, Big Water Fish Market, Daquiri Deck & more. Beach gear includes- wagon., 2 chairs, small cooler and beach towels. 2 Bikes available to rent (40 per bike) King bed BEAUTY REST BLACK & queen sofa bed.

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A modern kitchen is presented with warm wooden cabinetry and stainless steel appliances. A large island provides seating with two white stools. Sunlight illuminates the space through a window above the sink, where a bouquet of flowers adds a vibrant touch.

4.99 out of 5 average rating, 135 reviews

Siesta Breeze ~ Charming Coastal Cottage

Message me for 🔥🔥 last minute deals!! 5 miles from Siesta Beach, named No 1 Beach in the US, No 4 in the World by Tripadvisor; close enough to feel the sea breeze:) You will have 2 bathrooms, 2 bedrooms with queen beds and a flex room with a futon and work area, for 3 private sleeping areas. You will be located in the heart of Sarasota, with restaurants and grocers within a mile or two. The kitchen is fully equipped and the yard fully fenced. The host is conveniently located next door.

BeachWalkabilityAccuracy

4.94 out of 5 average rating, 171 reviews

Three blue Adirondack chairs are positioned on a grassy area overlooking a tranquil canal. The chairs face the water, enhancing the serene environment. A white picket fence borders the space, with greenery and trees visible in the background.

Cottage in Bradenton

Waterfront Retreat• Private Pool• Golf• Ping Pong!

Dive into the ultimate summer getaway! Relax at this cozy waterfront cottage with a private pool, & a short drive to AMI’s white-sand beaches. 2BR/2BA with two living areas include a bright Florida room overlooking the canal. Enjoy ping pong and a putting green ⛳. Start your mornings with coffee on the dock, watching fish jump out of the water. Fast WiFi, workspace, beach gear, and a kitchen with cooking essentials. Perfect for beach days, family getaways, or a relaxing coastal escape.

ViewBeachCheck-in

4.95 out of 5 average rating, 418 reviews

Tiny home in Sarasota

@Shellmateisland |tiny home| island| bikes| kayaks

⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)

WalkabilityBeachBackyard

A bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.

4.95 out of 5 average rating, 138 reviews

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Enjoy Sarasota in one of the most desirable neighborhoods by Siesta Key! Truly an elite location, take Siesta Dr down to the well-documented #1 beach in the US in around 10 mins. Flourishing Downtown Sarasota is just 5 mins away. The house features a brand new heated pool, fenced in back yard with pavers, open concept living, beautiful kitchen with everything you need, upgraded bathrooms and plenty of space for a big family. We look forward to hosting you and yours!

WalkabilityBeachOutdoor spaces

4.88 out of 5 average rating, 345 reviews

A charming yellow cottage is set against a clear blue sky, featuring a welcoming porch with wooden steps leading up to it. Surrounding palm trees contribute to the relaxed ambiance of the outdoor space.

Cottage in Siesta Key

Cottage on Siesta Key Beach

Never have to worry about finding a parking space for the #1 Beach in the United States. The cottage has two parking spots for guests use and Siesta Key beach is steps away with a private beach entrance. The cottage was built from the ground up completed in 2016 and it has all you need for a relaxing stay! Our association is on the free bus line which will take you all over the island. Siesta Key Village is a short ride away for a night out, dining or shopping.

ViewBeachBiking

4.91 out of 5 average rating, 394 reviews

Guest suite in Sarasota

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 :-)

WalkabilityBeachAir conditioning

4.75 out of 5 average rating, 255 reviews

Apartment in Sarasota

Zen Den: Bali Oasis near Siesta w/Pool & Hot Tub

Slip away to your own sanctuary just minutes from Siesta Key's legendary white-sand beaches. The Zen Den is a Balinese-inspired, 1-bedroom retreat wrapped in warm natural textures, soft lighting, and a seamless indoor-outdoor flow — designed for two people who want to completely unwind. Step through French doors to a the beautiful property grounds sparkling pool, bubbling hot tub, and a gazebo made for evening cocktails under the Florida sky.

