Family-Friendly rentals near Lido Key Beach

A dining area features a wooden table surrounded by six chairs with patterned cushions. A fireplace is located on a white brick wall, while an open kitchen is visible in the background. Bright lighting enhances the airy feel, complemented by wood beamed ceilings.

4.97 out of 5 average rating, 101 reviews

Lido Beach Dream

Bright and sunny remodeled and updated beach home featuring wood beamed ceilings, new bamboo wood firs, with 3 good size bdrms, 2 full baths, , master with with en suite, 2 queen beds, 2 twin beds,open and airy kitchen w/ eating bar and table to seat 6 plus , new appliances, w/d, large family rmwith fireplace, huge year round air conditioned lanai, garage. Golf, sailing, walking & bike trails. Walk to St Armand's Circle, beach, heated pool block away, restaurants, 130 stores and spec. shops.

The rooftop deck features an inviting area with beach-style lounge chairs under a thatched umbrella. Green synthetic grass provides a cozy feel, complemented by potted flowers, offering a serene spot for relaxation and enjoying the outdoor atmosphere.

4.92 out of 5 average rating, 110 reviews

2 BR Beachy Speakeasy | Rooftop Deck | Lido Beach

Step into your WINTER Holiday with a Beach Vacation! Now booking Spring! Reserve your March & April dates! 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

4.9 out of 5 average rating, 224 reviews

A spacious living area is highlighted by a large sectional sofa and a wooden coffee table. A TV sits atop a media console, while glass doors provide access to the outdoor patio, allowing natural light to fill the room.

Villa in Sarasota

Entire Standalone Villa,1.2k sf,1 block Lido Beach

Welcome to our cute, spacious, sun filled and newly renovated Beach Villa. A Happy place for sandy feet, friends, and family. The Villa is located 1 block away from world famous Lido Beach, a 7 min walk to St Armand's Circle, and a short 3 mile drive to grocery shopping & the excitement of downtown Sarasota. The 2 bdr villa comfortably sleeps up to 6 people and features a private outdoor patio, spacious dining area, in-unit washer/dryer & dedicated parking. Come enjoy a taste of paradise!

A covered patio space is surrounded by lush greenery and decorative plants. A light-colored table and two chairs are arranged on a tiled floor. Large, double doors in a vibrant blue lead to the outdoors, enhancing the welcoming atmosphere.

4.99 out of 5 average rating, 209 reviews

Mid-Century Modern Beach Getaway

Heart of Southside Village 10 minutes from #1 beach in the USA, Siesta Key. Five-minute drive to downtown Sarasota, 10 minutes to St. Armand Circle, Lido & Longboat Key. Enjoy this peaceful space within walking distance to shopping, restaurants & groceries. Charming private guest house offers a queen bed, sitting chairs, table, dresser, large ensuite bathroom with a walk-in shower & private outdoor sunny space and patio. Use the grill to cook your next meal. It's the perfect couple's getaway!

A charming outdoor patio features a wooden pergola draped with fabric, providing shade over a seating area with four chairs. Lush greenery, including a palm tree, surrounds the cottage, nestled on a gravel area, creating a serene and inviting atmosphere.

5 out of 5 average rating, 116 reviews

The Mango House Beach Cottage

Our cozy boho beach cottage, The Mango House is the perfect place for a couple or small family to relax and enjoy all the best Sarasota amenities. It’s conveniently located right between both Siesta Key entrances, walking distance to restaurants, grocery stores, Trader Joe’s, gym and a block from the popular Walt’s Fish Market. This gorgeous bungalow is the front house of a duplex on a large lot with plenty of cozy private outdoor space to relax and take in all the wonderful Florida weather!

4.98 out of 5 average rating, 222 reviews

Condo in Longboat Key

Oceanfront: Open Tomm & Mo $175/nt + Fees!

This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy studio condo 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...!

4.94 out of 5 average rating, 145 reviews

Lido-Key- Tiny Studio Holiday Cottage-A

We are Open after Hurricane Helene! **No Kids allowed** Lido Key- 7-10 min walk to the beach & St Armands. Quaint main floor tiny (smaller than a hotel room) studio is in a Great location and an affordable way to enjoy this popular area. This cozy cottage features a Queen size bed, refrigerator, stove, microwave, coffee maker, washer & dryer, and fully stocked cooking items & dishes, Beach chairs, umbrella & towels are provided. Located at 170 Roosevelt Dr Drive, Sarasota, Fl 34236.

A spacious studio features a comfortable king-sized bed with decorative pillows and a cozy leather couch. A mounted TV is visible alongside a desk area, while a kitchenette is seen in the background. Warm light enhances the inviting layout, complemented by modern decor.

4.93 out of 5 average rating, 515 reviews

Clean and Modern Sarasota Studio

Our studio is private, comfortable, stylish, & efficient. Whether you are coming for business or leisure, we are sure you will have everything you need. Our home is newer (built in 2020) and we designed this space specifically with Airbnb guests in mind. Our neighborhood is central to almost all of Sarasota! We were born and raised here, and in our opinion this area is central to everything! Whether you are headed to Siesta, Myakka State Park, or UTC mall, you won't be driving for long!

