Waterfront vacation rentals near Crescent Beach

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.

4.9 out of 5 average rating, 134 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!

4.88 out of 5 average rating, 104 reviews

A comfortable living area showcases a gray sofa with decorative cushions and a round coffee table at its center. Two accent chairs are positioned nearby. A dining table for four is visible, with large sliding glass doors providing natural light and views of the outdoor area.

Townhouse in Siesta Key

Siesta Key - Private Beach Access - 2BR Retreat

Stay, relax, and play-your Siesta Key retreat is here. Make lasting memories at this cozy Siesta Key townhouse, just steps from the famous white sands. Private beach access and no roads to cross, it’s safe and stress-free for the whole family. Relax in spacious living areas, cook in the full kitchen, or enjoy games and movie nights after a day in the sun. Highlights include 2 bedrooms, private parking, nearby shops and dining, and the free Siesta Key Breeze Trolley for easy island exploring.

A view from above showcases the lush, landscaped grounds of the condo complex, featuring curving pathways and palm trees. In the foreground, a heated pool is visible, with beach access just beyond. The serene beach and expansive ocean create a welcoming atmosphere.

4.82 out of 5 average rating, 137 reviews

Sarasota Surf & Racquet Club Siesta Key Condo

Our newly renovated condo is located on Siesta Key's award winning Crescent Beach. Our unit is has all of the amenities of home for your convenience. The primary bedroom has a king sized bed and its own ensuite with walk-in shower. The second bedroom has 2 double beds and a large closet for all of your belongings. The complex has two heated pools, multiple charcoal grills and just steps away from the unit are 3 tennis courts and 2 pickle ball courts. Restaurants and shopping close by

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, 364 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. If we are booked check out our additional units under our profile.

A comfortable living area is furnished with two light-colored leather sofas and a circular glass coffee table displaying decorative items. Soft lighting is provided by a floor lamp, and framed art is mounted on the walls, adding a touch of decor. The space opens to a kitchen area in the background.

4.96 out of 5 average rating, 74 reviews

Charming Siesta Key Condo Just Minutes from Beach

This beautiful and comfortable condo is located on gorgeous Siesta Key and is just a ten minute walk to the beach. Located on the Intercoastal Waterway, there is a dock for fishing, a BBQ grill, picnic tables, tropical pool area, and tennis courts!The free trolley picks you up in front of the complex and takes you to Siesta Key Village, the beach and south to Turtle Beach. The condo has a storage room with beach towels, toys and chairs, as well as a wagon to carry it all with you!

5 out of 5 average rating, 25 reviews

Bungalow in Siesta Key

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach

The Siesta Key Bungalows offer a heated pool, courtyard and a dock on Heron Lagoon. This is a resort that has something for everyone. The Ringling Bungalow features a bright and airy one bedroom space; with a kitchen, bathroom, and a private deck overlooking Heron Lagoon. With a king-size bed you'll feel at home. The Bungalow is fully stocked with linens, care essentials, plus eating and cooking utensils. The sofa turns into a queen size bed, allowing for a max occupancy of three.

4.88 out of 5 average rating, 127 reviews

Condo in Longboat Key

Sunset and beach view from your balcony Unit 403

A luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you check into this fabulous, fully renovated unit. It is one of the best one-bedroom, one-bath condos on Longboat Key, offering exceptional value. While the breathtaking views from the balcony capture the beauty of the Gulf, the interior has been thoughtfully redesigned to bring the outdoors in, creating a seamless blend of comfort and coastal elegance.

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, 117 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.

An aerial view of the Sea Shell condominium displays a four-story building with balconies facing the ocean. The bright blue sky and ocean can be seen beyond the structure, emphasizing the inviting coastal location.

4.92 out of 5 average rating, 148 reviews

Sea Shell Ocean View On Beach Walk Everywhere Pool

Enjoy ocean views in this 2 bed 2 bath spacious beach side 4th floor condo at Sea Shell Updated coastal decor across from Capt Curts, restaurants, grocery, coffee, ice cream Easy to WALK everywhere No car needed Perfect location Great for families Sleeps 6- 1 king & 2 queens & walk in closets Balcony with GULF views Private beach steps away from bldg. Free beach loungers. POOL Siesta Beach #1 in US Quick Wifi Superhost- 325+ reviews that ave FIVE STAR!