BeachViewFamily

4.98 out of 5 average rating, 186 reviews

Cottage in Nokomis

Staycation Sanctuary

Our property is clean and welcoming. You can enjoy a relaxing, warm and peaceful getaway from the rest of the world just steps to the beach. This is the perfect "Old Florida-style" location to experience the comfort and hospitality you so deserve! Grab your bathing suit/flip flops and enjoy tranquillity of beach life, sunsets and lazy days of fishing and bird/dolphin/manatee watching and gathering sea shells-- all only 2 blocks away!

BeachViewAmenities

Popular amenities for Gulf Gate Estates beach access rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with beach access

Superhost

Apartment in Siesta Key

4.77 out of 5 average rating, 222 reviews

Cosy “Hide-A-Way Suite” Siesta Key Beach

ViewBeachNearby

4.94 out of 5 average rating, 141 reviews

Apartment in Siesta Key

Siesta Premier Location - The 'Calm of Siesta'

BeachViewCleanliness

Superhost

An outdoor pool area is visible, featuring clear blue water surrounded by loungers. A shaded pavilion is situated beside the pool, with palm trees and bright blue skies in the background. The space is designed for relaxation and enjoyment.

Apartment in Sarasota

4.84 out of 5 average rating, 110 reviews

New Luxury Unit Steps From The Ocean in Siesta Key

ViewWalkabilityHot tub

4.84 out of 5 average rating, 140 reviews

A spacious sleeping area features a queen-size bed with a light blue patterned bedspread. A cozy armchair is positioned beside the bed, and window treatments allow natural light to brighten the room. Light wood flooring complements the neutral-toned walls.

Apartment in Lido Key

Lido Key FL Studio/Efficiency 5

BeachWalkabilityCheck-in

Apartment in Longboat Key

5.0 out of 5 average rating, 118 reviews

Beach Bliss: Discounted August & September!

4.96 out of 5 average rating, 202 reviews

A bright and spacious bedroom features a large bed with colorful pillows and a striped accent bench at the foot. A comfortable chair and a standing coat rack are positioned nearby. Natural light enters through sliding glass doors, complemented by soft blue walls and wooden flooring.

Apartment in Nokomis

Casa del Sol II (Non-Smoking Property)

4.9 out of 5 average rating, 293 reviews

A curved swimming pool is surrounded by a patio featuring colorful loungers and chairs. The pool's clear water reflects the vibrant blue walls of the surrounding buildings under a bright blue sky. Palm trees are visible in the background, enhancing the serene setting.

Apartment in Siesta Key

VILLA 4 · Walk to beach. Pool. Daily rentals

4.99 out of 5 average rating, 106 reviews

A private balcony is showcased with two white lounge chairs and a small table. Lush palm trees provide greenery, while a heated pool can be seen beyond the railing. Sunlight filters through the trees, creating a serene outdoor space.

Apartment in Sarasota

Beechwood Suites B

House rentals with beach access

4.78 out of 5 average rating, 561 reviews

An inviting beach scene features a sun umbrella providing shade over a wooden lounge chair, set upon soft, sandy shores. The clear blue sky contrasts with the tranquil turquoise waters, creating a peaceful atmosphere near the shoreline.

Home in Siesta Key

Beachfront Getaway in Siesta Key

BeachLocationHospitalityCleanlinessNearbyWalkabilityAccuracyComfortIndoor spacesPoolDecorFamilyKitchenSleep qualityGetting aroundConditionNoiseBathroomAmenitiesCheck-inAccessValueParkingCheckoutViewQuietLaundryOutdoor spacesTVGrillBikingWifiLayoutAir conditioningParksHeatingBackyard

A heated pool is enclosed within a screened area, surrounded by lush greenery and outdoor seating. The pool area features a natural stone deck, with lounge chairs positioned for sunbathing. The peaceful environment offers a private retreat for relaxation and enjoyment.

4.92 out of 5 average rating, 122 reviews

Heated Pool - Just 1 mile to Beach! Updated/Fun!

