Apartment holiday rentals in Siesta Key

4.9 out of 5 average rating, 258 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.

LocationFamilyTV

4.94 out of 5 average rating, 141 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!

LocationValueBarbecue

Apartment in Longboat Key

5 out of 5 average rating, 118 reviews

Beach Bliss: Discounted August & September!

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...!

ValueFamilyCleanliness

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.

4.84 out of 5 average rating, 110 reviews

New Luxury Unit Steps From The Ocean in Siesta Key

Newly remodeled, gorgeous and quiet studio is located few steps from the famous Crescent Beach in Siesta Key. Easy access - no stairs. The luxurious full kitchen and bathroom offer a full-sized fridge, microwave, stove\oven, and all the cooking and serving wares you'll need. The lanai provides a great place to enjoy your dinner and glass of wine, or that morning cup of coffee while you awaken to the delightful sounds of the many species of tropical birds, with a gentle, medicinal breeze.

LocationValueTV

Superhost

4.77 out of 5 average rating, 222 reviews

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

This beautifully designed open-concept space blends modern comfort with stylish elegance. The seamless flow between the living and dining areas creates a welcoming atmosphere, perfect for relaxation or entertainment. The cozy bedroom, featuring soft colors and plush furnishings, offers a peaceful retreat. Large windows bathe the space in natural light. For added convenience, we offer a queen airbed for additional guests, ensuring everyone enjoys a comfortable stay. Max 4 guests max.

LocationValueTV

The kitchen features modern white cabinetry and appliances, complemented by a stylish wood tabletop with two stools. A large window provides natural light, while a beach-themed artwork adds a calming touch. The space is designed for functionality and comfort.

4.79 out of 5 average rating, 215 reviews

Private apartment w/King bed+full kitchen

Welcome to our cozy apartment with King size bed and full kitchen. Parking in the driveway and self check in process make this is a safe and convenient stay whether you’re traveling solo or as a couple. Located on a quiet street yet close to the main road and access to the Legacy Trail + Pompano pickle ball courts at the end of our street. 5 minutes to Pinecraft, local ice cream, restaurants & approximately 7 miles to Siesta Key and Lido Key Beach and 15 minutes to Sarasota airport.

ValueLocationAccuracy

5 out of 5 average rating, 272 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.

FamilyValueSleep quality

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, 310 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!

LocationValueAir conditioning

Apartment in Bradenton Beach

4.91 out of 5 average rating, 152 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

ValueLocationEV charging

A spacious living area is adorned with a light blue sofa and a comfortable armchair, complemented by a coffee table and decorative rug. A mounted TV is set against a striking blue accent wall, and natural light filters through sheer curtains, enhancing the coastal ambiance.

4.97 out of 5 average rating, 192 reviews

Cozy Coastal Getaway 2 min Walk to Beach & Village

Steps away (2+ min walk / Beach Access #3 & #4) 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 upstairs unit w/ private balcony & great natural lighting + a community deck w/ grill & fire pit. Beach gear provided: beach chairs, umbrella, cooler bags, sunscreen, toys. The warm sun, white sand & ocean waves await you!

ValueFamilyBreakfast

4.75 out of 5 average rating, 255 reviews

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.

ValueLocationIndoor spaces

Apartment in Arlington Park

A studio apartment features a king bed against a light wall, complemented by a cozy seating area with a gray sofa and a chair nearby. Two round coffee tables sit on a neutral rug, with a wall-mounted smart TV and built-in shelves adding practical style.

4.97 out of 5 average rating, 233 reviews

Studio Minutes to Siesta key, Lido Key, and SMH!

