Family-Friendly rentals near Crescent Beach

A modern living room features a light-colored leather sofa and armchairs, complemented by a colorful area rug. A wall-mounted TV is positioned against a textured stone wall, with natural light filtering through sliding glass doors that lead to a screened-in patio.

5 out of 5 average rating, 161 reviews

❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key

Welcome to Mi Casa Siesta on Siesta Key, the #1 beach in the country! Gorgeous newly renovated one-bedroom condo within a 5 min walk to the powdery white sandy beach and stunning sunsets. Also next to restaurants, bars, kayak & jet ski rentals, and much more! Contact for monthly rentals available. Experience this modern oasis: • Chic Living Room • Quartz Kitchen Countertops • King Size Mattress • Beach gear • Wifi • Private Parking • Smart TVs • Screened-in Patio • Coin Laundry room on premises

A modern bedroom features a spacious bed with crisp linens and a light-colored throw. A wooden dresser stands against the wall, and a framed artwork of a cow adds a touch of character. Subtle lighting from the bedside lamps enhances the inviting atmosphere.

4.87 out of 5 average rating, 329 reviews

[Beach Retreat] modern condo +5 min. walk to beach

5 min walk to beach and bikes onsite to rent.. Relax and recharge at this beautiful modern two bedroom Siesta Key condo. This is a fully remodeled second floor end unit with no unit above. The open layout provides excellent light throughout. Wonderful tile wood floors and a private screened in patio to sip your morning coffee. The warm sun and white sand beach awaits... beach gear (2chairs, towels, beach wagon)included complimentary -plus 2 beach cruisers to rent ($40 each per stay)

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.

4.89 out of 5 average rating, 142 reviews

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!

The exterior of the condo displays a modern design with a light color palette. Palm trees are positioned around the landscaped area, and two garages are visible, along with a walkway leading to the entrance. The sunny sky enhances the welcoming appearance of the property.

4.86 out of 5 average rating, 106 reviews

Comfy Siesta Key Condo

Ground floor 2 bedroom 2 bath condo in the heart of Siesta Key. Master suite with recently remodeled en suite bath. King bed in master. 2nd bedroom has a double bed and easy access to the full bath. Enjoy your morning coffee on the lanai before taking the easy walk Siesta Key private beach. Or just walk out the front door and spend the day at pool. Garage is stocked with beach and pool supplies like chairs, toys and a cooler. We have done some recent freshening up with new furniture.

An airy dining area features a glass table supported by a unique wooden base, surrounded by four woven chairs. Natural light floods the open space, highlighting the modern kitchen with white cabinetry and high-end finishes, while a large pendant light adds a stylish touch.

4.99 out of 5 average rating, 100 reviews

Private Standalone Home - Walk to Siesta Key Beach

Welcome to your private escape on Siesta Key, an ideal retreat for a relaxing vacation. This renovated, standalone single-level home is tucked away on a quiet, tree-lined street, offering rare privacy just a short walk from Siesta Key’s famous white-sand beaches, restaurants, and bars. Surrounded by lush tropical gardens, enjoy peaceful seclusion plus access to a large heated community pool and an intracoastal pier, perfect for morning coffee, afternoon fishing, or sunset tropical drinks.

The balcony features a cozy seating arrangement comprising two chairs and a coffee table, all set against a stunning ocean view. The turquoise waters and sandy beach are visible beyond the railing, offering a serene backdrop for relaxation.

4.99 out of 5 average rating, 105 reviews

6 Siesta Breakers - Condo, Ocean View, Heated Pool

Luxurious apartment style condo on Siesta Key Beach, Sarasota Florida overlooking the quartz white sand and turquoise waters of the #1 beach in the USA. Enjoy exquisite ocean views from the balcony or just a few steps to the beach. Our gated community positions you steps away from whatever your heart desires (pool, ocean, grocery store, restaurants, live music and local shops). Your options are limitless on Siesta Key. If you need more than one condo check - airbnb.com /h/breakers203

4.98 out of 5 average rating, 113 reviews

Pool, Shuffleboard, EV charg, Near beach, UTC mall

Welcome to Vistalodgings Vista Del Sol where families have fun ☀ 3 bedrooms: 1 king, 1 queen, 1 full, 1 twin bed and 2 full bathrooms ☀ Fully equipped kitchen: Keurig dual coffee maker, waffle maker, air fryer, electric kettle, blender, mixer, pots and pans ☀ Dining area for 8 ☀ Fast speed internet Wi-Fi ☀ Heated pool free of charge ☀ EV charger ☀ Shuffleboard, Pac-man arcade ☀ 5 Smart TVs with Disney Plus ☀ Bikes, beach chairs, umbrellas, cooler, beach toys ☀ Iron

A well-appointed kitchen features light-colored cabinetry and countertops, with modern appliances including a microwave and oven. An island provides additional workspace, while a dining area is visible in the background. Soft lighting creates a welcoming ambiance throughout the space.