HospitalityPoolBeachFamilyLocationCleanlinessNearbyComfortAmenitiesKitchenIndoor spacesQuietSleep qualityOutdoor spacesWalkabilityBathroomBikingAccuracyLayoutGetting aroundTVBackyardCheck-inParkingLaundryConditionGrillCheckoutAir conditioningHikingWifiLong stayNoiseAccessShared spacesValue

5.0 out of 5 average rating, 141 reviews

An aerial view captures a serene private pool encompassed by a stone patio, with several lounge chairs arranged nearby. Lush greenery and tropical plants border the scene, while a dark pond reflects the surrounding nature, enhancing a tranquil outdoor space.

Home in Bradenton

Relaxing 3BR Retreat+ Hot Tub + Pool +Beaches +IMG

HospitalityPoolFamilyCleanlinessLocationAmenitiesHot tubComfortBeachNearbyOutdoor spacesKitchenAccuracyIndoor spacesCheck-inQuietBackyardSleep qualityDecorGetting aroundCheckoutLayoutGrillBathroomConditionTVHikingLaundryPetsParkingWalkabilityViewAccessValueAir conditioning

4.93 out of 5 average rating, 166 reviews

A single-story tropical home is presented with a light blue exterior and a metal roof. Lush palm trees and colorful plants border the pathway leading to the entrance. An outdoor umbrella sits near the entry, enhancing the welcoming appearance of the property.

Home in Siesta Key

Siesta Key Beach & Village 2BR/2BA Steps to Beach

LocationBeachHospitalityWalkabilityNearbyCleanlinessComfortFamilyKitchenCheck-inAmenitiesSleep qualityOutdoor spacesBathroomGetting aroundConditionAccuracyTVParkingDecorQuietIndoor spacesLaundryCheckoutGrillValueAir conditioningLayoutWifiLong stayViewNoiseAccess

4.98 out of 5 average rating, 121 reviews

Family Friendly • Free Heated Pool • Near Beach

PoolCleanlinessFamilyHospitalityBeachComfortAmenitiesLocationAccuracyOutdoor spacesKitchenIndoor spacesQuietLaundryGetting aroundSleep qualityTVBathroomNearbyBackyardBikingCheck-inConditionCheckoutParkingLong stayNoiseValueDecorGrillLayoutWifiViewAccessEV chargingAir conditioning

4.97 out of 5 average rating, 114 reviews

A large, colorful sign displays the text 'Siesta Beach #1 Beach in the USA!' against a backdrop of a cloudy sky. The sign features images of people enjoying beach activities, surrounded by wooden posts and rope detailing, set in a grassy area that leads to the beach.

Home in Siesta Key

Siesta Key Quaint Beach House

BeachLocationWalkabilityHospitalityCleanlinessComfortQuietNearbyGetting aroundDecorIndoor spacesAmenitiesKitchenFamilyPetsSleep qualityAccuracyLaundryAir conditioningCheck-inOutdoor spacesGrillParkingValueBikingTVLayoutHeatingConditionCheckout

A serene outdoor seating area features several lounge chairs with cushions, positioned on a brick patio overlooking tranquil water. The setting is complemented by a soft sunset in the background, with lush greenery visible across the bay.

4.89 out of 5 average rating, 113 reviews

Oceanfront home w/sunset views of Sarasota Bay

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Home in Gulf Gate Estates

An aerial view of the heated pool is captured within a screened enclosure, showcasing its vibrant blue water. The surrounding patio is visible, framed by lush greenery, while patterns from the enclosure create contrasting shadows across the surface.

4.91 out of 5 average rating, 66 reviews

Private Home near Siesta Key

PoolLocationFamilyBeachCleanlinessHospitalityQuietComfortNearbyAccuracyKitchenOutdoor spacesConditionIndoor spacesAmenitiesSleep qualityWalkabilityGetting aroundLayoutDecorLaundryTVBathroomGrillParkingLong stayBackyardNoiseCheckoutBikingCheck-in

Condo rentals with beach access

A spacious living area features a comfortable sofa and two cozy armchairs. A wooden coffee table sits at the center, complemented by a geometric area rug. Large sliding glass doors provide natural light and lead to an outdoor seating area, showcasing a view of the beach.

4.95 out of 5 average rating, 146 reviews

NO Stairs, Siesta beachfront. Walk to the village!

