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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Top Guest favourite
A spacious backyard is featured, showcasing a heated saltwater pool surrounded by a large paver deck. Lush green grass fills the area, bordered by well-maintained landscaping. Tall trees provide shade in the background, contributing to the serene outdoor environment.
Home in Seminole
4.98 out of 5 average rating, 124 reviews

JOJO'S Beachside 1Acre Estate-New Pool

LUXURY CUSTOM HOME WITH NEW HEATED SALTWATER POOL ONLY 1.5 MILES TO BEAUTIFUL WHITE SAND REDINGTON BEACH ON 1 ACRE OF LAND. HOME HAS JUST BEEN TOTALLY RENOVATED WITH TASTEFUL FINISHES. THIS AREA IS VERY QUIET AND UNIQUE FOR PINELLAS COUNTY WITH LARGER LOTS AND HOMES. 2300 SQUARE FEET WITH HIGH VAULTED CEILINGS. LARGE OPEN KITCHEN, T.V.'S IN EVERY RROM. GREAT LOCATION JUST MINUTES FROM: COFFEE SHOPS , GROCERY STORE, SHOPPING, RESTAURANTS, MOVIE THEATERS AND PARKS. LARGE PAVER DECK BY POOL AREA.

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.
Condo in Indian Shores
4.94 out of 5 average rating, 139 reviews

Tropical Beachfront Penthouse-Beach Cottages

Beach Cottages II (#2505) Welcome to this spacious top floor oceanfront condo 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 beds, full kitchen/dining/bar area, Free WiFi, Premium Cable TV, Garage Parking, Private Beach, Pool & Spa.

Top Guest favourite
Bungalow in Indian Shores
4.96 out of 5 average rating, 197 reviews

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool

Guest favourite
Home in Redington Shores
4.96 out of 5 average rating, 24 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
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.
Condo in Indian Shores
4.98 out of 5 average rating, 159 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.

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, 303 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
Home in Largo
5 out of 5 average rating, 19 reviews

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

You asked, we delivered. Inspired by our 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🏝️.

Guest favourite
Home in Indian Shores
5 out of 5 average rating, 5 reviews

Waterfront | Fishing Dock | 2 Min Walk to Beach

Waterfront house with a private dock on the Intracoastal, directly across from beach access. Enjoy sunrise coffee, dolphin sightings, and water views from the large waterfront patio with lounge seating and grill. Sleeps up to 6 with a king bedroom (TV), queen bedroom, and two queen sleeper sofas. Newly renovated with full kitchen, washer/dryer, outdoor shower, and free parking. Walk to coffee, mini golf, restaurants, and the beach, minutes from John’s Pass.

Guest favourite
A spacious living room is featured with a large flat-screen TV mounted on the wall. Natural light fills the space through two windows beside comfortable seating arrangements, including a light-colored armchair and a blue sofa. A coffee table sits on a patterned rug, enhancing the serene ambiance.
Home in Redington Shores
4.93 out of 5 average rating, 14 reviews

San Remo. Top Floor. Beach Views

Kick back and relax in this stylish, top floor beach view condo. Both bedrooms and living room have sliding glass doors to the beach view balcony. Enjoy stunning sunsets from the balcony, beachside pool, and hot tub. Covered outdoor seating by the pool includes an grilling area. Spacious open floor plan with two bedrooms and two full bathrooms for up to 4 guests. Prime beachfront location steps away from pristine sands on Redington Shores Beach.

Top Guest favourite
Home in Seminole
5 out of 5 average rating, 19 reviews

Luxe 4BR w/ Pool & Hot Tub- Mini Golf

Welcome to Ocean Rise by Ren’s Retreats—your private Florida family retreat designed for comfort, connection, and effortless coastal living. • 5 mins to Indian Shores Beach • 5–15 mins to Redington Shores, Indian Rocks & Madeira Beach • Minutes to parks, trails, dining & shops Unwind after sun-soaked beach days with space to gather, relax, and feel right at home. Please note: The primary guest must be 21+ and present for the full reservation.

Top Guest favourite
Condo in Indian Shores
5 out of 5 average rating, 7 reviews

Oceanfront Condo · Rooftop Terrace · Arcades

Step onto the private rooftop terrace and the Gulf stretches out in front of you — golden hour, warm breeze, a putting green underfoot, nowhere else you'd rather be. Inside, the kids are deep into NBA Jam while the waves crash just beyond the balcony. Hello Sunshine is a direct oceanfront condo in the heart of Indian Shores — designed like a magazine spread and stocked for the kind of trip people still talk about long after they've unpacked. ☀️

Top Guest favourite
Apartment in Redington Shores
5 out of 5 average rating, 12 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