Apartment holiday rentals in Siesta Key

4.9 out of 5 average rating, 255 reviews

A spacious living area features a light-coloured sectional sofa adorned with decorative pillows. A wall-mounted smart TV is positioned above a wooden entertainment center. Natural light streams through large windows, contributing to the airy atmosphere. A ceiling fan enhances comfort within the room.

Apartment in Siesta key

VILLA 6 ·Pool 1 King 1 Queen. Daily rentals

Villa #6 is a 2 Bedroom 2 Bathroom Ground Floor Villa on Siesta Key, 2 minutes walk to the Public Beach Access #13, A/C System Full Kitchen with Granite Counter Tops, Stainless Steel Appliances, 65 Inch SMART TV in Living Room, Each Bedroom has an Ensuite Bathroom, Large 2 Person Showers, Overlooks Swimming Pool, Daily and Weekly Rentals, Free Parking by your front door, Free Wifi, No pets, Great Location, Good Value. Bike Rack on site outside. Walk to the beach, bars shops and Restaurants.

4.78 out of 5 average rating, 118 reviews

Siesta Beach 2 Min | Walk to Village + Patio!

The Village Studio Top location on island! Apartment with full kitchen, private patio, gated courtyard, in world famous Siesta Village! Leave the car behind and walk to white-sand beaches, 20 bars and restaurants, ice-cream, shopping, daiquiris, live music, craft beer, fresh oysters and seafood. Experience a combination of fun ease and relaxation you can't get in other vacations! Book a special getaway now! - Tollbooth by AirbnbCorpMiddlemen, but this property is from GertrudeRentalsSiesta.

A spacious living area is featured with a large flat-screen television mounted on the wall. Two comfortable chairs are placed adjacent to a round ottoman, decorated with a variety of plants and a small basket. Natural light filters in through large windows, offering a view of the surrounding landscape.

4.97 out of 5 average rating, 170 reviews

Free Prkn, Early Chkin, Elevator-4th fl airport/DT

Beach ready Apt!! Perfect for work trips! Beside Ringling College! 2 minutes from downtown Sarasota 7 mins - Airport Corner Apt Steps to the elevator 2 bicycles & 2 escooters Escape the ordinary and immerse yourself in an extraordinary stay at our unique Airbnb that's on a main road . 60+ amenities from a secure room safe to a luxurious, indulgent bed. Essential amenities such as grocery stores/pharmacies/ & CVS. less than a mile away. Send me a message if you have any questions .

Apartment in Gulf Gate Estates

A bright living area is viewed, showcasing a cozy sofa adorned with decorative pillows. Light drapes frame large glass doors that open to a vibrant garden patio. Two comfortable chairs and a wooden table complement the space, creating a welcoming atmosphere for relaxation.

4.98 out of 5 average rating, 191 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.

5 out of 5 average rating, 110 reviews

Sun-Kissed Nose and Sandy Toes!

This sublime oceanfront studio condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the ground floor, overlooking the heated pool and ocean, this dreamy studio is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

The enclosed Lanai features large bay windows showcasing views of the Gulf of Mexico. A seating area includes wicker chairs and a coffee table. Light-colored walls are contrasted by wooden accents and a ceiling fan, creating a bright and airy atmosphere.

4.94 out of 5 average rating, 136 reviews

Siesta Premier Location - The 'Calm of Siesta'

My place is right across the street from Siesta Key beach, family-friendly activities, and nightlife. You’ll love my place because of the location, the ambiance, the outdoors space, and the neighborhood. My place is good for couples, adventurers, business travelers, and families. Walking distance to the village and is at less crowded section of the public beach which equals perfect location!! Updated and beautifully decorated condo with breathtaking view of the beach, You will LOVE it!

4.81 out of 5 average rating, 200 reviews

Elegant 2BR + Den | Heated Pool | Near Beach

Welcome to your perfect getaway! This recently remodeled ground-floor apartment features a washer/dryer, dishwasher, microwave, 2 flat-screen TVs, and 1,200 sqft of space. With 2 bedrooms and a 3rd room (den, see photos), it comfortably sleeps 6 guests max. in beds (1 king, 2 queens) and includes a private breakfast patio. Gumbo Limbo is a mini resort with 2 duplexes, sharing a heated black-bottom lagoon-style pool. Enjoy free parking (2 cars max), beach chairs, sun umbrellas, and Wi-Fi.

