
Beachfront rentals near Siesta Beach
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Top-rated beachfront rentals near Siesta Beach
Guests agree: these stays are highly rated for location, cleanliness, and more.

The Honeymoon Suite on Siesta Key Beach
This is a recently renovated honeymoon suite located directly across from the big end of Siesta Key. It is an elegant ground floor pool unit. This unit is equip with marble countertops, tigers eye, lapis lazuli tables, bladeless ceiling fan, alabaster lighting and giant TVs. All of the appliances are stainless/smart and the microwave can cook steaks. There is a gym. The geographic location on the key can not be beat! There is a floating television over the California King luxury memory foam bed.

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.

NO Stairs, Siesta beachfront. Walk to the village!
Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings, and décor. You literally walk out your door and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedrooms 1.5 bathroom beachfront home with Gulf views that sleeps 6.

The Mermaid: Heated Pool, 4 Houses to Beach
This apartment is a first-floor unit with an open floor plan that sleeps 2 with a maximum of 4 people. The bed makeup in this rental is a king bed in the master and a queen size sofa sleeper. This rental is great for longer stays or guests who like to cook since you have a full kitchen and all the items to cook any meal. There is a washer/dryer in the apartment. Beach chairs and umbrellas are supplied to you at no charge. This is a duplex and has another 1 bedroom 1 bath apartment above you.

Sun-Kissed Memories!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy studio condo 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...!

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.

Beachfront Resort, Ocean View, Pool, Tennis, Gym
Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

Private Beach Siesta Key Resort Jamaica Royale
Jamaica Royale is a Beach Front Oasis, offering a private community with our own beach access and 3 heated pools . Enjoy our sidewalks, directly to the beach with no roads to cross; only residents are allowed onto the property, offering a family-safe paradise! Put your toes in the white sands of Siesta Key, where we have a private beach pavilion and lounge chairs! Look at our overview, to see our excellent location! We are in the first set of villas, closest to the beach.

Siesta Key For Me @ The Palm Bay Club
🏖️ Newly Renovated Siesta Key Condo | Ocean + Bay Views | Sleeps 6 📍 Bayside Suite at The Palm Bay Club | Walk to Beach ✨ ALL-NEW RENOVATIONS MAY 2025! Brand new bathrooms, flooring, doors, trim, granite countertops & more—be among the first to enjoy our stylish upgrade! Welcome to Condo #310 at The Palm Bay Club—a 2BR/2BA bright and breezy bayside condo with water views, modern upgrades, and private beach access just a short walk away. Sleeps up to 6 guests comfortably.

Newly Remodeled Beachfront Studio - On the sand!
ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves and the beach right outside your window. Grab your towel, take a few steps and you're on the beach. The sand comes right up to your door in this ground floor unit. Amazing Location Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

Adorable Cozy Silver Sands Cottage on Siesta Key!!
Adorable one bedroom "Old Florida Cottage" on the intracoastal bay side of Siesta Key. This is a stand alone cottage, ground floor, no elevators or flights of stairs to mess with. New Pool with a tiki hut, fishing dock, boat basin (up to 24'), beach access 4 min. walk across Midnight Pass Rd. to the #1 beach with the whitest, softest sand you'll ever see! Hi Def TV in LR , Wifi, TV in BR, Keurig in the kitchen, stocked with everything but your clothes and toothbrush.

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.
Popular amenities for beachfront rentals near Siesta Beach
Pet-friendly beachfront home rentals

Perfect Location! Steps to Beach~Heated Pool!

Dreamview • 1BR - Siesta Key Beach Sunset View

Summer House longboat key

Do you love the beach?

New Waterfront Stay | Sauna • Pool • Gym

Sandcastle Dreams

Barefoot Boho- Breezy Bungalow on the Beach!

AMI Sunset Beach - Gulf View Retreat w/ Pool+Decks
Beachfront home rentals with a pool

Siesta Key - Private Beach Access - 2BR Retreat

Sea Shell Ocean View On Beach Walk Everywhere Pool

Sarasota Surf & Racquet Club Siesta Key Condo

Longboat Key-OCEAN FRONT- on the beach

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

Amazing beach view! Entire unit renovated!

Beachwalk Townhouse with view of Gulf of Mexico

Siesta Key #1 Beach, pickle ball & tennis paradise
Private beachfront home rentals

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Beachfront Corner Condo | Sunset Gulf Views

Bradenton Beach Sunsets 1, Anna Maria Island, FL

Spectacular 2B Condo on Siesta Key Beach

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

Breathtaking Beachfront Views in Siesta Key

Beach & Pool Open! Direct Beachfront Condo! Sunset

Siesta Key Beach - Crescent Royale
Luxury beachfront home rentals

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

Spectacular Siesta Key Beachfront Condo

6 Siesta Breakers - Condo, Ocean View, Heated Pool

Cozy Coastal Getaway 2 min Walk to Beach & Village

Top Rated by Airbnb! 2/28-3/13 now avail SAVE 55%!

Siesta Dunes 1st Floor Beach Front Retreat + Bikes

Location! Beach Access/Trolley/ Restaurants!

Villa Vista Mare | Gorgeous Home w/ Views of Gulf!
Quick stats about beachfront rentals near Siesta Beach

Total vacation rentals
Explore 170 vacation rentals in Siesta Beach

Nightly prices starting at
Siesta Beach vacation rentals start at $137 CAD per night before taxes and fees

Verified guest reviews
Over 7,690 verified reviews to help you choose

Family-friendly vacation rentals
140 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Vacation rentals with a pool
150 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
170 of Siesta Beach vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Siesta Beach rentals

4.9 Average rating
Siesta Beach stays are highly rated by guests—averaging 4.9 out of 5!
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