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Waterfront holiday rentals in Saint Armands Key

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Top-rated waterfront rentals in Saint Armands Key

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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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

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, 146 reviews
Top guest favourite
A cozy living area features a light blue wall, with a comfortable white sofa arranged around a neutral-toned rug. In the foreground, a wooden dining table with four chairs provides seating. Natural light enters through a doorway that leads to an outdoor space.
Guest house in Bradenton

Serenity Lake

Keep it simple at this peaceful and centrally-located place. 15 minutes from beaches this lovely apartment sits on a pond full of fish with a dock. Large pool ready for swimming and sunning. Charcoal and gas grill available. Beautiful upper deck to sit and enjoy the large mango tree and view over the lake. Golf cart available for evening rides. There is a large driveway for a boat. Swim and fishing accessories available. Minutes from I-75 - also near the famous Lakewood Ranch downtown.

4.98 out of 5 average rating, 103 reviews
Guest favourite
Apartment in Siesta Key

Beachwalk Townhouse with view of Gulf of Mexico

Townhouse with 1550 sq. ft. Private elevator, all new flooring, quartz countertops, sinks, faucets, shower. View of the Beach and Gulf of Mexico from Lanai and Master Bedroom. Only a few steps to Siesta Key Beach Heated Pool, garage, grill, all beach accessories. Relax on the lanai with a view of the beach/gulf or in the downstairs Florida room by the pool. Walking distance to the village of Siesta Key to the many restaurants and amenities. Have a relaxing stay on a wonderful island.

4.79 out of 5 average rating, 109 reviews
Top guest favourite
A serene pool area is bordered by palm trees, reflecting the gentle hues of a sunset. Lounge chairs are arranged around the pool, and a shaded cabana is visible in the background. The tranquil water mirrors the evening sky, enhancing a peaceful atmosphere.
Apartment in Siesta Key

Heated Pools & Spa · Private Beach + Bay Views

Perfect for family and group beach stays, with reliable Wi-Fi and a dedicated workspace for flexible remote work. This oversized renovated 2‑bed, 2‑bath condo sleeps six: a king in the master and two queens in the second bedroom; both bathrooms serve the group for privacy and convenience. Enjoy full gulf-to-bay living with private beach access and supplied chairs, umbrella, cooler and wagon, plus two heated pools, a heated spa, gym, courts, bay views, free parking and keypad self check-in.

4.97 out of 5 average rating, 137 reviews
Top guest favourite
Flat in Siesta Key

Siesta Premier Location - The 'Calm of Siesta'

My place is right across the street from Siesta Key beach, family-friendly activities, and nightlife. You’ll love my place because of the location, the ambiance, the outdoors space, and the neighborhood. My place is good for couples, adventurers, business travelers, and families. Walking distance to the village and is at less crowded section of the public beach which equals perfect location!! Updated and beautifully decorated condo with breathtaking view of the beach, You will LOVE it!

4.94 out of 5 average rating, 142 reviews
Top guest favourite
Flat 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
Guest favourite
Home in Siesta Key

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

Unwind in this spacious 4BR/2BA Siesta Key getaway, set on a quiet street steps from gated, private beach entry. Enjoy a resort-style shared pool when you're not at the shore, then head out to Siesta Key Village restaurants, shops, and the island's top attractions. ✔ 4 Bedrooms (Sleeps 10) ✔ Private Beach Access ✔ Open Design Living ✔ Renovated Chef's Kitchen ✔ Private Patio & Shared Outdoors (Pool, BBQ, Games, Fire Pit, Lounges) ✔ Smart TVs ✔ Wi-Fi ✔ Laundry ✔ Parking Learn more below!

