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Family-friendly rentals near Crescent Beach

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Top-rated family-friendly rentals near Crescent Beach

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Guest favourite
A heated pool is surrounded by a tiled deck, with lounge chairs available for guests. Palm trees and blue umbrellas create a tropical atmosphere, while the beach and ocean are visible beyond the pool area under a clear blue sky.
Apartment in Siesta Key
4.95 out of 5 average rating, 133 reviews

2 Bed/2 Bath Condo Resort View on Siesta Key Beach

Amazing 2nd floor unit in building C at the Sarasota Surf & Racquet Club. This fully furnished 2 bed/ 2 bath condo offers a resort view and just steps away from the white sands of Siesta Key Beach. This unit is recently updated with an open floor plan, featuring stainless steel appliances, granite counter tops, kitchen bar with stools, living room, and dining room. This unit has flat screen tv's, ceiling fans, and maid service including linens and bath towels. Washer/dryer located down the hall

Superhost
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.
Apartment in Siesta Key
4.89 out of 5 average rating, 127 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!

Top guest favourite
A spacious bedroom features a king size bed with a white bedding set and decorative pillows. Soft blue walls provide a calming backdrop. A ceiling fan is installed overhead, and natural light streams in through the window adorned with light blinds. Complementary artwork adds a touch of coastal charm.
Guest house in Sarasota
4.92 out of 5 average rating, 118 reviews

Super Clean Cozy and Quaint steps from the beach

The best of all worlds, cleanliness and steps from the beach. Avoid the crowds at the public beach in this beautiful private beach with lounge chairs already at the beach for your convenience. Literally yards from the beach, exit the ground floor condo and walk 100 yards to the gate to the private beach. Only 2 miles from the village, with an easy close by trolley stop just outside the complex. Beach cart, umbrella, cooler, beach toys and towels provided for your convenience! Look no further.

Top guest favourite
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.
Apartment in Siesta Key
4.97 out of 5 average rating, 345 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. Enjoy 2 free bikes day rental with booking!

Guest favourite
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.
Apartment in Siesta Key
4.96 out of 5 average rating, 112 reviews

Palm Bay Club! Resort Style 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.

Guest favourite
The outdoor area features several lounge chairs and umbrellas arranged around a clean patio, with well-maintained landscaping in the background. A pathway leads toward the ocean, where turquoise waters can be seen in the distance under clear skies.
Apartment in Sarasota
4.97 out of 5 average rating, 110 reviews

203 Luxury Condo With 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.

Superhost
The open living space is highlighted by a circular dining table surrounded by four chairs. A turquoise sofa and coffee table are arranged in the living area, with a large TV mounted on the wall. Natural light fills the room through nearby windows, enhancing the airy atmosphere.
Flat in Siesta Key
4.79 out of 5 average rating, 225 reviews

2/2 Beach House Apt on Siesta Key

Siesta Key Waterfront Apartment. Sleeps 6. Split plan 2 bedroom, 2 full bathroom “Beach House” w/ a full kitchen & recently updated! Bedroom 1: King. Bedroom 2: Queen. Living room: Sleeper sofa. 75” smart TV in the living room. A private screened lanai overlooking canal to Sarasota Bay. This is located in a super cute, quaint resort w/ other units. FREE KAYAKS & SUPs FOR GUESTS!

Top guest favourite
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
4.97 out of 5 average rating, 339 reviews

Huge NOV SALE, EXCL Sarasota #1 Luxery beach Villa

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

Top guest favourite
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.
Apartment in Siesta Key
4.93 out of 5 average rating, 115 reviews

Beautiful White Sand Siesta Key Beach

This studio has lots of space and is across from the pool and just a few short steps from the beautiful Siesta beach. Known for it powder sand white beach and tropical breeze. Average Temperature is 70. The two large pools are heated all year. This unit has one king mattress . There are shuffleboard courts an tennis court and is close to everything.

Top guest favourite
The living room features a spacious layout with a comfortable gray sofa and rocker recliner. A dining area with a table for six is present, alongside large glass doors that provide ample natural light and a view of the surrounding greenery. A flat screen TV is visible.
Apartment in Siesta Key
4.97 out of 5 average rating, 128 reviews

Siesta Key Condo. Checkout our great rates!

Our beautiful Siesta Key condo is located a short stroll from the famous Siesta Key beach with its beautiful quartz sand and amazing sunsets. The Midnight Cove II condominium complex has private beach access with outstanding amenities and is very family friendly, come and enjoy the natural beauty this complex and all Siesta Key has to offer.

