Condo vacation rentals in Gulf Gate Estates

A spacious bedroom features a modern white bed with plush pillows and a decorative brown pillow. A mirrored closet reflects the elegantly decorated space, which includes a stylish bedside table and soft lighting from a lamp. Natural light filters through the vertical blinds.

4.93 out of 5 average rating, 113 reviews

The Honeymoon Suite on Siesta Key Beach

This is a recently renovated honeymoon suite located directly across from the big end of Siesta Key. It is an elegant ground floor pool unit. This unit is equip with marble countertops, tigers eye, lapis lazuli tables, bladeless ceiling fan, alabaster lighting and giant TVs. All of the appliances are stainless/smart and the microwave can cook steaks. There is a gym. The geographic location on the key can not be beat! There is a floating television over the California King luxury memory foam bed.

4.92 out of 5 average rating, 130 reviews

A stylish living room is presented, featuring a comfortable gray sofa paired with a decorative round coffee table. Brightly colored wallpaper adorned with shell patterns enhances the space, while large windows allow natural light to filter in, complemented by light-colored flooring.

Condo in Bradenton

Beach & Bay Walk | 5 Minutes to AMI

Experience the ultimate beachside retreat in this newly renovated 1/1 condo, located within walking distance to the serene beauty of Palma Sola Causeway Parks Bayfront beach, jet-ski rentals, and horseback riding and also a quick drive/bike from the beaches of Anna Maria Island. This well-positioned condo offers the perfect balance of convenience and tranquility, providing easy access to the natural wonders of the island and the vibrant attractions nearby, including canal fishing, jet skis, etc.

A spacious living area is highlighted by a light-colored sectional sofa adorned with colorful pillows. A large coffee table is positioned in front of the sofa, and a dining table with six chairs is visible in the background. A fan hangs from the ceiling, and natural light enters through nearby windows.

4.98 out of 5 average rating, 120 reviews

Lovely 2-Bedroom Condo, 7 min from Siesta Beach

Welcome to our beautiful condo, which is located just 4 miles to Siesta Key! Enjoy Vamo Park, just steps from our door, where you can launch a kayak or paddle board. Fishing is also allowed from this location. There are also picnic tables at the park where you can enjoy sunset. Our condo is fully equipped with all the necessary things you need. Beach chairs, shops, theaters, gyms, and the legacy trail, Sarasota Sharks Inc. Plus more. These are just a few of the things available in the area.

A spacious studio features a cozy sleeping area with a queen bed dressed in soft linens, complemented by decorative pillows. Floor-to-ceiling windows provide natural light and a glimpse of the private garden. Soft earth tones create a calming atmosphere, and a textured rug adds warmth.

4.95 out of 5 average rating, 108 reviews

Hidden Gem Studio · Near Siesta Beach (5 min)

A true hidden gem just 5 minutes from Siesta Key Beach, this ground-floor studio offers a calm, comfortable stay in a highly convenient location. Ideal for couples or solo travelers looking for an easy Florida getaway with everything close by. Pet-friendly stay with a simple $10 one-time pet fee per booking. A perfect base for beach time, local dining, and unwinding at your own pace. About 1 mile from the property, guests may also enjoy access to a beautiful community pool that is heated.

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.

4.96 out of 5 average rating, 133 reviews

Your Modern Beachside Getaway!

Search no more… we have it all! Enjoy this spectacular, newly remodeled beachside home in Siesta Key, equipped with a modern kitchen, hotel luxury pillow-top bed, and high-end finishes throughout! Amenities include private beach access (beachside 3 minute walk), pool access, patio, courtyard, BBQ, parking, and more. And the cherry on top, you’re right across the street for a plethora of restaurants, shops, and conveniences giving you everything you need to enjoy the best of Siesta Key!

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 out of 5 average rating, 139 reviews

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

Welcome to beautiful Siesta Key, the #1 beach in the country! Gorgeous newly renovated one bedroom condo within a 5 min walk to the powdery white sandy beach and stunning sunsets. Also next to restaurants, bars, kayak & jet ski rentals, and much more! Contact for monthly rentals available. Experience this modern oasis: • Chic Living Room • Quartz Kitchen Countertops • King Size Mattress • Beach gear • Wifi • Private Parking • Smart TVs • Screened-in Patio • Coin Laundry room on premises

A private patio with a round wooden table and two chairs overlooks a manicured lawn leading to the beach. Palm trees sway gently beside the outdoor seating area, offering a serene view of the Gulf waters in the background.

4.97 out of 5 average rating, 355 reviews

On the Beach; Siesta Key SunBum Studio

Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. Enjoy 2 free bikes day rental with booking!

A serene community pool is surrounded by a fence and complemented by lounge chairs positioned nearby. The pool's clear blue water reflects the sunlight, while the yellow exterior of the building provides a warm backdrop. Windows with awnings complete the inviting atmosphere of the area.

4.94 out of 5 average rating, 160 reviews

Villa Maria: Minutes to Siesta Key!