A sandy beach area is depicted with numerous umbrellas providing shade for loungers. The clear blue sky reflects over the water, creating a serene atmosphere. Gentle waves lap at the shore, while a few colorful beach umbrellas are visible in the distance.

4.58 out of 5 average rating, 19 reviews

Unit PrivateBeach-Siesta Public Beach-parking-pool

With a secluded private Beach of our own, Right next to the world famous siesta key public beach, with access to private beach area, tennis court, pool, parking, separate entrances very convenient to all. enjoy the tranquility of our very own private beach or enjoy the crown at the public beach right next to it. Since you stay at at the unit with private beach, the guests have exclusive access to our private right next to the public beach.

4.95 out of 5 average rating, 165 reviews

A cozy bedroom features a large green bed with multiple white pillows, complemented by two bedside lamps. The ceiling showcases a tropical leaf pattern, and mirrors adorn the walls. Natural light enters through a window, with white curtains framing the view.

Condo in Bradenton

KING bed + Anna Maria Island Beaches + Beach Gear!

🦩🦩Welcome to the FUNky Flamingo! Your tropical getaway that combines style, fun, and the serene beauty of the Gulf Coast. This cozy, vibrant themed condo is the perfect destination for your next Beach vacation. Walking distance to Palma Sola Beach Causeway, where you can enjoy sun-bathing, horseback riding, jet skiing, and fishing! 5 mins from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island!

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, 52 reviews

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Steps from the beach, this spacious 2 bedroom condo has everything you will need for your Siesta Key vacation. Located in the beautiful gated community of Siesta Dunes, with heated salt water pool, and its own private beach access, complete with beach chairs, umbrellas and towels. Stroll though the well-manicured grounds on your way to the pool, the sundeck and the beach.

Popular amenities for waterfront rentals near Crescent Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

Apartment in Bradenton Beach

4.87 out of 5 average rating, 135 reviews

Low Tide @ Tides Inn

Apartment in Bradenton Beach

4.91 out of 5 average rating, 137 reviews

Newly Remodeled Beachfront Studio - On the sand!

4.98 out of 5 average rating, 129 reviews

A spacious living room features a large grey sectional sofa with teal accent pillows, a wooden coffee table, and a light blue area rug. Large glass doors provide access to an outdoor area, while a vibrant seascape painting adorns the wall.

Apartment in Bradenton

Sweet Retreat at Shorewalk!

4.84 out of 5 average rating, 281 reviews

A bright blue entrance door labeled 'Poolside Suite' is visible, leading into the suite. The door is framed by a light blue exterior, with a view of the pool area and palm trees in the background. Sunlight casts gentle shadows on the patio.

Apartment in Siesta Key

Siesta Key - Poolside Suite - Studio - Free kayaks

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

Apartment in Bradenton Beach

5 out of 5 average rating, 12 reviews

Beachfront screened in lanai & hot tub, Gulf view

4.93 out of 5 average rating, 28 reviews

A spacious wrap-around patio is showcased with tiled flooring, offering unobstructed views of the water and sky at sunset. A dining table and chairs are positioned for outdoor relaxation, framed by palm trees, while sliding glass doors lead into the interior space.

Apartment in Siesta Key

Wave Whisper in Siesta Key

5 out of 5 average rating, 6 reviews

Apartment in Siesta Key

Gertrude's Siesta | Palm-view Pools Private-Beach!

Waterfront house rentals

4.98 out of 5 average rating, 97 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

4.98 out of 5 average rating, 99 reviews

Home in Bradenton Beach

Gulf Front! Beach Sunsets+ Walk to Bridge St Pier!

4.94 out of 5 average rating, 208 reviews

The charming cottage is enveloped by lush greenery, featuring a welcoming front patio with a small table and chairs. A swing sits nearby under a canopy of trees, adding to the serene outdoor space. The entrance showcases large windows, inviting natural light.

Home in Bradenton

Peaceful Braden River Oasis: Cottage

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.