4.97 out of 5 average rating, 124 reviews

Palm Bay Club! Resort Living on Siesta Key!

Meticulously Renovated Oversized, 2 Bedroom 2 Bath, Beach to Bay unit! Walk to the Famous Siesta Key beach, voted #1 beach in the US, with the worlds softest sand! This complex spans from the magnificent Bay with yachts and boats to the private beach with free access to Chairs and loungers, Cabanas are available to rent. Nearby Siesta Key Village has great shopping and restaurants. Access to free transportation around the island is right outside your door.

4.92 out of 5 average rating, 161 reviews

Cottage on Siesta Key Beachside & Stunning sunsets

Come experience Siesta Key and relax in our beachside cottage. It is sure to refresh you , whether you prefer an incredible one of a kind sunset or a long leisurely walk on the beach with the cool sugar white sand beneath your toes! This is an escape you deserve. The pool is beautiful and conveniently located on your stroll to the beach. If you enjoy music , we are close to several places you can sit & enjoy under the Tiki Huts with refreshments!

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.

4.97 out of 5 average rating, 381 reviews

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.

A private heated pool is surrounded by lush palm trees and a well-maintained lawn. An outdoor dining area with a large umbrella is visible, along with two lounge chairs positioned near the pool. The area is brightened by clear blue skies and sunlight.

5 out of 5 average rating, 160 reviews

Beach, Village, Dock & Private Pool! One-of-a-kind

Rad’s Cozy Cottage – Siesta Key Private Home. Enjoy a heated saltwater pool, canal-front dock, and putting green at this one-of-a-kind tropical getaway. Steps from Siesta Village (shops, restaurants, nightlife) and the powdery-white sands of Siesta Key Beach. Fully updated 2BR/1.5BA cottage with modern kitchen, AC, Wi-Fi, and washer/dryer. Sleeps 6 (king + 2 twins + sofa). Book your island paradise!

4.98 out of 5 average rating, 116 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 Crescent Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 157 reviews

Sunny Paradise w/Pool&HotTub 5 min to Siesta Key!

A landscaped pathway is flanked by vibrant flowering plants and palm trees. Neatly trimmed grass lines the walkway, leading to a serene courtyard. Soft lighting from a garden lantern adds to the peaceful ambiance of this tropical setting.

4.93 out of 5 average rating, 165 reviews

Siesta Key Serenity At The Palm Bay Club

Aerial view captures the pristine beach alongside the expansive manicured grounds of a gated community. The layout features several buildings with red roofs, centered around a heated salt water pool. The shoreline and beach-goers are visible in the distance.

4.98 out of 5 average rating, 58 reviews

Siesta Dunes 1st Floor Beach Front Retreat

A tranquil pool area is surrounded by palm trees, reflecting the clear blue sky. Lounge chairs are positioned around the pool's edge, inviting relaxation. The sun casts a warm glow over the scene, enhancing the peaceful ambiance of the resort.

4.98 out of 5 average rating, 132 reviews

Siesta Key For Me @ The Palm Bay Club

4.85 out of 5 average rating, 117 reviews

Stylish & Bright: Steps to Beach ~ Pool ~ Hot Tub!

4.98 out of 5 average rating, 361 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

JULY AVAIL! Sarasota #1 Luxury Villa w/PRIV BEACH!

A mid-century structure is set among lush palm trees, showcasing a combination of wooden accents and large glass windows. A curved gravel driveway leads to the front entrance, inviting natural light into the living areas and offering a serene outdoor landscape.

4.92 out of 5 average rating, 145 reviews

St Armand's Mid-Century Oasis

5 out of 5 average rating, 12 reviews

Siesta Key House, Pool & Hot Tub, 1 mile to beach

Family- and pet-friendly home rentals

An aerial view reveals the vibrant community surrounding this vacation rental, with colorful buildings and lush palm trees. The coastline stretches in the distance, showcasing the beach's sandy shoreline and turquoise waters, while the local neighborhood features a mix of residential and commercial structures.

4.98 out of 5 average rating, 60 reviews

100 Steps to beach access & 5-min Village walk

4.97 out of 5 average rating, 32 reviews

Luxury Canal-Front Home + Heated Pool Near Beach

Luxe

5 out of 5 average rating, 11 reviews

Mid-Century Modern, Pool, Mins to Siesta Key Beach

4.86 out of 5 average rating, 88 reviews

Best Location! Duplex (south) Beach 1 block away!