Enjoy sunny Sarasota, FL in our studio apartment. Located between Siesta Key and Lido Key. You can walk to Southside Village, Sarasota Memorial Hospital (SMH) and Arlington Park. Enjoy the beautiful neighborhood and easy access to Legacy Trail. Approximate driving times to popular local destinations: Siesta Key - 10 minutes Lido Key - 14 minutes SRQ airport - 15 minutes St Armands - 10 minutes Downtown - 7 minutes

LocationValueSolo travel

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, 17 reviews

Bougie Beach Bungalow – Siesta Key, Florida

LocationFamilyGetting around

Apartment in Bradenton Beach

4.98 out of 5 average rating, 53 reviews

Beachfront Corner Condo | Sunset Gulf Views

LocationDecorCheckout

5 out of 5 average rating, 18 reviews

New listing - Heated Pool, Private Patio!

FamilyLocationWalkability

4.94 out of 5 average rating, 32 reviews

Beach Walk Bungalow

FamilyLocationKitchen

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, 36 reviews

Wave Whisper in Siesta Key

LocationFamilyKitchen

4.87 out of 5 average rating, 38 reviews

Cozy 1BR w/ Pool · 4 min from Siesta

LocationValueBeach

Apartment in Longboat Key

5 out of 5 average rating, 35 reviews

New Modern on Beach- Walk out 5 steps to Sand

FamilyLocationWalkability

5 out of 5 average rating, 27 reviews

Treetop Deck Apt Central SRQ

LocationFamilyGetting around

Private apartment rentals

The living area features a white sofa paired with two pink accent chairs, creating a refreshing ambiance. A wooden coffee table sits on a light-colored rug, while plants and beach-themed artwork add charm. Large sliding doors provide natural light and connect to the outdoor space.

4.88 out of 5 average rating, 42 reviews

Condo Kokomo - stay ON the beach in Siesta Key!

ValueFamilyCheck-in

5 out of 5 average rating, 10 reviews

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

LocationConditionSleep quality

Apartment in Holmes Beach

A sandy pathway is framed by tall grasses leading to a beach with gentle waves. Sun loungers are visible along the shore, while the bright blue sky features a few scattered clouds. The peaceful scene highlights the natural beauty of the coastline.

4.9 out of 5 average rating, 50 reviews

AMI Ohana Beach Resort A with fabulous salt pool!

FamilyLocationLayout

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, 19 reviews

Lake View Condo

LocationAmenitiesGetting around

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, 64 reviews

Coastal Luxury Penthouse

LocationFamilyNearby

4.95 out of 5 average rating, 21 reviews

Cozy 1BR in Pinecraft • 10 Min to Sarasota Fun

LocationFamilyAccuracy

Apartment in Bradenton Beach

5 out of 5 average rating, 34 reviews

Gulf front screened lanai, best sunset views AMI

ValueLocationCheck-in

The private backyard features a spacious patio with multiple lounge chairs and a dining table surrounded by vibrant landscaping. Paving stones create an inviting outdoor space, framed by lush greenery, offering a tranquil retreat. Sunlight filters through the surrounding foliage, creating a serene environment.

5 out of 5 average rating, 28 reviews

Salt Life Living!

ValueLocationOutdoor spaces

Apartment rentals with a hot tub

4.97 out of 5 average rating, 172 reviews

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

LocationValueGetting around

4.97 out of 5 average rating, 151 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!

ValueFamilyQuiet

5 out of 5 average rating, 35 reviews

Welcome to Kimmy’s hideaway!

ValueLocationOutdoor spaces

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, 124 reviews

Longboat Key-OCEAN FRONT- on the beach

LocationValueView

Superhost

5 out of 5 average rating, 15 reviews

The Beach Club at Siesta Key- 104A Condo

FamilyLocationAccess

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, 184 reviews

ROYS PLACE Romantic, Private, Paradise!

ValueFamilyOutdoor spaces

5 out of 5 average rating, 9 reviews

Experience serene and luxury waterfront living.

BathroomComfortLaundry

A spacious pool area is depicted, featuring clear blue water surrounded by a large stone patio. Colorful umbrellas provide shade, while lounge chairs and green Adirondack chairs are positioned for relaxation. Lush tropical plants frame the scene, enhancing the inviting poolside atmosphere.