2 BDRM/2 BTHRM condo very close to Siesta Key (3 min. drive or 20 min. walk). Totally UPDATED! Quality furnishings, super clean, ideal location. Have it all: Spacious condo in a peaceful setting. Just a few minutes drive over the south bridge to Siesta Key. Walking distance to great restaurants and shops on and off the key. Everything is within easy access by walking, car, bike, or free beach shuttle service. Come enjoy everything Sarasota has to offer.

A living area features a comfortable green sofa complemented by a lamp casting a warm glow. A white wicker chair adds a coastal touch, positioned beside a small white table. Light wooden floors extend across the space, with soft wall art and a wall-mounted TV enhancing the environment.

4.84 out of 5 average rating, 258 reviews

Cozy 1BR Beach Condo on Siesta Key!

Experience the best of both worlds in this beautiful bayside 2nd floor unit! Sea Club II offers the charm of Old Florida with its shell driveway and old oak and palm trees throughout the property. Relax by the upgraded bayside pool or enjoy Happy Hour by the Tiki Hut or on the open lawn and watch the boats (BIG and small) pass by on the intercoastal. Grills are available for guests to use by the pool area. We also have a new fishing pier and boat dock.

A serene lanai view features a dining table with chairs overlooking the community pool. Lush palm trees frame the scene, while sunlight reflects off the water's surface. A doorway is visible, leading to the interior of the condo.

4.96 out of 5 average rating, 214 reviews

Gateway to Siesta Key - 1/2 Mile to the Beach

Beautiful and comfy 2 bedroom/2 bathroom condo that sleeps 4. The condo is located only 1/2 mile from the Gulf Of Mexico. Spacious, comfortable, in a small & quiet complex that provides easy access to restaurants and stores on or off Siesta Key. You'll get super easy Siesta Key access (3 min drive/20 min walk) at a very affordable price in a perfect location to avoid traffic and enjoy the rest of Sarasota when you're not at the beach.

A spacious screened lanai features a circular wooden table surrounded by two wooden chairs with patterned cushions. Potted plants and decorative items are placed on the table. Beyond the railing, palm trees and the vibrant blue of the Gulf coast are visible.

4.91 out of 5 average rating, 121 reviews

Siesta Key Beach Front Condo

Located at CRESCENT ROYALE CONDOMINIUMS - one of the finest gated communities on Siesta Key. Large HEATED outdoor pool - this 2 bedroom/2 bath PRIVATELY OWNED vacation condo is steps away from world famous, breathtaking Siesta Beach - consistently VOTED #1 BEST BEACH IN THE USA year after year! This condo is nicely situated on the 2nd floor. The large screened lanai provides spectacular gulf coast views.

A cozy living area is depicted, featuring a comfortable sofa and two light blue armchairs. A wooden coffee table is centered in the space, while a small TV is positioned on a decorative cabinet. Soft lighting from floor lamps enhances the inviting atmosphere.

4.85 out of 5 average rating, 156 reviews

Siesta Key Ground Floor Condo 2BR On Trolley Line

A cozy Siesta Key ground floor condo unit w 2 bedrooms & 1 bath on the trolley line. Has all the amenities you need for a relaxing beach vacation and your day at the beach. Located conveniently to Crescent beach w access to the south and Siesta Key public beach to the north. Trolley stops right out front. Assigned parking spot directly in front of the unit.

Popular amenities for Gulf Gate Estates condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

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.

4.91 out of 5 average rating, 79 reviews

Enchanting Coastal Ambiance & Breathtaking Sunsets

4.87 out of 5 average rating, 68 reviews

Cozy Top-Floor Stay on Siesta Key

A heated pool is surrounded by a tiled deck, with lounge chairs available for guests. Palm trees and blue umbrellas create a tropical atmosphere, while the beach and ocean are visible beyond the pool area under a clear blue sky.

4.94 out of 5 average rating, 142 reviews

2 Bed/2 Bath Condo Resort View on Siesta Key Beach

Superhost

A welcoming living area features a green sofa adorned with colorful cushions. A large tropical mural displays flamingos and lush foliage. A round coffee table sits in front of the sofa, while a dining area with elegant chairs and a floral centerpiece is visible in the background.

4.86 out of 5 average rating, 199 reviews

♥ 1/2 mile to BEACH! ➸ KING in master ➸ POOL ♥

The exterior of the condo displays a modern design with a light color palette. Palm trees are positioned around the landscaped area, and two garages are visible, along with a walkway leading to the entrance. The sunny sky enhances the welcoming appearance of the property.

4.85 out of 5 average rating, 102 reviews

Comfy Siesta Key Condo

4.94 out of 5 average rating, 18 reviews

Lanai w/ Pool Views • Minutes to Siesta Key

An aerial view captures a landscaped area featuring a spacious pool surrounded by palm trees. The expanse of Crescent Beach is visible beyond the manicured gardens, with the ocean stretching towards the horizon under a bright blue sky.