4.94 out of 5 average rating, 16 reviews

Waterfront -Boat Access, 1.5m to Siesta Key Beach

4.8 out of 5 average rating, 10 reviews

Home in Sarasota County

Casita Mar | Pet Friendly, Siesta Key Home w/ Pool

4.91 out of 5 average rating, 127 reviews

Siesta Key, FL - Casa Berano

5 out of 5 average rating, 10 reviews

Apartment in Siesta Key

Siesta Key Luxury Penthouse, walk to Beach&Village

Family-friendly home rentals with a pool

A single-story villa is shown from the front, featuring a light-colored exterior and a concrete driveway bordered by well-maintained greenery. Palm trees and lush landscaping enhance the tropical feel. The blue sky overhead creates a bright and inviting atmosphere.

4.94 out of 5 average rating, 16 reviews

Tropical 2BR Siesta Key Villa with Pool Access

A clear view of the ocean is presented, complemented by lush greenery in the foreground. Buildings line the coastline, and a blue sky with light clouds enhances the scene, creating an atmosphere of tranquility and connection to nature.

4.97 out of 5 average rating, 31 reviews

Penthouse Beautiful Ocean Views

A modern, one-story villa is showcased with a light-colored exterior. The front door is flanked by tropical palm trees and vibrant landscaping. A paved driveway leads to an attached garage, enhancing accessibility in this coastal retreat.

5 out of 5 average rating, 33 reviews

Beach Villa w Garage | Extra Space

An aerial view captures the expansive white sand beach and turquoise waters, lined with beachgoers. The surrounding buildings and amenities are visible, including pools and recreational areas, creating a vibrant coastal atmosphere. Cloud patterns add depth to the bright blue sky above.

4.94 out of 5 average rating, 130 reviews

Beautiful White Sand Siesta Key Beach

5 out of 5 average rating, 5 reviews

Luxury 3B/3B waterfront home w/ pool + boat access

The living area features a comfortable seating arrangement, including a gray leather couch and accent chairs. A round coffee table sits in the center, surrounded by a patterned rug. Natural light filters through plantation shutters, illuminating the dining table with seating for six.

4.74 out of 5 average rating, 38 reviews

Anchorage Resort 2nd Floor 2 Bedroom Condo/Pool

5 out of 5 average rating, 4 reviews

Huge Villa! Sunroom, Pool, Near Crescent Beach!

4.94 out of 5 average rating, 77 reviews

Villa in Siesta Key

Siesta Key*PRIVATE BEACH*Gulf Side*Heated Pool

Family-friendly home rentals with Wifi

An open concept living area features a blend of modern and comfortable furnishings. A dark wooden coffee table is centered on a textured rug, with a stylish mirror and a ceiling fan overhead. Large glass doors allow natural light and views of the screened Florida Room.

4.91 out of 5 average rating, 98 reviews

Enchanting Coastal Ambiance & Breathtaking Sunsets

5 out of 5 average rating, 14 reviews

An aerial view captures the beachfront location of the property, showing lush greenery surrounding the home with the Gulf of Mexico in the background. The sandy beach stretches along the coastline, and a clear blue sky adds to the serene coastal environment.

Home in Englewood

Luxury Beachfront Property

A panoramic view showcases a sandy beach stretching along the coastline, framed by swaying palm trees. The tranquil azure waters of the Gulf are visible, and a few sun loungers are scattered across the beach, enhancing the serene coastal atmosphere.

4.93 out of 5 average rating, 84 reviews

Beach & Pool Open! Beachfront View All Rooms. Chai

5 out of 5 average rating, 4 reviews

Direct Gulf View - Residence 603

4.96 out of 5 average rating, 24 reviews

Bike to Beach Double King Suites, Pool & Mini Golf

A sunset is captured over the water, with silhouettes of several individuals standing on the sandy beach. The sun casts a golden glow, reflecting on the waves, while streaks of clouds add depth to the colorful sky.

4.81 out of 5 average rating, 69 reviews

Easy Walk to the Beach - No car Needed -1st floor

A screened-in lanai is shown, featuring a comfortable rocking chair and a small table. The view through the screens offers a serene perspective of the beach and ocean, complemented by palm trees and manicured greenery outside.

4.77 out of 5 average rating, 39 reviews

LUXURY BEACH CABANA ON SIESTA KEY!

An inviting living area features a comfortable grey sofa and two armchairs surrounding a wooden coffee table. A flat-screen television is mounted on the wall, while a light rug with subtle stripes enhances the open layout leading to a modern kitchen area.