Holiday rentals in Conch Key

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Top-rated holiday rentals in Conch Key

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Guest favourite
The image captures a view from the condo balcony, showing a clear blue sky and the tranquil Gulf of Mexico. The pool area is visible, featuring a large swimming pool surrounded by lounge chairs. Beach umbrellas dot the sandy shore, providing a vibrant contrast.
Apartment in Indian Shores
4.94 out of 5 average rating, 138 reviews

Tropical Beachfront Penthouse-Beach Cottages

Welcome to this spacious top floor oceanfront condo at the Beach Cottages in beautiful Indian Shores, between Clearwater & St Pete Beach on the crystal clear waters of the Gulf of America. This exquisite condo with magnificent oceanfront views is just fabulous! Great care is taken to ensure everything about this vacation home is remarkable & tastefully complimented with King & Queen size beds, full kitchen/dining/bar area, Free WiFi, Premium Cable TV, Garage Parking, Private Beach, Pool & Spa.

Top guest favourite
Home in Oldsmar
4.98 out of 5 average rating, 40 reviews

Modern Private Estate | Central to Tampa & Beaches

Experience this private 1-acre, modern home designed for space, calm, and everyday comfort. Surrounded by mature oaks and palms, this serene property offers rare privacy just minutes from Tampa Airport, Clearwater Beach, Safety Harbor, St. Pete, and top attractions. Enjoy a chef’s kitchen with modern appliances, spacious living areas, and peaceful outdoor spaces with a patio, electric grill, and koi pond. Ideal for families, longer stays, & guests who value tranquility, and a thoughtful design!

Guest favourite
A vibrant pink cottage is surrounded by lush tropical landscaping and palm trees. A staircase leads to the rooftop patio, while the exterior features large windows and cheerful accents. The beachfront neighborhood is visible in the background, showcasing a relaxing coastal atmosphere.
Home in Indian Shores
4.97 out of 5 average rating, 78 reviews

Summer Savings! Rooftop Views and Walk to Beach!

This one-of-a-kind single-family home is a local favorite—instantly recognizable by its charming pink exterior and inviting vibe. Perfect for couples or small group, this 1-bedroom cottage sleeps up to 4 and includes a queen bed, cozy trundle bed, kitchen, & washer/dryer. Unwind on the private ROOFTOP patio—ideal for sunset dinners or soaking in the sounds of live music drifting from nearby hotspots. 2 minute walk to enjoy private beach access directly ACROSS the street w/private beach access!

Superhost
An aerial view captures a swimming pool surrounded by lounge chairs and palm trees. Beyond the pool, a pristine beach stretches across the horizon, with gentle waves meeting the shore. Bright blue skies enhance the tranquil atmosphere of this beachside retreat.
Apartment in Redington Shores
4.91 out of 5 average rating, 23 reviews

Gorgeous Beach Condo | Water Views, Pool, Hot Tub

Welcome to Redington Retreat - a breathtaking beachside condo located in the quiet town of Redington Shores. This modern, professionally decorated condo boasts an open floor plan, a private balcony with partial water views, and aesthetically pleasing furnishings that comfortably accommodate up to 6 adults. Indulge yourself with onsite amenities like a sparkling beachfront pool, hot tub, poolside loungers, and beach access just steps away (complimentary beach chairs and beach towels included).

Top guest favourite
Apartment in Indian Shores
4.96 out of 5 average rating, 147 reviews

"Sunsational" Indian Shores Getaway!

Updated studio perfect for your beach vacation! Great location with the Intercoastal Waterway in your backyard & access to the public beach right across the street in front! When you’re not soaking up the sun & sand, you’ll appreciate the community amenities which include the second largest pool (not heated) on all the barrier islands, boat slips, picnic tables/bbq area, and shuffleboard. The second floor studio is comfortable and equipped with everything you’ll need…just bring your sunscreen!

