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.

LocationFamilyCheckout

5.0 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...!

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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!

FamilyValueComfort

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.

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5.0 out of 5 average rating, 273 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.

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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, 311 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!

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Apartment in Bradenton Beach

4.92 out of 5 average rating, 153 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

LocationFamilyAccess

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!

ValueLocationQuiet

A well-lit bathroom features a marble countertop with a spacious sink and a large mirror above. Soft natural light filters through a nearby window, illuminating the light blue walls. A shower curtain adds privacy, while decorative elements enhance the overall aesthetic.

4.92 out of 5 average rating, 126 reviews

Rhodes Studio Retreat -close to Beaches & Downtown

Experience pure elegance in this newly renovated studio retreat. With a private entrance, it comfortably accommodates 3 guests (2 on the bed, 1 on the couch). Enjoy dedicated parking, a full bath, plush queen bed, cozy couch, and a well-equipped kitchenette. Nestled in a tranquil locale near downtown Sarasota, this oasis offers easy access to urban delights. Siesta Beach is just 8.7 miles away, while Lido Beach beckons at 5.8 miles. Your ultimate escape begins here!

LocationFamilyCondition

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.

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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

ValueLocationCondition

Apartment in Gulf Gate Estates

A light-filled living area features a soft blue sofa adorned with decorative pillows. Large sliding glass doors open to a private screened lanai, enhancing the connection to the outdoors. A simple coffee table is centered on a cozy area rug, with a TV placed against the opposite wall.

4.86 out of 5 average rating, 197 reviews

Little Gem 2nd-Floor Condo w/ Heated Pool | 1BR

Charming second-floor 1-bedroom condo in a quiet residential area of Sarasota. Siesta Key Beach is a 5–10 minute drive (traffic dependent). Pet-friendly home — all pets welcome with a flat $10 pet fee per reservation, regardless of the number of pets. Guests enjoy access to a heated community pool and a convenient location close to shopping and dining.

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Popular amenities for Siesta Key apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

5.0 out of 5 average rating, 17 reviews

Bougie Beach Bungalow – Siesta Key, Florida

FamilyLocationWalkability

5.0 out of 5 average rating, 11 reviews

Siesta Key Luxury Penthouse, walk to Beach&Village

LocationFamilyCheckout

4.96 out of 5 average rating, 27 reviews

Just renovated, beach view from balcony Unit 203

LocationFamilyDecor

4.96 out of 5 average rating, 24 reviews

Two bedroom across from beach, walk to town!

ValueFamilyCleanliness

4.94 out of 5 average rating, 32 reviews

Beach Walk Bungalow

LocationFamilyAir conditioning

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

ValueFamilyHospitality

5.0 out of 5 average rating, 10 reviews

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

LocationWalkabilityComfort

4.87 out of 5 average rating, 38 reviews

Cozy 1BR w/ Pool · 4 min from Siesta

ValueLocationOutdoor spaces

Private apartment rentals

5.0 out of 5 average rating, 35 reviews

New Modern on Beach- Walk out 5 steps to Sand

FamilyLocationOutdoor spaces

4.95 out of 5 average rating, 21 reviews

Cozy 1BR in Pinecraft • 10 Min to Sarasota Fun

FamilyLocationKitchen

5.0 out of 5 average rating, 18 reviews

Panoramic Views Walkable Beach Condo

ValueLocationGetting around

A weathered wooden sign displaying 'Village West' is partially obscured by colorful flowering plants and lush greenery, indicating the entrance to the property. The background reveals other greenery and a part of the building, enhancing the welcoming ambiance.

4.63 out of 5 average rating, 19 reviews

1BR-Ground Floor Condo-Pool-Siesta Key Village

LocationHospitalityKitchen

4.93 out of 5 average rating, 60 reviews

Lil' Kahuna Siesta Retreat

LocationFamilyBeach

Apartment in Bradenton Beach

4.98 out of 5 average rating, 53 reviews

Beachfront Corner Condo | Sunset Gulf Views

LocationConditionComfort

Apartment in Bradenton Beach

5.0 out of 5 average rating, 34 reviews

Gulf front screened lanai, best sunset views AMI

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A spacious outdoor area is surrounded by lush greenery and palm trees. A private heated pool is visible near the house, which features a whimsical mural on the exterior wall. Sunlight filters through the leaves, creating a serene atmosphere.

4.98 out of 5 average rating, 87 reviews

Beechwood Suites C

LocationFamilyBiking

Apartment rentals with a hot tub

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, 185 reviews

ROYS PLACE Romantic, Private, Paradise!

ValueLocationQuiet

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

ValueFamilyDecor

4.97 out of 5 average rating, 172 reviews

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

LocationFamilyKitchen

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.

4.99 out of 5 average rating, 111 reviews

Graceful Getaway

LocationFamilyView

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!

ValueLocationAccess

5.0 out of 5 average rating, 15 reviews

The Beach Club at Siesta Key- 104A Condo

FamilyLocationHospitality

A bright living area is showcased, featuring a light-colored sectional sofa and an accent chair. A large flat-screen TV is mounted on a stylish entertainment unit. Decorative elements include soft textiles and natural light streaming in from multiple windows, enhancing the open-concept layout.

5.0 out of 5 average rating, 14 reviews

Waterfront 2BR 2BA | Pool - 10 min walk to Beach

LocationFamilyView

A spacious living area is presented with a dining table for four and a comfortable blue sofa. Light enters through large sliding doors that open to a balcony. Art on the walls reflects coastal themes, and lamps provide ambient lighting.