Holiday rentals 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, 127 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.
Apartment 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.

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.
Apartment in Redington Shores
4.89 out of 5 average rating, 28 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).

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, 198 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
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, 25 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.
Apartment in Indian Shores
4.98 out of 5 average rating, 162 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.

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
4.91 out of 5 average rating, 304 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, 25 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, 7 reviews

Waterfront House | Private Dock | 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
Flat in Indian Shores
5 out of 5 average rating, 10 reviews

Direct Beachfront Penthouse

Experience the ultimate Gulf retreat in our top-floor Indian Shores penthouse! Enjoy unobstructed panoramic views and legendary sunsets from your private balcony, just steps from the sand and heated pool. We’ve fully refreshed the space with brand-new furniture and high-end coastal decor—check out our updated photos! While the interior is more stylish and comfortable than ever, the million-dollar views and sound of the waves remain the star of the show.

Top guest favourite
Flat in Redington Shores
5 out of 5 average rating, 13 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