Guest favourite
A private outdoor space features lush greenery framing a stone pathway leading to a wooden seating area. The area is adorned with tropical plants, creating a serene ambiance. A small bar-height table with stools is visible in the background.
Bungalow in Oldsmar
4.95 out of 5 average rating, 188 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Top guest favourite
A beachfront balcony features a round table with four striped chairs, inviting outdoor relaxation. The expansive view showcases sandy shores meeting the calm turquoise waters under a clear blue sky. Sliding glass doors provide easy access to the living space.
Apartment in Indian Shores
4.99 out of 5 average rating, 132 reviews

Five Star Beachfront Condo Newly Renovated

A newly transformed beachfront Condo offers five-star accommodations in sleepy Indian Shores, Florida. This is the second renovated unit by a Superhost/owner. This unit is only feet from the beautiful white sand & crystal clear water. The sunsets are epic from the balcony. Several great restaurants & bars are within walking distance of your front door. Amenities include a fully stocked kitchen, heated pool, SmartTV's, high speed Wi-Fi, reserved parking and only minutes from the Tampa airport.

Guest favourite
Apartment in Indian Shores
4.88 out of 5 average rating, 156 reviews

The Cozy condo at Belleview Gulf #371

Boats are welcome! Dock your boat right out the back door. Experience one of the most exciting beach areas in the U.S. This location attracts tourists from around the world, making it an exciting, adventurous and ideal vacation resort. This efficiency condo is close to everything, you can spend your time at the beach, ride bicycles, kayaking, long walks on the beach, enjoy dining, coffee shops, and shopping. Or just relax by sitting out back and watching as the dolphins and manatees swim by.

Top guest favourite
Home in Seminole
5 out of 5 average rating, 8 reviews

The South Wing w/ Saltwater Pool Adult Only

This is truly one of a kind getaway. The house is separated into 4 separate units renting out the individual suites or the whole house. With this booking guest have front door entry, very large primary bedroom, full well stocked gourmet kitchen, family room, dining room, living room, pool and the common grounds outside, with fire pits and a gas grill for cooking out. If using the pullout couch guest must share the bathroom in the master bedroom TVs are internet ready No children or pets.

Guest favourite
Home in Redington Shores
4.96 out of 5 average rating, 23 reviews

Billy's Beach Bungalow

Welcome to Billy’s Beach Bungalow—your cozy coastal escape just steps from the sand. Located directly across from the beach, this charming 2BR/1BA retreat sleeps up to six with a queen bed, bunk beds, and a pull-out sofa. Enjoy beach chairs, 2 kayak with a launche and fishing docks, walkable rentals, and a beach trolley every 30 minutes. Close to dining, live music, and beach-town fun. Please note: this is a pet-free property to help keep the space fresh and comfortable for all guests.

Top guest favourite
Home in Largo
5 out of 5 average rating, 14 reviews

Lux Spa Retreat•Pool•Hot Tub•Sauna•10 min to Beach

You asked, we delivered. Inspired by our Top 1% listing and consistent 5⭐ stays at “The Tiny Oasis”, Haus De Noir is a moody, boutique 3BR/3BA retreat with Plunge Pool, Hot Tub, Sauna, Outdoor Cinema and More! Slip into the Midnight Kafana, your own after-hours Hideaway Bar with Karaoke, Lights, and Late-Night energy. Fully stocked with everything you need and then some! Family-Owned and Managed! We don’t just host we LOVE what we do! Just 10 mins to Indian Rocks & Madeira Beach🏝️.

Top guest favourite
A serene sunset is captured over the calm ocean, with vibrant orange and yellow hues reflecting on the water's surface. Silhouettes of palm fronds frame the view, while a faint outline of the shoreline can be seen in the foreground.
Apartment in Indian Shores
4.98 out of 5 average rating, 155 reviews

The Seascape Premier Beachfront Cottage-Gulf View

Treat yourself, you deserve it! Our condo is updated and furnished for your comfort and convenience. It's the perfect place for a romantic couples getaway, fun in the sun for families or a paradise of peace for seniors. Enjoy watching the boats sail by from our balcony or laying by our pool and basking in the sunshine. Step out to the beach, feel the warm sand between your toes and indulge in the Gulf. Make lifelong memories and melt your stress away at Indian Shores.

Popular amenities for Conch Key holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Pinellas County
  5. Conch Key