Holiday houses in Conch Key

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Top-rated holiday rentals in Conch Key

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

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Guest favourite
Home in Oldsmar
4.98 out of 5 average rating, 41 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, 79 reviews

Summer Discount! Rooftop Sunsets 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
A collage of Redington Retreat showcases inviting outdoor seating on the spacious balcony, distant coastal views from above, and a clear view of the beach. The interior space is highlighted with an open-plan layout, modern kitchen, and a cozy living area that features a large Smart TV.
Condo in Redington Shores
4.88 out of 5 average rating, 24 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
A serene riverside view showcases a well-maintained grassy area leading to the calm waters of the Intercoastal Waterway. Several wooden boat slips are visible along the water's edge, framed by palm trees and lined with benches for relaxation.
Condo 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
Condo in Indian Shores
4.89 out of 5 average rating, 134 reviews

Salty Air Retreat

Salty Paradise Retreat! Come enjoy all that central Florida's Gulf Coast has to offer in this efficiency condo close to everything! This first floor studio unit has been completely renovated and is conveniently located across from the sugar sand beaches and directly on the inter coastal water way with boat slips outside the back door. Guests can enjoy the Olympic sized pool, relax at the beach or fish on the docks out back. There are restaurants and water activities within walking distance!

Guest favourite
Condo in Indian Shores
4.88 out of 5 average rating, 157 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.

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.

Guest favourite
Home in Seminole
4.94 out of 5 average rating, 146 reviews

Heated Pool no xtra chrge/Hot Tub 0.7 mi to Beach

Welcome to our beach house! - Prime location! 0.7 miles to Indian Shores - Heated pool at no extra charge - Hot tub, saltwater pool, mural for photos and outdoor shower -Family friendly (pack and play, booster seat and kid friendly dishes) - Chef kitchen with double ovens -Beach essentials (beach chairs, wagon, toys and towels) - Quiet and safe neighborhood Beaches: - 2 min to Indian Shores & Redington Beaches - 10 min to Madeira & Indian Rocks - 20 min to Clearwater & St. Pete

Top Guest favourite
Home in Largo
5 out of 5 average rating, 16 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 relaxing pool area is highlighted by a sparkling swimming pool surrounded by lounge chairs draped in vibrant turquoise fabric. A wooden pergola provides shade, complementing the sunny atmosphere. Lush greenery is visible, enhancing the serene outdoor space.
Home in Seminole
5 out of 5 average rating, 149 reviews

SAUNA! Huge HOT TUB & Heated POOL! 3 KING beds!

Make some special memories at this unique and family-friendly home! Your vacation home just completed a head to toe renovation. Everything ( and we mean everything ) is new! Relax and detox in the RARE 4 person SAUNA! Enjoy the HUGE 6 person HOT TUB. Soak up the rich Florida sun by the pool under the large 27 foot resort style pergola. Only 3 miles away from the closest beach 🏖️ 300 feet from the Pinellas Trail!! FASTEST WIFI AVAILABLE -668mbp Have a question?? Message me!

Top Guest favourite
A serene beach scene captures gentle waves lapping against the shore. The tranquil ocean extends towards a clear blue sky, creating a calm and peaceful atmosphere. Soft sand covers the foreground, while the horizon showcases a seamless blend of sea and sky.
Bungalow in Indian Shores
4.92 out of 5 average rating, 299 reviews

Beach Bungalow -Step in to the Sand! Indian Shores

If you are looking for a 5 star vacation this is your place! Floor to celing everything is brand new! Step on to the white sandy beach from our front porch. We have totally refreshed our private 2 Bed, 1 Bath, slice of paradise and it will melt your stress away. This Charming Bungalow is perfect for any vacation. Indian Shores is centrally located between St. Pete Beach and Clearwater Beach. Pinellas County is full of shops, restaurants, and activities. Book with us now!

Top Guest favourite
Apartment in Redington Shores
5 out of 5 average rating, 7 reviews

Walking distance to beach Pet Friendly

Indulge in coastal luxury at this beautifully remodeled beachside retreat, just steps from the pristine Gulf sands. This elegant one-bedroom, one-bath residence offers a serene escape designed for comfort and style. Spend sun-filled days by the water and unwind exploring the acclaimed dining, vibrant beach bars, and charming coastal atmosphere of Redington Shores. Perfect for a romantic getaway or peaceful seaside escape.

Popular amenities for Conch Key holiday rentals

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