4.91 out of 5 average rating, 129 reviews
Top guest favourite
An inviting living area features a blue sofa with decorative pillows, complementing a rustic wooden coffee table. A mounted Smart TV displays the Netflix logo. Bright pink LED lights illuminate the ceiling, enhancing the compact kitchen area, which includes bar stools and stylish cabinetry.
Tiny home in Sarasota

@Shellmateisland |tiny home| island| bikes| kayaks

⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)

4.95 out of 5 average rating, 421 reviews
Top guest favourite
Home in Bradenton Beach

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

🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

4.98 out of 5 average rating, 125 reviews
Top guest favourite
Home in Gulf Gate Estates

Coastal Paradise w/ Pool & Dock, Minutes to Siesta

Wake to the sounds of birds and enjoy the slower pace of waterfront living. Escape to Coral Harbor, a private one-acre waterfront retreat just 3 miles from world-famous Siesta Key Beach. Whether you're soaking up the Florida sun, enjoying cocktails under the tiki bar, feeding turtles from your private dock, or relaxing in the complimentary heated saltwater pool, Coral Harbor is designed for unforgettable family vacations and group getaways.

4.95 out of 5 average rating, 128 reviews
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

Siesta Key Beach Front Condo

Located at CRESCENT ROYALE CONDOMINIUMS - one of the finest gated communities on Siesta Key. Large HEATED outdoor pool - this 2 bedroom/2 bath PRIVATELY OWNED vacation condo is steps away from world famous, breathtaking Siesta Beach - consistently VOTED #1 BEST BEACH IN THE USA year after year! This condo is nicely situated on the 2nd floor. The large screened lanai provides spectacular gulf coast views.

4.9 out of 5 average rating, 135 reviews
Top guest favourite
Home in Sarasota

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. 🌴

4.98 out of 5 average rating, 128 reviews

Popular amenities for waterfront rentals in Saint Armands Key

KitchenWifiPoolFree parking on premisesAir conditioning

Waterfront apartment rentals

Guest favourite
A light-filled living area features a comfortable gray sofa with green accent cushions, positioned near sliding glass doors. Outside, a private outdoor space is visible, shaded by a large umbrella, surrounded by greenery. A decorative ottoman sits in front of the sofa, enhancing the inviting space.
Flat in Gulf Gate Estates

Private Garden Apartment with Heated Pool | 1BR

4.87 out of 5 average rating, 105 reviews
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

Longboat Key-OCEAN FRONT- on the beach

4.96 out of 5 average rating, 125 reviews
Top guest favourite
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.
Flat in Bradenton

Sweet Retreat at Shorewalk!

4.97 out of 5 average rating, 155 reviews
Guest favourite
Flat in Siesta key

· King bed . Pool. Daily rentals

4.85 out of 5 average rating, 385 reviews
Guest favourite
Flat in Bradenton Beach

Newly Remodeled Beachfront Studio - On the sand!

4.92 out of 5 average rating, 155 reviews
Guest favourite
A large heated swimming pool is visible in the foreground, surrounded by lounge chairs and umbrellas. The water appears inviting under a clear blue sky, with a view of the inter-coastal waterway in the background. Tropical vegetation adds to the serene atmosphere.
Flat in Siesta Key

Siesta Key Condo. Sit by the water !

4.71 out of 5 average rating, 196 reviews
Guest favourite
A bright living area features a comfortable sofa facing a television, with a small dining table beside a window. Beach gear is organized nearby, and large glass doors offer a view of palm trees outside, allowing natural light to illuminate the space.
Flat in Bradenton Beach

"Dream Away" at The Beach Dreams Resort

4.85 out of 5 average rating, 213 reviews
Guest favourite
A compact studio space features a king bed covered in a light blue blanket, with a mirrored closet nearby. A small kitchenette is equipped with a retro-style blue refrigerator, a microwave, and a coffee maker. A large wall-mounted TV displays poolside imagery.
Flat in Siesta Key

Solitude Suite Studio-Siesta Key-Waterfront Resort

4.78 out of 5 average rating, 353 reviews

Waterfront house rentals

Guest favourite
Home in Bradenton

Ocean View of AMI | Hot Tub | IMG | 6 TVs | 2 King

4.89 out of 5 average rating, 159 reviews
Top guest favourite
A well-maintained front yard features lush green grass and a large agave plant. The house, showcasing a contemporary design, is flanked by palm trees. A driveway leads to a two-car garage, with additional landscaped areas adding to the outdoor appeal.
Home in Cortez