A spacious bedroom is featured, with a large bed dressed in neutral linens. A ceiling fan and mounted flat-screen TV are visible. Bright light enters through multiple windows, illuminating the open-concept area that leads to a kitchenette and bathroom.

4.88 out of 5 average rating, 171 reviews

Luxury King Suite just steps to Siesta Key Beach

Start your day with a refreshing cup of coffee, then stroll to the white sands of Siesta Key beach. Allow the sun and the ocean to bring you home to nature. The cool, white sand refined from 99% quartz powder is unlike anything else in the World. Watch the sunset over the soft rolling waves of ocean water, then come back to your luxury condo and refresh for an evening on the key. Immaculately clean, perfect location, and a true beach oasis—book now for the ultimate Siesta Key experience!

A modern living area features a comfortable white sofa adorned with decorative pillows and a light-colored coffee table. A wall-mounted TV is positioned above a stylish console, while a cozy armchair and indoor plants add warmth. Soft lighting is diffused through natural daylight.

4.99 out of 5 average rating, 115 reviews

Modern Chic Getaway 2 Min. Walk to Beach & Village

BRAND NEW... Centrally located & steps away (2+ min walk to the beach) from the #1 beach Siesta Key and to the many restaurants, bars, and shops in local village. Relax & recharge at this peaceful cozy coastal 1bd /1ba Siesta Key condo w/ queen Sofa sleeper. Fully stocked unit with great natural lighting + a community deck w/ grill & fire pit. Beach gear provided: beach chairs, umbrella, cooler bags, sunscreen, toys, and beach cart. The warm sun, white sand & ocean waves await you!

5 out of 5 average rating, 268 reviews

Modern 1BR Near Siesta Key + Private Parking

Private coastal retreat minutes from Siesta Key Beach. This spacious 950 sq ft upstairs apartment features soaring ceilings, a bright open layout, and a private entrance. Enjoy a king-sized bed, full kitchen, in-unit washer and dryer, fast Wi-Fi, and dedicated parking. Perfect for couples or guests seeking a peaceful, comfortable stay near the beach. Consistently rated 5⭐ for cleanliness, comfort, and communication. Ideal for couples seeking a peaceful, comfortable beach stay.

An open living space features a fully equipped kitchen with wooden cabinetry, a dining table, and seating area. A flat-screen TV is mounted on the wall. Light-colored flooring enhances the spacious feel, while natural light brightens the room through multiple windows.

4.87 out of 5 average rating, 307 reviews

Siesta Key Sanctuary -Pool-Kayaks-TikiHut-King bed

*Siesta Key elevated villa at Solitude Suites on Siesta Key. *Your own detached private villa, located in a small resort. *Waterfront resort w/ heated pool, kayaks, table tennis & Tiki Huts. * Just a 10-12 min walk to award winning beach. *1 Bedroom w/King bed. *1 full bathroom w/shower. *Large kitchen, open living room, fully furnished inc towels & linens. *Private lanai w/ table & chairs. *Beautiful shared pool w/ sun shelf & waterfall. *2 min car ride to beach. *Updated!

Apartment in Bradenton Beach

4.91 out of 5 average rating, 149 reviews

Newly Remodeled Beachfront Studio - On the sand!

ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves and the beach right outside your window. Grab your towel, take a few steps and you're on the beach. The sand comes right up to your door in this ground floor unit. Amazing Location Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

Popular amenities for Siesta Key apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

5 out of 5 average rating, 14 reviews

Bougie Beach Bungalow – Siesta Key, Florida

5 out of 5 average rating, 18 reviews

Just renovated, beach view from balcony Unit 203

4.93 out of 5 average rating, 29 reviews

Beach Walk Bungalow

An aerial view captures the luxury penthouse condo situated in Siesta Key Village, with the vibrant ocean and sandy beach visible nearby. Surrounding properties showcase a mix of architectural styles, while palm trees and parking areas are also present in the scene.

4.95 out of 5 average rating, 61 reviews

Coastal Luxury Penthouse

4.95 out of 5 average rating, 19 reviews

Cozy 1BR in Pinecraft • 10 Min to Sarasota Fun

The image shows a tranquil poolside setting with lounge chairs arranged beside a heated pool. A decorative tray with candles is placed in the foreground, surrounded by smooth stones. Soft lighting from the surrounding plants creates a relaxed atmosphere as evening approaches.