Top guest favourite
Lounge chairs with blue and white striped canopies are positioned on the sandy beach, offering shade and comfort. The expansive shoreline stretches into the distance, meeting a calm, turquoise sea under a partly cloudy sky.
Serviced apartment in Siesta Key
4.99 out of 5 average rating, 200 reviews

Siesta Key #1 Beach, pickle ball & tennis paradise

BEST SPOT AT SIESTA KEY BEACH. Beautiful apartment in Siesta Key Beach. Fully equipped. Condo hotel, on the best area of the beach in Siesta. Main bedroom with King bed. 2nd room with two single beds. Queen sofa bed in the living room. Pack n Play & high chair for children. 1200 MB Wifi. 70” Smart TV, 2 55” TVs Nesspreso, Keurig.

Superhost
A heated swimming pool is surrounded by a spacious deck with lounge chairs. A shaded cabana is visible to one side, enhancing the inviting atmosphere. Palm trees and lush landscaping create a tropical ambiance under a clear blue sky.
Apartment in Sarasota
4.73 out of 5 average rating, 139 reviews

Best Deals on Siesta Key

Siesta Key Studio with 1 Bathroom We are proud of our Siesta Key Condo at Ebb Tide. It is in the heart of Crescent Beach. Once you park your car there is no need to use a car for the rest of your stay. A short one minute walk and your toes are enjoying the lush, white (quartz) sands of the crescent beach.

Popular amenities for family-friendly rentals near Crescent Beach

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favourite
Home in Sarasota
4.98 out of 5 average rating, 146 reviews

Family Retreat w/Pool&HotTub 5 min to Siesta Key!

Top guest favourite
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
4.96 out of 5 average rating, 113 reviews

Longboat Key-OCEAN FRONT- on the beach

Top guest favourite
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.
Apartment in Bradenton Beach
4.99 out of 5 average rating, 153 reviews

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

Guest favourite
A vibrant sunset lights up the sky in shades of orange and pink, framed by tall trees that line a quiet street. The silhouettes of palm trees add to the tropical ambiance, while homes are visible in the background, nestled among the lush landscaping.
Home in Sarasota
4.92 out of 5 average rating, 102 reviews

Spectacular Sunsets! 15 min Siesta Key!

Superhost
A spacious backyard features a heated private pool surrounded by a paved area. Lounge chairs are positioned around the pool, with umbrellas providing shade. Lush greenery and a fence frame the yard, creating a serene outdoor setting, ideal for relaxation.
Home in Sarasota
4.78 out of 5 average rating, 106 reviews

New Renovation 4bd 2bth Pool 3mi from Siesta Beach

Guest favourite
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.
Home in Sarasota
4.97 out of 5 average rating, 104 reviews

Cozy Boho Bungalow Pool/Spa QR Code Walkthrough

Superhost
A cozy living area is highlighted by a navy blue sofa adorned with decorative pillows. A colorful piece of wall art draws attention, while two pendant lights cast a warm glow. A small white table holds a yellow lamp, and a potted plant adds a touch of greenery.
Bungalow in Osprey
4.78 out of 5 average rating, 360 reviews

Osprey,Buttonwood Cottage.Hot tub -patio.Sublime !

Guest favourite
An aerial view captures the expansive Siesta Key coastline, showcasing a stretch of sandy beach meeting calm blue waters. Nearby buildings and lush greenery punctuate the landscape, highlighting the serene environment just minutes away from the cottages.
Cottage in Sarasota
4.78 out of 5 average rating, 144 reviews

Siesta Key Cottages Crescent 1B Beach/Pool/Hot Tub

Family- and pet-friendly home rentals

Guest favourite
A heated pool is framed by a screened enclosure, allowing for sunlit swims while providing shade. Comfortable lounge chairs are lined along the poolside, and greenery is visible in the background, creating a serene atmosphere for relaxation.
Home in Sarasota
4.93 out of 5 average rating, 106 reviews

2BR/2BA home w/ heated pool, 5 min to Siesta Key!

Top guest favourite
A modern studio layout features a queen bed with a blue floral bedspread, complemented by a comfortable futon and decorative pillows. A small dining table with two chairs is positioned near the seating area, while large blue curtains frame the window, allowing natural light to enter.
Flat in Sarasota
4.89 out of 5 average rating, 167 reviews

Chic & Cozy Getaway • Near Siesta Key Beach

Guest favourite
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.
Home in Sarasota
4.93 out of 5 average rating, 106 reviews

Oasis by Siesta Key Beach and Downtown SRQ w/pool

Top guest favourite
A row of brightly colored Adirondack chairs is positioned on the sandy beach, facing the tranquil ocean. The hues include yellow, orange, green, blue, pink, and purple. A clear blue sky with soft clouds complements the serene shoreline.
Cottage in Nokomis
4.98 out of 5 average rating, 167 reviews

Staycation Sanctuary

Superhost
A cozy living area features a blue sectional sofa accompanied by decorative pillows and a side table with a lamp. A wall clock adds a modern touch, while large sliding glass doors offer views of the outdoor space. A dark blue accent chair complements the scene.
Apartment in Sarasota
4.89 out of 5 average rating, 155 reviews

6 min to Siesta Beach | Heated Pool | Lake View

Superhost
Guest suite in Sarasota
4.9 out of 5 average rating, 166 reviews

Sweet, pet friendly Siesta Suite

Top guest favourite
Home in Sarasota
4.97 out of 5 average rating, 143 reviews

Barefoot bungalow. Near beaches and amenities.

