
Beachfront vacation rentals in Saint Armands Key
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Top-rated beachfront rentals in Saint Armands Key
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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.
4.95 out of 5 average rating, 146 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.
4.9 out of 5 average rating, 133 reviews
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, 110 reviews
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, 143 reviews
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
High Tides, Low Rates: Open Tomm - Wed!
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, 124 reviews
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, 130 reviews
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, 128 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
4.83 out of 5 average rating, 151 reviews
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.
4.9 out of 5 average rating, 241 reviews
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.
4.88 out of 5 average rating, 139 reviews
Gulf Views | Walkable | Spacious
Spacious Gulf-view 2BR condo perfect for families & groups—featuring a rare 2-queen guest room, king master, and plenty of room to spread out. Walk to the beach, restaurants, coffee, and more—no car needed. Easy beach access + FREE loungers make beach days effortless. Heated pool, fast WiFi & fully stocked with beach gear. Clean, spacious & comfortable in a prime, walkable location. (Daytime weekday construction nearby may cause intermittent noise in 2026.)
4.92 out of 5 average rating, 166 reviewsPopular amenities for Saint Armands Key beachfront rentals
Pet-friendly beachfront home rentals

The Mermaid: Heated Pool, 4 Houses to Beach
4.94 out of 5 average rating, 149 reviews
Studio - On the sand! Right on the beach. Sunsets
4.92 out of 5 average rating, 157 reviews
AMI Sunset Beach - Gulf View Retreat w/ Pool+Decks
4.82 out of 5 average rating, 119 reviews
Do you love the beach?
4.94 out of 5 average rating, 105 reviews
Private Beachside Kitchenette
4.87 out of 5 average rating, 193 reviews
Siesta Key Village Home
5.0 out of 5 average rating, 20 reviews
Bougie Beach Bungalow – Siesta Key, Florida
5.0 out of 5 average rating, 21 reviews
Seaclusion~Across from the Beach~ Heat Pool!
4.96 out of 5 average rating, 47 reviewsBeachfront home rentals with a pool

Siesta Key Beach Escape
4.9 out of 5 average rating, 145 reviews
The Beach Condo #107 Beachfront Full View
4.87 out of 5 average rating, 210 reviews
Beachfront Siesta Key | Gulf View + Private Beach
4.97 out of 5 average rating, 397 reviews
The Honeymoon Suite on Siesta Key Beach
4.91 out of 5 average rating, 129 reviews
Siesta Key For Me @ The Palm Bay Club
4.98 out of 5 average rating, 139 reviews
Private Beach Siesta Key Resort Jamaica Royale
4.86 out of 5 average rating, 154 reviews
Beach Retreat - Jamaica Royale Unit #52
4.86 out of 5 average rating, 138 reviews
Beachfront Escape – Private Balcony, Gulf Views
4.89 out of 5 average rating, 127 reviewsPrivate beachfront home rentals

★Right on the beach ★ Relax and Enjoy ♥ Sunsets!
4.99 out of 5 average rating, 184 reviews
Studio by Lido Beach w heated pool
4.93 out of 5 average rating, 57 reviews
One Block from the Beach Lido Beach Palms 5
5.0 out of 5 average rating, 3 reviews
Walk to Beach, 2 Queen suites w/private bathrooms
4.98 out of 5 average rating, 40 reviews
Steps to Siesta Key Beach! Sunset Balcony Views!
5.0 out of 5 average rating, 15 reviews
Sunsets in Paradise. Walk to Beach & St. Armand's
4.93 out of 5 average rating, 87 reviews
Direct Gulf View - Residence 505
5.0 out of 5 average rating, 3 reviews
Sundeck, 20ft to Beach Access, 500ft from Village
4.88 out of 5 average rating, 65 reviewsDestinations to explore
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