4.94 out of 5 average rating, 82 reviews

Modern 2BR Retreat · Heated Pool · Near Siesta

4.84 out of 5 average rating, 134 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

5 out of 5 average rating, 31 reviews

New Modern on Beach Longboat Key (5 steps to Sand)

Private apartment rentals

5 out of 5 average rating, 5 reviews

1st Floor Condo in lovely Siesta Key

5 out of 5 average rating, 10 reviews

1 bedroom, 1 bath, steps to Beach, sleeps 4

4.95 out of 5 average rating, 198 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)

Superhost

4.8 out of 5 average rating, 5 reviews

Salty Summer – Steps to Siesta Key Village & Beach

Two armchairs with soft cushions are positioned beside a small round table, facing a large window. The window offers a view of greenery outside, with a patio featuring outdoor furniture and an umbrella visible in the background.

5 out of 5 average rating, 17 reviews

Lake View Condo

A spacious wrap-around patio is showcased with tiled flooring, offering unobstructed views of the water and sky at sunset. A dining table and chairs are positioned for outdoor relaxation, framed by palm trees, while sliding glass doors lead into the interior space.

4.94 out of 5 average rating, 32 reviews

Wave Whisper in Siesta Key

The exterior of the condo is shown, featuring a spacious deck surrounded by palm trees, with an umbrella providing shade. Large windows offer a view into the interior space, and ample outdoor seating is visible. A concrete path leads through the outdoor area.

4.93 out of 5 average rating, 27 reviews

Cozy Condo in Siesta key with boat dock

A charming white cottage is framed by lush green palm plants and a stone pathway. The cottage features horizontal siding and a simple roof design. The bright blue sky with scattered clouds provides a vibrant backdrop, enhancing the inviting atmosphere of the outdoor space.

4.92 out of 5 average rating, 93 reviews

Siesta Sand Dollar Cottage 1 Block Siesta Beach

Apartment rentals with a hot tub

4.97 out of 5 average rating, 146 reviews

A spacious living room features a large grey sectional sofa with teal accent pillows, a wooden coffee table, and a light blue area rug. Large glass doors provide access to an outdoor area, while a vibrant seascape painting adorns the wall.

Apartment in Bradenton

Sweet Retreat at Shorewalk!

An aerial view captures a modern apartment complex adjacent to a calm waterway, framed by lush greenery. The sunset casts warm hues across the sky, while nearby city lights begin to emerge. Boating docks and waterfront properties are visible in the serene landscape.

5 out of 5 average rating, 23 reviews

Zen and Paradise-Sarasota

Tall grasses gently sway in the foreground, framing a serene beach scene. Soft waves lap against the shore, reflecting hues of orange, pink, and purple from the sunset sky. Cloud formations add depth to the view, enhancing the tranquility of the coastal landscape.

4.96 out of 5 average rating, 122 reviews

Longboat Key-OCEAN FRONT- on the beach

Apartment in Bradenton Beach

5 out of 5 average rating, 27 reviews

Gulf front screened lanai, best sunset views AMI

A modern single-story home is visible, featuring light-colored exterior walls and a welcoming front porch. Lush greenery surrounds the property, with palm and ornamental plants planted in the landscaping. The driveway is paved, leading up to the entrance.

4.89 out of 5 average rating, 27 reviews

Oak Wood Cottage, Close to Beaches/Downtown Apt #1

The enclosed pool area is surrounded by lush greenery and tropical plants, with vibrant purple lighting creating a serene ambiance. A spacious swimming pool reflects the colors overhead, while a decorative wall clock adds a charming touch. Comfortable seating is present along the edges.

4.96 out of 5 average rating, 181 reviews

ROYS PLACE Romantic, Private, Paradise!

Apartment in Bradenton Beach

Two blue-striped lounge chairs flank a small round table on the sandy beach, adorned with a bouquet of flowers and a bottle of champagne. In the background, a coastal building is visible, flanked by lounge chairs that invite relaxation by the shore.

4.82 out of 5 average rating, 38 reviews

Shark Eye: On Sand, Sea View, Beach Gear, Veranda!