4.88 out of 5 average rating, 105 reviews

Sarasota Surf & Racquet Club Siesta Key Condo

A vibrant orange building is complemented by lush tropical foliage surrounding a clear blue heated pool. The pool features a gentle slope towards the shallow end and is bordered by a smooth deck, ensuring a tranquil space for relaxation under the sun.

4.91 out of 5 average rating, 47 reviews

Siesta Key Village, Pool, Beach Access 4-min Walk

Pet-friendly condo rentals

4.92 out of 5 average rating, 73 reviews

The image captures a shared pool area surrounded by lush greenery and palm trees. Lounge chairs with blue umbrellas are positioned around the pool, which is enclosed with a white fence. A pathway leads through well-maintained landscaping, enhancing the inviting outdoor space.

Condo in Saint Armands

Steps from Lido Beach & St. Armands Circle

Superhost

A spacious living area features a mix of comfortable seating, including a purple sofa and a black armchair. Large glass doors provide a view of the outdoor space and the surrounding landscape. A dining area is visible with a table set for four, accented by floral decor.

4.89 out of 5 average rating, 53 reviews

Dreamview • 1BR - Siesta Key Beach Sunset View

4.97 out of 5 average rating, 195 reviews

A fire table is positioned near large glass windows that frame a stunning sunset over the water. The reflection of the vibrant sunset is visible in the water, while the outdoor landscape is softly illuminated by the fading light.

Condo in Bradenton

Luxury 3/3 Margaritaville Resort

A modern living area features a comfortable sectional sofa, accented by textured cushions. A flat-screen TV is mounted on the wall above a wood panel, while large sliding doors invite natural light and provide access to the patio. Indoor plants add a touch of greenery.

4.84 out of 5 average rating, 130 reviews

Siesta Key Condo: Beach, Pool & Village Fun!

Condo in Indian Beach-Sapphire Shores

The view from the patio overlooks Whitaker Bayou, featuring calm waters lined with lush greenery and docks. Sunlight reflects off the water's surface, creating a serene atmosphere. The image captures a tranquil waterfront scene, enhancing the natural beauty of the surroundings.

5 out of 5 average rating, 10 reviews

Charming Waterfront 1/1.5 Beautiful Sunsets!

4.96 out of 5 average rating, 101 reviews

Condo in Holmes Beach

Steps to the beach! Condo with pool at The Terrace

A brightly colored three-story building stands under a starry night sky, surrounded by palm trees. Exterior lights illuminate the vibrant walls and large windows. A paved driveway leads up to the garage, flanked by landscaped greenery.

4.87 out of 5 average rating, 118 reviews

5209B Menorca Street - Siesta Key Village Condo

4.99 out of 5 average rating, 146 reviews

A modern kitchen area features pale blue walls and a round dining table set for four. Stainless steel appliances, including a microwave and oven, are visible. A decorative light fixture made of translucent discs hangs above the table, adding a coastal touch to the space.

Condo in Holmes Beach

Short Stroll to the Surf! ~ Make Memories on AMI

Condo rentals with a pool

An open-concept living and dining area is highlighted, featuring a white dining table with six chairs, a comfortable seating arrangement, and large glass doors leading to a balcony. A neutral color palette is complemented by a decorative mirror and modern lighting.

4.98 out of 5 average rating, 63 reviews

2 BR condo in Siesta Key w/ Private beach access

A spacious living area features comfortable wicker furniture and a neutral color palette. Large glass doors provide views of the greenery outside, while a subtle area rug adds texture to the tiled floor. A decorative painting is mounted on the wall, enhancing the coastal theme.

4.95 out of 5 average rating, 21 reviews

Siesta Key - Intracoastal, Pool & the Beach!

5 out of 5 average rating, 7 reviews

Johnnys Island Palm | Walk to Beach & Dining

4.96 out of 5 average rating, 23 reviews

Your Beachside King Suite Retreat!

A modern living space is showcased with a comfortable dark sofa and a round coffee table on a textured area rug. A dining table with four chairs is positioned nearby, while a large window offers a view of the ocean and natural light fills the room.

5 out of 5 average rating, 47 reviews

Amazing beach view! Entire unit renovated!

A sunset view shows the calm ocean meeting the horizon, with soft orange and pink skies. The coastal area is framed by several low-rise buildings and lush palm trees, creating a serene atmosphere. Traffic lights and roads are visible in the foreground, leading toward the beach access.

5 out of 5 average rating, 9 reviews

Anchorage Resort 2 Bdrm Condo 9th Flr, Pool, Beach

A sparkling outdoor pool is surrounded by lounge chairs and shaded by a thatched-roof Tiki hut. The water glistens under a bright blue sky, with fluffy clouds visible. A calm bay is seen in the background, enhancing the tranquil setting.

4.9 out of 5 average rating, 52 reviews

Couples getaway on Siesta Key!

A well-appointed kitchen features light-colored cabinetry and countertops, with modern appliances including a microwave and oven. An island provides additional workspace, while a dining area is visible in the background. Soft lighting creates a welcoming ambiance throughout the space.