4.94 out of 5 average rating, 111 reviews

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

5 out of 5 average rating, 154 reviews

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

4.9 out of 5 average rating, 118 reviews

Siesta Key Escape: Sleeps 10 - Pool - Gated Beach!

A serene beach scene is captured with gentle waves lapping against the shore. The clear water displays various shades of blue and green, while a sandy coastline extends into the distance. People can be seen enjoying the beach, with a bright blue sky overhead.

4.9 out of 5 average rating, 153 reviews

Sea Club II Garden House

A curved swimming pool is set against a backdrop of lush tropical foliage and palm trees, with water views extending to a nearby dock. Brightly colored pots with plants are placed around the pool area, enhancing the serene outdoor setting.

4.96 out of 5 average rating, 76 reviews

True Island Living House/beach/water views

Waterfront condo rentals

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.

4.98 out of 5 average rating, 63 reviews

2 BR condo in Siesta Key w/ Private beach 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, 29 reviews

Penthouse Expansive Ocean Views

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, 125 reviews

Siesta Key For Me @ The Palm Bay Club

Aerial view captures the waterfront community and surrounding greenery, with buildings and resort-style residences aligned. The inter-coastal waterway reflects the sunlight, while the shoreline is lined with lush landscaping. The serene blue of the sea can be seen in the distance, enhancing the coastal ambiance.

4.71 out of 5 average rating, 56 reviews

Amazing Siesta Key Condo in Midnight Cove II

4.99 out of 5 average rating, 165 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!

4.9 out of 5 average rating, 10 reviews

Palm thatched umbrellas provide shade over teal lounge chairs arranged on a sandy beach. The shoreline is visible in the distance, with clear blue skies overhead and beach equipment scattered in the background, enhancing a relaxed beach atmosphere.

Condo in Sarasota

Condo on Siesta Beach with a view!

4.65 out of 5 average rating, 60 reviews

A wrap-around deck provides views of vibrant water and lush greenery. Two blue chairs are positioned on the deck, while the bright blue sky and scattered clouds add to the serene setting.

Condo in Nokomis

2nd floor with wraparound deck -Beach & Bayviews!

A heated pool is surrounded by lounge chairs set on a white deck, with palm trees and lush greenery nearby. A multi-story building looms in the background, along with a tennis court visible at the side. A safety sign is placed by the gated entry.

4.89 out of 5 average rating, 109 reviews

Siesta Key Beach (OHAB) Townhouse #1 beach

Other waterfront vacation rentals

4.76 out of 5 average rating, 25 reviews

Aerial view of the Siesta Key beachfront, highlighting the Crescent Arms condominium complex set against the powdery white sands and turquoise waters of the Gulf of Mexico. The surrounding area features other buildings and beachgoers enjoying the sun and surf.

Condo in Sarasota

Beachfront Condo - 2BR Luxury - Crescent Beach

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.

4.94 out of 5 average rating, 80 reviews

Beach & Pool Open! Beachfront View All Rooms. Chai

4.95 out of 5 average rating, 21 reviews

The backyard features a saltwater pool surrounded by artificial turf, creating a refreshing oasis. Sunlight brightens the outdoor space, accentuated by lush tropical landscaping. The elevated home showcases multiple balconies, while palm trees lend to the coastal atmosphere of the property.

Home in Anna Maria

Bayfront Beach access with Heated Pool!

5 out of 5 average rating, 5 reviews

Siesta Serenity ~ Pool/Waterslide/Waterfront

A spacious living area features modern furniture arranged for comfort and relaxation. Large windows provide abundant natural light and views of the waterway. A light-toned coffee table sits in the center, complemented by soft cushions on the sectional sofa. The dining space is visible in the background.

5 out of 5 average rating, 5 reviews

Siesta Key 4BR Waterfront Escape • Spa/Dock Access

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.

4.95 out of 5 average rating, 21 reviews

Siesta Key - Intracoastal, Pool & the Beach!

4.95 out of 5 average rating, 22 reviews

Luxury Canal-Front Home + Heated Pool Near Beach

Two refreshing cocktails are presented in clear glasses, one pink and one yellow, each garnished with a slice of pineapple. A vibrant pink flower and seashells sit on a textured mat, with a calm beach and turquoise waters in the background under a clear blue sky.