Apartment holiday rentals in Saint Armands Key

A cozy bedroom features a queen-sized bed with white linens and a decorative pillow. Soft light from two bedside lamps enhances the warm wooden accents. The room includes two windows with wooden blinds, allowing for natural light, and a piece of artwork is prominently displayed on the wall.

4.9 out of 5 average rating, 168 reviews

Adorable Historic & Charming Walkable Safe Area

Our historic building was built in the 1950's as the main gateway into Sarasota from the south. Nestled between high-end residential Laurel Park, Palm Avenue and Hudson Bayou. Centrally located between Siesta & Lido Beaches. Next to the Bayfront Marina, Whole Foods, Selby Gardens, Opera, Library, Performance & Movie Theaters, restaurants, shopping, nightlife, boat/water activity/rentals, parks, spas, public transport, 10 minutes to airport. Walking area and free trolleys, moped & scooter rental.

A compact sleeping area is furnished with a wooden bed frame and a colorful assortment of throw pillows. A modern air conditioning unit is mounted above, while a bedside table holds a lamp. Light streams in through the window adorned with wooden blinds.

4.97 out of 5 average rating, 238 reviews

Modern Private Apartment 1 Block from Sarasota Bay

One block from Sarasota Bay - completely remodeled and fully furnished guest apartment with a Miami deco feel. The unit is a little over 300 sf with full kitchen, one bathroom w/ shower, comfy queen bed, several stools/ chairs, flat screen tv, wifi, off-street parking, six USB ports for easy charging and sitting area outdoors on front porch. Five minutes to downtown or SRQ airport, 15 minutes to Lido Beach, and 25 minutes to Siesta Beach with easy access to University Parkway or Fruitville Rd.

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, 180 reviews

ROYS PLACE Romantic, Private, Paradise!

NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR THREE YEARS. "I LOVE ROYS PLACE!" Words most commonly used by guests in reviews are "quality" "clean" "cute" "sexy" "cool" "safe" . This is a restored 600 sq. ft. one bedroom apartment in an old historic home located in the heart of coveted safe Northwest Sarasota. Offered for you, a romantic boutique apartment with your own private (exclusive to you, not shared) CLOTHING OPTIONAL lanai, outdoor shower and heated pool.

5 out of 5 average rating, 103 reviews

The image captures a serene beach scene, showcasing gentle waves lapping at the shore under a bright blue sky. Tall grasses sway gracefully in the foreground, while lush greenery borders the sandy beach, leading to the calm, turquoise waters of the Gulf.

Flat in Longboat Key

Sandy Toes & Sun Kissed Nose!

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...!

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, 109 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, 260 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.

4.91 out of 5 average rating, 145 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

4.93 out of 5 average rating, 121 reviews

2 BR Beachy Speakeasy | Rooftop Deck | Lido Beach

Step into Summer 2026 with a Beach Vacation! Picture this: a rooftop deck, just a 5min walk to the pristine sand of Lido Beach, and surrounded by the charm St Armand's Circle with boutiques, and eateries, all within walking distance. Forget the conventional - this condo's got a secret. Tucked behind an unassuming door lies a vibrant space, drawing inspiration from speakeasy culture fused w/ a beach vibe. Your adventure starts now

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, 216 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

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.

4.91 out of 5 average rating, 113 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.

Superhost

4.8 out of 5 average rating, 229 reviews

Downtown Apartment with Amenities!

This new construction apartment features an oversized kitchen island and a slider with views of Downtown Sarasota. Shared amenities include: a gym; sunset deck; massive roof deck with a pool; gazebo with big-screen TV, fireplace, and wet bar; a dog run; and access to the adjacent Cowork office space. Also on-site is a full service cafe.

A bright pool area is enclosed by a screened structure, featuring a sparkling pool with a curved edge. A detached two-story apartment stands adjacent, accessible by stairs. Lush greenery and potted plants enhance the serene atmosphere, creating a residential retreat.