Family-friendly rentals near Lido Key Beach

4.98 out of 5 average rating, 40 reviews

A spacious living and dining area features a large blue sofa and comfortable swivel chair, complemented by a circular glass coffee table. A dining table with chairs occupies the corner, while natural light filters through curtains on a nearby window.

Apartment in Lido Key

Lido Key | Steps to Beach, Walk to St. Armands

🏆 Exclusive Amenities: • Public Pool located at Lido Pavilion for a small fee • Lido Beach Access across the street • Walk to St. Armands Circle • 2 Private Queen Suites - with full ensuite bathroom • Smart TV & Fast Wi-Fi • Fully Equipped Kitchen and Coffee Maker, Dishwasher • Beach Gear Included: chairs, umbrella + beach towels • Dedicated On-Site Parking (1 space) • Shared Coin-Operated Laundry onsite • Starter Packs: Bathroom Toiletries & Kitchen Home Essentials • Enhanced Cleaning Protocol

4.88 out of 5 average rating, 241 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 Lido Key

Lido Beach Villa | Steps to Beach & St. Armands

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 dedicated outdoor patio, spacious dining area, in-unit washer/dryer & dedicated parking. Come enjoy a taste of paradise!

4.88 out of 5 average rating, 146 reviews

A modern dining area is highlighted by a marble table with an elegant vase and tableware arranged for a meal. Stainless steel appliances and a large television are visible in the background, with natural light flowing in from sliding glass doors leading to an outdoor space.

Condo in Siesta Key

Crystal House on Siesta Key Beach

This is an updated and renovated two bedroom suite on Siesta Key. Complete with marble dining table, stainless appliances and large televisions. There is a computer in the spare bedroom for your convenience along with an Xbox and DVD player. We tried to think of everything so please feel free to make suggestions after your stay. Your satisfaction is our number one concern. The sofa is a Laz-Y-Boy and is not a sleeper but is very comfortable!!! There is a set of twin-twin bunks in the main room!

4.95 out of 5 average rating, 198 reviews

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. *Brand new pool* VR24-00265

Apartment in Longboat Key

Beach Bliss: Open Sept 13th - 16th!

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...!

5.0 out of 5 average rating, 122 reviews

4.97 out of 5 average rating, 104 reviews

Home in Lido Key

Lido Beach Dream

Bright and sunny updated beach home featuring wood beamed ceilings, new bamboo wood firs, with 3 bedrooms, 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, family room, huge year-round air-conditioned lanai, garage. golf, sailing, walking & bike trails. Walk to beach and St Armand's Circle, shops and restaurants. The Vacation Rental License number is 22-00005.

4.95 out of 5 average rating, 154 reviews

Condo in Lido Key

Lido-Key- Tiny Studio Holiday Cottage-A

No Pets 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, and cooking items & dishes, Beach chairs, umbrella & towels are provided. Located at 170 Roosevelt Dr Drive, Sarasota, Fl 34236.

4.87 out of 5 average rating, 104 reviews

A private pool is surrounded by a tiled patio featuring lounge chairs. Lush greenery provides privacy, while kayaks are stored against the wall. The structure above includes a staircase leading to the upper level, complementing the outdoor space.

Home in Lido Key

Lido Key House

One story house with two bedrooms and two bathrooms located one block from Lido Beach and a short walk from the stores and restaurants of St. Armand's Circle. It features an open, airy interior, large patio and newly constructed private pool and a recently updated kitchen. (Property also has a studio apartment that is unoccupied and does not have access to the grounds or pool.) City certificate of reg. #VR22-00012

4.89 out of 5 average rating, 72 reviews

Apartment in Lido Key

Spacious Lido Cottage Walk to Beach & The Circle

Tranquil coastal retreat near Lido Beach & St. Armand's Circle. This bright, airy getaway comfortably fits 4 guests, featuring an open-concept living space, modern kitchen, queen bedroom, and a unique double bed sleeping nook. Enjoy a private deck with an outdoor shower, screened lanai, and access to a heated community pool. Perfect for beach lovers seeking relaxation and vibrant local experiences.

4.97 out of 5 average rating, 119 reviews

The guesthouse bedroom features a spacious bed covered with a patterned comforter in blue and white tones. A dresser and a wall-mounted TV are visible, and light-colored flooring enhances the room's airy feel. A door leads to an adjoining living area.

Guest suite in Lido Key

Lido Beach Guest House - Chasing the Sun

Adorable 1 Bedroom, 1 Bath guesthouse less than a block to Lido Beach and St Armands circle. Enjoy a morning stroll on the beach collecting sea shells, walk to St. Armand's to experience great restaurants and shopping or enjoy a day kayaking or lounging on the beach. This vacation home has all of this and more just waiting for you to experience! Certificate of Registration Number VR22-00021

4.95 out of 5 average rating, 73 reviews

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.

Condo in Lido Key

we are open for business, living the dream.

Cute fully equipped 1 bedroom 1 bath condo on Lido key. Small condo complex with assigned covered parking and private patio area. Beach towels, chairs, cooler, cart and umbrella provided. Kayak launch within walking distance, Parks within walking distance and beach just short walk. Just bring your toothbrush. Walk to the beach and St. Armand's circle. Minutes from downtown.

4.98 out of 5 average rating, 128 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

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

4.96 out of 5 average rating, 112 reviews

Sun-filled cottage with pool, walk to beach

5.0 out of 5 average rating, 103 reviews

A dining area is presented with a large wooden table surrounded by blue upholstered chairs. Sunlight pours through expansive windows, revealing views of the turquoise waters and sandy beach beyond. A beach-inspired artwork decorates the wall, adding a touch of coastal charm.