BeachLocationHospitalityCleanlinessWalkabilityComfortAmenitiesFamilyViewKitchenDecorAccuracyNearbySleep qualityConditionBathroomIndoor spacesBackyardOutdoor spacesPetsGetting aroundParkingLaundryNoiseAccessQuietGrillValueAir conditioningCheck-inLayoutLong stayCheckoutShared spacesBiking

An open concept living area features a blend of modern and comfortable furnishings. A dark wooden coffee table is centered on a textured rug, with a stylish mirror and a ceiling fan overhead. Large glass doors allow natural light and views of the screened Florida Room.

4.88 out of 5 average rating, 103 reviews

Enchanting Coastal Ambiance & Breathtaking Sunsets

BeachCleanlinessLocationWalkabilityNearbyHospitalityComfortAccuracyDecorSleep qualityGetting aroundQuietConditionKitchenIndoor spacesAmenitiesAir conditioningFamilyBathroomParkingLaundryViewAccessValueCheck-inTVOutdoor spacesLayoutHeatingWifiLong stayNoiseCheckout

4.96 out of 5 average rating, 159 reviews

A bright and airy living space features a modern sofa facing a sleek coffee table. The open kitchen is visible in the background, showcasing white cabinetry and bar seating with stylish stools. Light fills the room through large windows, enhancing the spacious feel.

Condo in Sarasota

Your Modern Beachside Getaway!

BeachCleanlinessLocationWalkabilityNearbyHospitalityPoolComfortConditionFamilyIndoor spacesGetting aroundAmenitiesKitchenSleep qualityAccuracyQuietParkingBathroomCheck-inDecorAccessOutdoor spacesNoiseCheckoutAir conditioningLaundryLong stayBackyardValueTVGrillLayoutHeatingShared spaces

A modern living room features a light-colored leather sofa and armchairs, complemented by a colorful area rug. A wall-mounted TV is positioned against a textured stone wall, with natural light filtering through sliding glass doors that lead to a screened-in patio.

5.0 out of 5 average rating, 169 reviews

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key

HospitalityBeachCleanlinessLocationWalkabilityNearbyComfortAmenitiesDecorGetting aroundSleep qualityIndoor spacesKitchenConditionQuietAccuracyFamilyParkingTVCheck-inBathroomLaundryAccessValueWifiBreakfastCheckoutAir conditioningBiking

4.78 out of 5 average rating, 125 reviews

A spacious bed is dressed with a white quilt and complemented by two golden yellow pillows. Neatly stacked white towels are placed at the foot of the bed. A piece of artwork depicting a beach scene hangs above the bed, with natural light streaming through a window nearby.

Condo in Sarasota

Siesta Key Walk to Beach Condo

BeachLocationWalkabilityHospitalityNearbyCleanlinessComfortGetting aroundAccuracyIndoor spacesFamilyKitchenAccessSleep qualityQuietConditionCheck-inAmenitiesBathroomDecorCheckoutValueBikingLaundryParkingNoiseAir conditioningTVOutdoor spacesLayoutWifiLong stayShared spaces

A dining table is set with elegant glassware and neutral tableware. A decorative figurine of a crane stands between two tall candlesticks, with a soft ocean view visible through the screened lanai in the background.

4.92 out of 5 average rating, 102 reviews

Siesta Key Oasis with Gulf Views

BeachViewLocationHospitalityCleanlinessNearbyComfortWalkabilityGetting aroundFamilyPoolAmenitiesDecorKitchenSleep qualityAccuracyIndoor spacesBathroomConditionLaundryTVOutdoor spacesAccessQuietCheck-inGrillWifiParkingLong stayCheckoutValueAir conditioningBiking

A serene pool area is bordered by palm trees, reflecting the gentle hues of a sunset. Lounge chairs are arranged around the pool, and a shaded cabana is visible in the background. The tranquil water mirrors the evening sky, enhancing a peaceful atmosphere.

4.97 out of 5 average rating, 134 reviews

Private Beach with Loungers · 2 Pools & Bay View

HospitalityBeachLocationCleanlinessPoolWalkabilityComfortFamilyAccuracyKitchenGetting aroundNearbyIndoor spacesDecorAmenitiesAccessHot tubViewBathroomConditionCheck-inQuietParkingTVOutdoor spacesLaundryWifiSleep qualityLayoutRiverCheckoutValueBiking