Apartment vacation rentals in Siesta Key

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, 169 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, 190 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.

Apartment in Longboat Key

5 out of 5 average rating, 108 reviews

Beach Bliss: Open Wed, July 8th, $250/nt+ Fees!

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, 135 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!

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, 170 reviews

Luxury King Suite

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, 113 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, 266 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.

4.88 out of 5 average rating, 305 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, 148 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

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.

4.9 out of 5 average rating, 291 reviews

VILLA 4 · Walk to beach. Pool. Daily rentals

We are a small family owned resort on Siesta Key offering daily rentals Villa 4 is newly renovated Featuring 1 King bedroom, Large shower in bathroom, Large Smart TV in the Living Room, Sofa and Table and Chairs. A/C, Kitchenette with Fridge Freezer, Pop Up Toaster. Coffee Maker, K Cup, Single Induction Hot Plate. Cups, Plates, Silverware and Glassware. Free wifi. Free parking. Close walk to Siesta Key beach. NO smoking NO pets Great Location Good Value

A covered seating area is furnished with comfortable wicker chairs and lounge chairs featuring green cushions. Lush plants and palm trees enhance the outdoor space, while a view of the shared garden can be seen in the background. A book and a sun hat rest on a side table.

4.89 out of 5 average rating, 118 reviews

Minutes to Siesta or DT w/heated pool and Hot Tub

Welcome! This modern 1-bedroom, 1-bath vacation rental offers spa-like amenities and a location you’ll love! Just minutes from the world-famous crystal white sands of Siesta Key Beach, it’s the perfect getaway. Nestled in a quiet, walkable neighborhood just a block from Sarasota Bay, your apartment offers easy access to stunning sunsets, excellent shopping, and dining, all while keeping you outside the beach traffic.

Popular amenities for Siesta Key apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A vibrant sunset is captured over the calm ocean waters, with the sun partially dipping below the horizon. A silhouette of a bird is seen flying across the sky, adding movement to the serene scene. The warm orange and yellow tones dominate the visual landscape.

4.9 out of 5 average rating, 105 reviews

Siesta Sunsets Suite

4.93 out of 5 average rating, 27 reviews

Beach Walk Bungalow

4.94 out of 5 average rating, 18 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, 80 reviews

Modern 2BR Retreat · Heated Pool · Near Siesta

Apartment in Longboat Key

5 out of 5 average rating, 28 reviews

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

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, 92 reviews

Siesta Sand Dollar Cottage 1 Block Siesta Beach

4.93 out of 5 average rating, 81 reviews

An inviting entrance to the beach cottage is framed by lush green landscaping and vibrant flowers. A wooden sign reading 'Beach House' is prominently featured above a natural pathway leading towards the inviting front door.

Apartment in Lido Key

The One Bedroom

5 out of 5 average rating, 15 reviews

Treetop Deck Apt Central SRQ

Private apartment rentals

Apartment in Bradenton Beach

4.98 out of 5 average rating, 46 reviews

Beachfront Corner Condo | Sunset Gulf Views

4.97 out of 5 average rating, 34 reviews

A screened balcony porch features a glass-top table surrounded by four decorative chairs. Lush palm trees sway in the gentle breeze, while a view of a nearby pool and surrounding buildings provides a glimpse of the vibrant community atmosphere.

Apartment in Lido Key

Condo on Lido Beach-Sarasota

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

Superhost

Summer Salt – Steps to Siesta Key Village & Beach

Apartment in Bradenton Beach

5 out of 5 average rating, 26 reviews

Gulf front screened lanai, best sunset views AMI

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, 31 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.

4.92 out of 5 average rating, 26 reviews

Cozy Condo in Siesta key with boat dock

5 out of 5 average rating, 40 reviews

Sarasota Bliss 2/2 Near Lido, Downtown, SRQ

Apartment rentals with a hot tub

Superhost

Apartment in Holmes Beach

5 out of 5 average rating, 4 reviews

Large Beachfront 3B Condo | Heated Pool & Hot Tub

4.97 out of 5 average rating, 145 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

Apartment in Pass-a-Grille Beach

A dining area showcases a wooden table with a reflective surface, surrounded by several chairs. Natural light filters through sheer and solid curtains, illuminating a cozy living space in the background. Colorful seating and decorative accents enhance the vibrant atmosphere.

4.94 out of 5 average rating, 126 reviews

Traders' Haven - Historic 8th Ave Mega Beach Condo

5 out of 5 average rating, 30 reviews

A serene pool area is highlighted by a waterfall cascading over rock formations into the clear water. Lounge chairs are arranged under large umbrellas beside the pool, creating a relaxing atmosphere in the tropical landscape.

Apartment in Myakka City

Mossy Oak Ranch - Near Terra Nova Equestrian Ctr

Apartment in Longboat Key

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, 121 reviews

Longboat Key-OCEAN FRONT- on the beach

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.

4.88 out of 5 average rating, 26 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.