Dockside Dreams - Pool, Spa & Waterfront Dock

4.98 out of 5 average rating, 104 reviews
Top guest favourite
A clean, large pool is surrounded by comfortable lounge chairs. Illuminated in soft purple light, the pool features colorful inflatables, with a gazebo and grill visible in the background. Palm trees frame the serene lakeside view beyond the pool area.
Home in Sarasota

Lakefront Getaway in Sunny FL

4.9 out of 5 average rating, 99 reviews
Top guest favourite
A charming house with a well-manicured lawn is framed by lush greenery. The front porch is accented by decorative red doors, and a stone walkway leads up to the entrance. Large trees provide shade over the landscaped yard.
Home in Bradenton

Peaceful Braden River Oasis: Main House

5.0 out of 5 average rating, 107 reviews
Top guest favourite
A large, colorful sign displays the text 'Siesta Beach #1 Beach in the USA!' against a backdrop of a cloudy sky. The sign features images of people enjoying beach activities, surrounded by wooden posts and rope detailing, set in a grassy area that leads to the beach.
Home in Siesta Key

Siesta Key Quaint Beach House

4.97 out of 5 average rating, 114 reviews
Top guest favourite
A bright and airy living area features large windows allowing natural light to fill the space. Comfortable seating is arranged around a woven coffee table, with art pieces adorning the walls. A door leads to outdoor views, enhancing the inviting atmosphere.
Home in Terra Ceia

Private Island Old FL Waterfront Heaven on Earth

4.98 out of 5 average rating, 122 reviews
Guest favourite
An inviting beach scene features a sun umbrella providing shade over a wooden lounge chair, set upon soft, sandy shores. The clear blue sky contrasts with the tranquil turquoise waters, creating a peaceful atmosphere near the shoreline.
Home in Siesta Key

Beachfront Getaway in Siesta Key

4.78 out of 5 average rating, 564 reviews
Top guest favourite
Home in Bradenton

Beautiful Lake View Home - Close Beaches / IMG

4.9 out of 5 average rating, 172 reviews

Waterfront apartment rentals

Top guest favourite
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.
Apartment in Longboat Key

Beachfront Resort, Ocean View, Pool, Tennis, Gym

4.9 out of 5 average rating, 238 reviews
Guest favourite
Apartment in Siesta Key

Gulf Views | Walkable | Spacious

4.92 out of 5 average rating, 165 reviews
Top guest favourite
Apartment in Siesta Key

Siesta Key Condo. Checkout our great rates!

4.96 out of 5 average rating, 140 reviews
Top guest favourite
An aerial view shows a two-story beachfront property with direct access to the beach. A shared pool is visible in the center, surrounded by lounge chairs. The studio unit is indicated with a blue circle on the left, featuring a patio area and proximity to the sandy beach.
Apartment in Longboat Key

The Beach Condo #107 Beachfront Full View

4.87 out of 5 average rating, 209 reviews
Guest favourite
Apartment in Longboat Key

Beachfront Escape – Private Balcony, Gulf Views

4.89 out of 5 average rating, 126 reviews
Guest favourite
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.
Apartment in Siesta Key

Sarasota Surf & Racquet Club Siesta Key Condo

4.83 out of 5 average rating, 150 reviews
Guest favourite
A spacious living area features a light-colored sofa against a vibrant tropical leaf mural. A sleek white entertainment unit holds a flat-screen TV, complemented by a decorative lamp and a colorful area rug underfoot. Natural light filters through window blinds.
Apartment in Bradenton

AMI Beaches + Beach Gear!

4.98 out of 5 average rating, 186 reviews
Guest favourite
The modern kitchen features white cabinetry and a spacious island with seating for four. Stainless steel appliances are visible, including an oven, microwave, and refrigerator. Stylish pendant lights hang overhead, illuminating the area. A neutral tile backsplash adds a clean, contemporary touch.
Apartment in Siesta Key

Siesta Key condo, beach access, heated pool

4.92 out of 5 average rating, 148 reviews

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