Guest suite in Siesta Key

4.91 out of 5 average rating, 190 reviews

Cozy Studio - quick walk to #1 Siesta Key Beach!

Recently renovated and updated! Adorable studio just steps from Siesta Key Village, and a quick walk to the beach. Spend your day exploring the key, swimming in the ocean, and experiencing the local restaurants and shops. Enjoy coffee in the mornings on the patio, and use the available bikes to catch a beautiful sunset each night. **Please note: - No excessive noise or Parties/Events will be allowed** - No Smoking inside the unit** - Quiet hours from 10 PM to 7 AM**

4.97 out of 5 average rating, 355 reviews

A private patio with a round wooden table and two chairs overlooks a manicured lawn leading to the beach. Palm trees sway gently beside the outdoor seating area, offering a serene view of the Gulf waters in the background.

Condo in Siesta Key

On the Beach; Siesta Key SunBum Studio

Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. Enjoy 2 free bikes day rental with booking!

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, 191 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 clear swimming pool is surrounded by a white fence. Sunlight reflects off the water's surface, showcasing the inviting blue hues. Towering palm trees and lush foliage provide a green backdrop, while a building stands in the distance, contributing to the resort-like setting.

4.72 out of 5 average rating, 446 reviews

Lido Key/St. Armand's Studio 17

Steps to the beach, restaurants and dining, family-friendly activities, and public transport. This is a 2025 remodel. Great for kayaking and biking. Walking or biking distance to Lido Beach, St. Armand's Circle and Ted Sperling Kayak Park. The one room studio is good for a couple and solo adventurers. Short drive to downtown Sarasota and LBK. Great for budget and value conscious travelers and still close to the beach

Popular amenities for family-friendly rentals near Lido Key Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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, 114 reviews

Longboat Key-OCEAN FRONT- on the beach

4.97 out of 5 average rating, 348 reviews

A stunning pool area is surrounded by lush greenery and tropical plants. A prominent rock feature with multiple waterfalls is visible, providing a serene focal point in the outdoor space. The vibrant blue water complements the natural elements, creating a tranquil retreat.

Island in Sarasota

JUNE OPEN! Sarasota #1 Luxury Villa w/PRIV BEACH!

A private backyard oasis is highlighted by a heated pool and a hot tub, surrounded by lush tropical landscaping. A shaded area with an umbrella and seating for outdoor dining is visible beside the pool, creating a serene environment for relaxation.

4.97 out of 5 average rating, 115 reviews

Backyard Oasis, Htd Pool/Hot Tub, Beaches, No Fees

A private outdoor area features a cozy swing sofa under a wooden pergola, surrounded by lush greenery. Several comfortable chairs are positioned around a small fire pit, creating a welcoming space for relaxation. Natural light filters gently through the surrounding trees.

4.88 out of 5 average rating, 138 reviews

City Garden Cottage

4.97 out of 5 average rating, 123 reviews

A screened lanai offers a peaceful retreat with a view of the pond and trees reflecting on the water. Comfortable seating is provided, accompanied by a small table. Natural light flows in, enhancing the serene atmosphere of the space.

Condo in Bradenton

A&A's Paradise near IMG & Anna Maria beaches

The kitchen features modern cabinetry with glass-front doors, showcasing dishware and decorative items. A teal backsplash adds color above the wooden countertop, which includes a stainless-steel sink and various utensils. A small stool is positioned nearby for convenience.

4.95 out of 5 average rating, 104 reviews

The Animal House

4.99 out of 5 average rating, 161 reviews

A spacious living area features a blue sofa and striped armchair, complemented by a wooden coffee table. Large windows allow natural light to illuminate the room, showcasing views of the turquoise Gulf. Light-colored cabinetry and decorative shelving enhance the inviting atmosphere.

Condo in Bradenton Beach

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!

A bright living room features a large, light-colored couch adorned with patterned cushions. A swing chair hangs in the corner, and a coffee table sits in front of the couch. Soft lighting and large windows enhance the cozy atmosphere.

4.97 out of 5 average rating, 117 reviews

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

Family- and pet-friendly home rentals

The exterior of the villa is displayed, featuring a welcoming blue-green door and two large windows framed in white. A small potted plant accents the entrance, while a pathway leads to the door, surrounded by well-maintained grass and greenery.

4.87 out of 5 average rating, 119 reviews

Charming Villa 14 mins away from Siesta Key Beach

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, 156 reviews

Early Chkin, Elevator-4th fl 2mins-DT, 7mins-Airpt

The studio features a modern kitchen with white cabinetry and a large countertop. A flat-screen TV is mounted on the wall, and natural light enters through sliding glass doors that lead to the private garden. A compact dining table and a plush blue ottoman add functionality.

