Apartment holiday rentals in Siesta Key

4.9 out of 5 average rating, 251 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.

Flat 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, 116 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.

5 out of 5 average rating, 107 reviews

A serene beach scene highlights soft white sand stretching along the coastline. Calm turquoise waters gently lap at the shore under a clear blue sky. Beach loungers and umbrellas are positioned along the sand, with a natural backdrop of greenery in the distance.

Flat in Longboat Key

Sandy Toes: Open July 26th - 31st!

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, 134 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 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, 112 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, 265 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, 304 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!

4.91 out of 5 average rating, 146 reviews

Flat in Bradenton Beach

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

4.87 out of 5 average rating, 108 reviews

Flat in Bradenton

Riverfront 2BR • Near Anna Maria Island

Waterview Escape is a peaceful 2BR, 1.5BA waterfront apartment on the Manatee River, just 5 miles from Anna Maria Island and close to Downtown Bradenton, Sarasota, and Tampa Bay. Enjoy sunrise water views from both bedrooms and the living room, a fully equipped kitchen, and a private entrance. Perfect for beach days, boating, fishing, or exploring the Gulf Coast. Quiet, safe neighborhood with easy access to shops, dining, and marinas.

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.

4.9 out of 5 average rating, 116 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.

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, 103 reviews

Siesta Sunsets Suite

Siesta Sunset Suite....experience Private Beach access to Americas #1 Beach and #1 Sunset! It's truly a one of a kind experience, as the beach is just steps outside your door! Also your choice, move from the sea and sand life to the Siesta by the pool. We do require a 2 night minimum stay. The free Siesta Key trolly stop is nearby, so don't miss the restaurants, terrific shopping, and Beachy nightlife.

4.81 out of 5 average rating, 264 reviews

Steps to Siesta Beach | Chic Studio / Pool & Patio

Bright & Stylish Retreat ✨ This beautifully designed open-concept home blends modern comfort with elegant style. Relax in the airy living/dining space, unwind in the serene bedroom, and soak up natural light from large windows. Enjoy your private patio, take a dip in the pool, and use the queen airbed for extra guests—perfect for couples, friends, or family. Max 4 guests.

Popular amenities for Siesta Key apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.93 out of 5 average rating, 27 reviews

Beach Walk Bungalow

4.94 out of 5 average rating, 16 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, 78 reviews

Modern 2BR Retreat · Heated Pool · Near Siesta

5 out of 5 average rating, 9 reviews

Siesta Key Paradise - Steps to Beach & Village

5 out of 5 average rating, 28 reviews

Flat in Longboat Key

Is this Heaven? No, it's Longboat Key

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, 91 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.

Flat in Lido Key

The One Bedroom

An aerial view captures a shared pool surrounded by palm trees and lounge chairs. Residents enjoy leisure time in the water, while additional chairs are positioned around the pool area, enhancing the atmosphere of relaxation within a well-maintained community.

4.97 out of 5 average rating, 34 reviews

Siesta Sunset Townhouse

Private apartment rentals

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.

4.99 out of 5 average rating, 81 reviews

Beechwood Suites C

4.98 out of 5 average rating, 44 reviews

Flat in Bradenton Beach

Beachfront Corner Condo | Sunset Gulf Views

A broad view of Siesta Beach reveals soft white sands and vibrant blue waters, with various beachgoers enjoying the sun. Colorful umbrellas and beach tents are scattered along the shore, and several groups can be seen lounging on towels. The tranquil ocean meets the coastline seamlessly.

4.9 out of 5 average rating, 42 reviews

Good Vibrations - stay ON the beach in Siesta Key!

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, 16 reviews

Lake View Condo

5 out of 5 average rating, 25 reviews

Flat in Bradenton Beach

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.

4.93 out of 5 average rating, 30 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

4.97 out of 5 average rating, 142 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.

Flat 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

Flat 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, 125 reviews

Traders' Haven - Historic 8th Ave Mega Beach Condo

4.96 out of 5 average rating, 121 reviews

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.

Flat in Longboat Key

Longboat Key-OCEAN FRONT- on the beach

Superhost

5 out of 5 average rating, 15 reviews

The Beach Club at Siesta Key- 104A Condo

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, 25 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!

A modern living area features large glass windows that provide natural light and a view of the outdoors. A comfortable sofa with accent pillows sits next to a stylish coffee table. The dining area showcases sleek chairs around a white table topped with decorative elements.