Top guest favourite
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.
Guest house in Sarasota
4.87 out of 5 average rating, 419 reviews

The Cottage, very close to Siesta Beach!

Family-friendly home rentals with a pool

Top guest favourite
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.
Home in Sarasota
5 out of 5 average rating, 28 reviews

Ground floor home 2BD2BA garage Pool Private beach

Top guest favourite
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.
Home in Siesta Key
4.99 out of 5 average rating, 91 reviews

Relax in a Private Tropical Retreat on Siesta Key!

Top guest favourite
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.
Apartment in Siesta Key
4.98 out of 5 average rating, 48 reviews

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Guest favourite
A villa with a light-colored exterior features a spacious driveway made of pavers. Lush tropical landscaping adds color, while a large parking garage is visible on the right side. In the background, a multi-story building is partly shown under a partly cloudy sky.
Villa in Sarasota
5 out of 5 average rating, 9 reviews

Newly Remodeled Luxury Beach Villa on Siesta Key!

Superhost
Apartment in Sarasota
5 out of 5 average rating, 4 reviews

Johnnys Island Palm | Walk to Beach & Dining

Guest favourite
An airy living space features a light-colored couch facing a coffee table atop warm wooden floors. Natural light enters through multiple windows, while a dining table for two is situated near an open kitchen equipped with modern appliances.
Bungalow in Siesta Key
5 out of 5 average rating, 12 reviews

Lagoon, pool, the Dolphin at Siesta Key Bungalows

Guest favourite
A cozy living area is depicted, featuring a comfortable sofa and two light blue armchairs. A wooden coffee table is centered in the space, while a small TV is positioned on a decorative cabinet. Soft lighting from floor lamps enhances the inviting atmosphere.
Apartment in Sarasota
4.86 out of 5 average rating, 152 reviews

Siesta Key Ground Floor Condo 2BR On Trolley Line

Guest favourite
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.
Apartment in Siesta Key
4.92 out of 5 average rating, 116 reviews

Siesta Key Beach Front Condo

Family-friendly home rentals with wifi

Top guest favourite
A serene outdoor space features a sparkling pool surrounded by lush greenery. Comfortable seating is provided under a large umbrella, while decorative light fixtures enhance the ambiance. Tropical plants and well-maintained landscaping create a refreshing atmosphere for relaxation and enjoyment.
Home in Sarasota
4.98 out of 5 average rating, 84 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Top guest favourite
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.
Home in Sarasota
4.98 out of 5 average rating, 84 reviews

Sun-filled cottage with pool, walk to beach

Guest favourite
An open-concept living and dining area is highlighted, featuring a white dining table with six chairs, a comfortable seating arrangement, and large glass doors leading to a balcony. A neutral color palette is complemented by a decorative mirror and modern lighting.
Apartment in Siesta Key
4.98 out of 5 average rating, 57 reviews

2 BR condo in Siesta Key w/ Private beach access

Guest favourite
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.
Flat in Siesta Key
4.93 out of 5 average rating, 76 reviews

Siesta Sunsets Suite

Top guest favourite
A heated pool is surrounded by lush greenery, with clear blue water inviting relaxation. Sunlight glimmers on the surface, and a cozy pool area is visible alongside a white two-story building. The space features a kayak resting against the pool's edge.
Flat in Sarasota
5 out of 5 average rating, 72 reviews

Beechwood Suites A

Top guest favourite
Apartment in Siesta Key
4.95 out of 5 average rating, 86 reviews

Casa Mar Steps 2 Siesta Key, Pool, Tennis, & More!

Guest favourite
A spacious living area features comfortable wicker furniture and a neutral color palette. Large glass doors provide views of the greenery outside, while a subtle area rug adds texture to the tiled floor. A decorative painting is mounted on the wall, enhancing the coastal theme.
Apartment in Siesta Key
4.95 out of 5 average rating, 19 reviews

Siesta Key - Intracoastal, Pool & the Beach!

Guest favourite
Flat in Siesta Key
5 out of 5 average rating, 21 reviews

Gertrude Siesta | 8-steps Beach Path, 4-min Dining

Quick stats about family-friendly rentals near Crescent Beach

  • Total rentals

    1.2K properties

  • Nightly prices starting at

    $91 SGD before taxes and fees

  • Total number of reviews

    19K reviews

  • Pet-friendly rentals

    110 properties allow pets

  • Rentals with a pool

    1K properties have a pool

  • Rentals with dedicated workspaces

    500 properties have a dedicated workspace

Destinations to explore