4.96 out of 5 average rating, 113 reviews

Modern Studio · 5 min from Siesta Beach

A bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.

4.94 out of 5 average rating, 114 reviews

Oasis by Siesta Key Beach and Downtown SRQ w/pool

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, 235 reviews

Modern Private Apartment 1 Block from Sarasota Bay

4.91 out of 5 average rating, 175 reviews

Sweet, pet friendly Siesta Suite

A bright living space is showcased with wooden paneling and a ceiling fan. A cozy bed is adorned with a yellow blanket, while a colorful area rug adds warmth. A seating area with a couch and a workspace are visible, alongside a flat-screen TV and kitchenette.

4.98 out of 5 average rating, 267 reviews

The Sapphire Suite

A spacious room features a king size bed with coordinating pillows and light bedding. A chic chandelier hangs from the ceiling, illuminating the space. Natural light enters through the window, while a comfortable seating area with decorative pillows and a coffee table complete the inviting environment.

4.87 out of 5 average rating, 421 reviews

The Cottage, very close to Siesta Beach!

Family-friendly home rentals with a pool

The image captures a shared pool area surrounded by lush greenery and palm trees. Lounge chairs with blue umbrellas are positioned around the pool, which is enclosed with a white fence. A pathway leads through well-maintained landscaping, enhancing the inviting outdoor space.

4.92 out of 5 average rating, 71 reviews

Steps from Lido Beach & St. Armands Circle

A private stock tank pool is surrounded by a wooden deck and lounge chairs. An umbrella provides shade over the pool area. Colorful towels and a stylish table with refreshments are visible, set amidst a landscaped courtyard with lush greenery.

4.99 out of 5 average rating, 251 reviews

Magical Guesthouse 1 mi from SRQ airport

4.88 out of 5 average rating, 124 reviews

Condo in Longboat Key

Sunset and beach view from your balcony Unit 403

4.9 out of 5 average rating, 202 reviews

A screened lanai offers poolside views, with vibrant orange and blue chairs positioned to enjoy the scenery. Lush greenery borders the area, while palm trees sway in the gentle breeze. Glimpses of the Gulf of Mexico and a heated pool are visible through the railing.

Condo in Longboat Key

Beachfront Resort, Ocean View, Pool, Tennis, Gym

5 out of 5 average rating, 5 reviews

Modern Lido Key Studio-Steps to Beach & Kayaking

4.91 out of 5 average rating, 119 reviews

A spacious screened lanai features a circular wooden table surrounded by two wooden chairs with patterned cushions. Potted plants and decorative items are placed on the table. Beyond the railing, palm trees and the vibrant blue of the Gulf coast are visible.

Condo in Siesta Key

Siesta Key Beach Front Condo

A two-story building is depicted, characterized by its blue exterior and white columns. Palm trees and landscaping with white stones and agave plants are visible in the foreground. A parking lot surrounds the building, enhancing access for guests.

4.75 out of 5 average rating, 300 reviews

Lido Key/St Armand's Retreat

A spacious sleeping area features a large bed adorned with neutral-toned linens and decorative pillows. A light wooden chair complements a round side table, while a soft area rug provides warmth underfoot. A tall cabinet and a console are positioned along the walls, offering additional storage.

5 out of 5 average rating, 17 reviews

Lido Beach Bungalow

Family-friendly home rentals with Wifi

The backyard features a newly constructed pool accompanied by a hot tub, both surrounded by vibrant greenery and tropical landscaping. A sun shelf is present in the pool, while a patio area with seating is visible in the background under the shade of trees.

4.98 out of 5 average rating, 92 reviews

Sun-filled cottage with pool, walk to beach

Apartment in Bradenton Beach

5 out of 5 average rating, 20 reviews

Beachfront Corner Condo | Sunset Gulf Views

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.

4.96 out of 5 average rating, 25 reviews

Condo on Lido Beach-Sarasota

A bright living area features a spacious white sofa centered beneath a large woven light fixture. Tropical plants are situated near large windows that allow natural light to fill the space. A neutral rug complements the light-colored furniture and decor.

4.93 out of 5 average rating, 29 reviews

Coastal Retreat near Siesta Key Beach and Downtown

4.95 out of 5 average rating, 37 reviews

A spacious bedroom features a large bed adorned with a blue throw and several pillows. Two framed art pieces are displayed above the headboard. Nightstands with lamps are placed on either side, while a door on the left leads to another room.

Cottage in Sarasota

The All Hands On Deck Cottage at Casa Limonada

Apartment in Longboat Key

5 out of 5 average rating, 10 reviews

New Modern Longboat Key*5 Steps to Sand*Heatd Pool

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.

4.97 out of 5 average rating, 66 reviews

The One Bedroom

A serene beach scene is depicted with soft white sand blending into clear turquoise waters. A colorful umbrella and a chair are positioned on the shoreline, while gentle waves create ripples on the water's surface under a bright blue sky with fluffy white clouds.