Condo in Siesta Key

Breathtaking Beachfront Views in Siesta Key

5.0 out of 5 average rating, 117 reviews

Home in Arlington Park

The Blessing House- Htd Pool/Spa, Close to Beaches

Home in Gulf Gate Estates

Relax+ Jacuzzi | 9 Min to Siesta Key Beach

4.96 out of 5 average rating, 134 reviews

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, 135 reviews

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

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, 158 reviews

Cozy Boho Bungalow Pool/Spa Downtown Sarasota

4.85 out of 5 average rating, 103 reviews

Home in Sarasota Springs

[The Paradise Palms] Salt Water Pool & Hot Tub

4.98 out of 5 average rating, 127 reviews

The outdoor area features a uniquely shaped heated saltwater pool with clear blue water. Surrounding the pool are loungers placed on a bright, white deck, complemented by tropical plants and palm trees that enhance the tranquil environment.

Home in South Sarasota

Tropical Oasis Heated Pool Hot Tub Near Siesta Key

Family- and pet-friendly home rentals

Apartment in Downtown Sarasota

Central Downtown Apartment with Pool and Gym

4.87 out of 5 average rating, 206 reviews

An outdoor space showcases a heated saltwater pool with a calm blue hue, surrounded by comfortable lounge chairs. The area is framed by lush greenery and fencing, enhancing privacy. The backdrop features a gently lit sky at dusk, complementing the home's modern design.

4.95 out of 5 average rating, 110 reviews

Retreat by the Bay-Heated Saltwater Pool

Home in Gulf Gate Estates

Beachy Cottage close to Siesta | 3 Bed | Huge Pool

4.89 out of 5 average rating, 107 reviews

4.94 out of 5 average rating, 100 reviews

A Tiki bar with a thatched roof provides a stylish overlook of a heated pool surrounded by lounge chairs. The design features natural wood accents and vibrant decorations, inviting relaxation and leisure. Sunlight reflects off the water, adding to the serene outdoor atmosphere.

Home in South Sarasota

Tiki Bar Paradise! Heated Pool & Gaming Oasis!

The exterior of a charming adobe-style home is highlighted, featuring a light blue facade and a decorative entrance. A pathway leads to the door, bordered by colorful plantings and a white picket fence. Tropical plants add to the serene ambiance of the front garden.

4.95 out of 5 average rating, 118 reviews

Casa de Zara| Downtown Sarasota- 5mi Lido Beach

4.98 out of 5 average rating, 125 reviews

Home in Bradenton Beach

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!

4.86 out of 5 average rating, 426 reviews

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.

Guesthouse in Sarasota

The Cottage, very close to Siesta Beach!

4.99 out of 5 average rating, 142 reviews

A relaxing outdoor space features a lounge chair adorned with a striped towel and a wide-brimmed hat. A tray holds a refreshing drink beside the crystal-clear pool, surrounded by lush tropical foliage and a colorful float visible in the water.

Villa in Arlington Park

Luxury Villa with Pool, Game Room, Near Beach

Family-friendly home rentals with a pool

4.92 out of 5 average rating, 170 reviews

Condo in Sarasota

Cottage on Siesta Key Beachside & Stunning sunsets

4.71 out of 5 average rating, 83 reviews

Townhouse in Lido Key

Charming Lido Beach Condo

4.96 out of 5 average rating, 28 reviews

A spacious living area features a light-colored sofa and armchairs, with decorative pillows adding color. A coffee table sits in the middle, and a flat-screen TV is mounted on the wall. Natural light streams through windows, complementing the neutral-toned decor and beach-themed accents.

Condo in Saint Armands

Lido Beach/St. Armands Condo

4.93 out of 5 average rating, 82 reviews

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.

Condo in Saint Armands

Steps from Lido Beach & St. Armands Circle

4.96 out of 5 average rating, 45 reviews

Condo in Saint Armands

*NEW-Prime Spot St. Armands/Lido Key 1st fl w/pool

5.0 out of 5 average rating, 3 reviews

Villa in Lido Key

One Block from the Beach Lido Beach Palms 5

5.0 out of 5 average rating, 75 reviews

A modern home exterior is showcased at dusk, featuring a blue garage door and a welcoming entryway. A well-maintained garden with colorful plants lines the walkway, while palm trees and soft landscape lighting enhance the ambiance of the surroundings.

Home in Saint Armands

St Armands Mid Century Rad Pad with Pool

4.57 out of 5 average rating, 44 reviews

Condo in Lido Key

Lido Key Villa: Walk to Beach, Pool, St. Armands

Family-friendly home rentals with Wi-Fi

5.0 out of 5 average rating, 11 reviews

Bungalow in Sarasota

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay

5.0 out of 5 average rating, 12 reviews

A private outdoor area is highlighted by a heated pool and spa, surrounded by a screened enclosure. Comfortable loungers and dining seating are present on the patio, with umbrellas offering shade. The tranquil blue water reflects the evening sky and palm trees in the background.

Home in Saint Armands

Seabreeze Serenity: Lido Key Poolside Paradise

4.95 out of 5 average rating, 38 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 Lido Key

The All Hands On Deck Cottage at Casa Limonada

4.97 out of 5 average rating, 34 reviews

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.

Apartment in Lido Key

Condo on Lido Beach-Sarasota

4.95 out of 5 average rating, 63 reviews

A private heated pool is surrounded by a spacious patio with lounge chairs and an umbrella for shade. The modern two-story home features large glass doors that brighten the living spaces, and vibrant greenery enhances the outdoor area.

Home in Arlington Park

Private Heated Pool Retreat for Two Families

4.97 out of 5 average rating, 39 reviews

Cottage in Lido Key

Lido Key Beach Bungalow with Private Heated Pool!

5.0 out of 5 average rating, 7 reviews

Sun Coast Oasis-Heated Pool-Pool Table-Arcade