
Holiday rentals in Conch Key
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Top-rated holiday rentals in Conch Key
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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.
4.94 out of 5 average rating, 142 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!
4.96 out of 5 average rating, 148 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
4.97 out of 5 average rating, 206 reviews
Cozy Indian Shores Beach Condo #367
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.
4.78 out of 5 average rating, 136 reviews
Direct Beachfront Condo, Ocean balcony view!
Wake up to soothing sounds of the ocean waves from your private 2nd-floor balcony, with the beach just steps below. This 2-bedroom, 2-bathroom condo sits directly on the sand in Indian Shores just between Clearwater Beach and St Pete beach. The condo sleeps 6 across 3 beds, king in primary, and two queens in second bedroom, with a full kitchen for cooking in, high-speed WiFi. Beach chairs, beach towels and umbrella are provided for your stay. Superhost, praised for cleanliness & views.
4.93 out of 5 average rating, 230 reviews
Beach Fun With Views - Indian Shores, Florida
Beach Palms is back and better than ever! Since Hurricanes Helene and Milton, the building has a fresh new look, including a new pool, pool deck, gas grills, and gazebo. The beach has been restored, and the sugary sands are ready for your flip-flops! Contact Gene, Superhost 503! Families Welcome - Direct Beachfront - Gulf of Mexico - Amenities - Large 3-Bedroom, Newly Renovated Building. Step outside to pure Gulf Coast bliss — sugary sands, warm water, and stunning sunsets await!
4.86 out of 5 average rating, 121 reviews
Indian Shores Gulf Front Rental
Beautiful 2 bed 1 bath luxury condo on the Gulf of Mexico. We are steps from the beach. Unit has partial water view. Beautiful state of the art kitchen and luxurious furnishings. Everything you need for your perfect vacation. Totally non-smoking unit. Come and stay with us. This is a second floor walk up condo. There are 27 steps. May not be suitable for the elderly or small children. Check in 3pm. Check out 10am Our maximum occupancy is 4 people including children.
4.9 out of 5 average rating, 444 reviews
Oceanview Condo at Beach Cottages
Ocean Views | Heated Pool | Hot Tub Wake up to stunning ocean views and unwind in this cozy, well-appointed beachfront condo—perfect for a beach getaway. Guests can enjoy powdery white sand beaches and unforgettable cotton-candy sunsets just steps away. Beach Cottages offers resort-style amenities including a heated pool, hot tub, lounge chairs, umbrellas, tables, and gas grills. Your private balcony is perfect for Gulf views during coffee or cotton candy sunsets in the evening.
4.74 out of 5 average rating, 19 reviews
Going Coastal: Beach, Pool, Fishing, Boat Slips
Welcome to our beautiful ground floor condominium on the intracoastal of Indian Shores Beach, Florida. This one bedroom, one bath condo sleeps 6 with an Olympic sized pool is on the intracoastal waterways and just steps away from the beach! This cozy home, at Belleview Gulf Condominiums, is perfect for a serene getaway. This condo has been completely renovated (Completed January 2026). Let’s take a closer look at what makes this property the ideal choice for your next vacation.
5.0 out of 5 average rating, 29 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.
4.98 out of 5 average rating, 163 reviews
Sand and sunsets
This is a one bedroom unit on the second floor of Holiday Villas III located in Indian Shores, Florida. The unit is approximately 475 square feet and as a interior unit, it does NOT contain a balcony. The complex sits directly on the beach and contains an assigned parking space, and a heated pool The unit includes a king size bed, sleeper sofa, full kitchen, flat screen television and high speed wireless.
4.75 out of 5 average rating, 202 reviews
Sunny Retreat on Pristine Beach | Redington Shores
Experience beachfront bliss in this stunning 3BR/2BA Redington Beach condo! Newly remodeled with coastal décor and a fully updated kitchen featuring new stainless appliances, bar seating, and dining for six. Enjoy breathtaking Gulf views from your private balcony, a serene King suite, Queen suite, and twin room. Includes Wi-Fi, washer/dryer, parking, and full beach gear!
4.97 out of 5 average rating, 93 reviewsPopular amenities for Conch Key holiday rentals
Other great holiday rentals in Conch Key

Billy's Beach Bungalow
4.97 out of 5 average rating, 30 reviews
Indian Shores Beach 3BR /2BA | PeekABoo Ocean View
5.0 out of 5 average rating, 18 reviews
San Remo 501- Beautiful Beachfront Escape!
4.77 out of 5 average rating, 13 reviews
2BR Beachside Cottage #4 w/ Kitchen| Dogs Welcome
4.83 out of 5 average rating, 71 reviews
Fishing Dock! Pets Allowed! ~ Better Than Workin'
5.0 out of 5 average rating, 7 reviews
Beachfront Bungalow w/ Pool & Hot Tub in IRB
4.97 out of 5 average rating, 182 reviews
Shore Thing — Gulf Views & Steps to the Beach
4.97 out of 5 average rating, 62 reviews
Beautiful San Remo on Beach, Pool & Hot Tub
4.98 out of 5 average rating, 55 reviewsDestinations to explore
- Miami Holiday rentals
- Four Corners Holiday rentals
- Miami Beach Holiday rentals
- Orlando Holiday rentals
- Fort Lauderdale Holiday rentals
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- Anna Maria Island
- Siesta Beach
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Turtle Beach
- Hard Rock Casino
- University of South Florida
- Vinoy Park
- Dunedin Beach
- Epperson Lagoon
- John's Pass
- Tropicana Field
- Crescent Beach
- MidFlorida Credit Union Amphitheatre
- Sand Key Beach
- Weeki Wachee Springs State Park
- Img Academy
- Anna Maria Public Beach





