Mansion holiday rentals in Clearwater

4.96 out of 5 average rating, 100 reviews

A serene outdoor space features a heated pool, reflecting the colorful sky during sunset. Strands of lights are draped above, enhancing the inviting atmosphere. Comfortable loungers are placed beside the pool, with dining areas visible in the background, surrounded by lush greenery.

Home in Barrington Hills

Heated saltwater pool|Spacious 4BR/3BA|

Welcome to Cerulean Cottage, our coastal home centrally located in Dunedin, Florida. Whatever brings you to this area, you will find yourself right at home in our comfortable beds, cozy couch, and functionally designed spaces. Have a blast in the pool and game room and wind down in our new 4D massage chair. We are close to conveniences, including grocery stores and many favorite local restaurants and just a short drive from our quaint downtown and beaches. Happy holidays from our family to yours

5 out of 5 average rating, 3 reviews

NEW! LaPlage - Centrally Located - Family Friendly

🏖️ LaPlage —French for “the beach”—is a charming traditional Clearwater home with original preserved details and hand-painted art throughout. This unique home provides guests with ultimate comfort. Enjoy a spacious backyard, large heated pool, a stunning 50 ft enclosed patio and so much more. Play pool, foosball and darts or simply relax outside in the private backyard. Centrally located near several parks, and great restaurants or a short drive to the beach, LaPlage is the perfect family home

Townhouse in Clearwater Beach

A panoramic view of the inter-coastal waterway features clear turquoise waters and a marina with multiple boat docks. The backdrop is formed by a skyline of Clearwater's buildings under a bright blue sky, framed by lush tropical vegetation.

4.99 out of 5 average rating, 204 reviews

Clearwater Beach Luxe Waterfront Retreat

This stunning 3 story 4BR/3.5BA townhome (built in 2017) blends luxury, comfort, & the perfect beach town vibe. 2 blocks from the world famous white sands of Clearwater Beach and directly on the intracoastal waterway, this home offers everything you need for an unforgettable Florida getaway. Private pool and hot tub access! Ideal for families, couples, or groups of up to 10 guests looking for a premium vacation experience. Beaches, boating, biking, shops, food, drink & water fun all steps away!

A welcoming living room is presented with two comfortable sofas and accent chairs surrounding a rustic coffee table. Natural light is filtered through sheer curtains, enhancing the warm wooden flooring. A dining area is visible in the background, providing a cozy atmosphere for gathering.

4.89 out of 5 average rating, 106 reviews

New to market 4 Bedroom spacious home. By beach

Just over bridge to Clearwater Beach and minutes to Seminole Boat Ramp. This recently remodeled home with New furnishings has it all, location, fun and memories. 4 private bedrooms each with a queen size bed and blow up mattress for living room. 2 full bathrooms, one tub and one step in shower. Close to downtown Clearwater and minutes to the Shoppes and Restaurants of Dunedin. Lots of parking, bring your boat. Have fun days at Honeymoon Island and dolphin tours, fishing and watercraft rents

A rectangular heated pool is surrounded by a screened enclosure, featuring inviting blue water and colorful inflatable pool toys. Lounge chairs are positioned along the edge, with a light brown paver patio enhancing the outdoor space. Lush greenery is visible in the background.

4.89 out of 5 average rating, 121 reviews

Family Fun! Heated Pool/Arcade/Foosball + 2 Kings

Welcome to the Peachy Tiki - Clearwater's family and group friendly fun getaway close to everything! With 2 arcade games, a pro foosball table, a stocked kitchen, and a large heated pool (no charge to heat) you may not want to leave this home 🤩 We also feature an outdoor TV, grill and outdoor shower for true Florida living🌴 Indulge in your morning coffee by the pool! We offer K cups and drip coffee. If frozen margaritas poolside are more your thing, we’ve got you covered with a blender 🍹

5 out of 5 average rating, 128 reviews

FL Gem! XL-Pool | Pickleball | B-Ball & More!

Welcome to The Quazzi House - located in Clearwater, Florida! You and your guests are sure to enjoy this 1/2 acre property! This Unique 4 bedroom 3 bath home comes equipped with a 40 foot Pool, private Hot Tub area, along with your own Pickleball & Basketball Court. Located just 15 minutes from Clearwater Beach, 20min from Tampa and 10min from PIE! Come relax in sunny Florida with the most beautiful beaches around! * *Pool can be heated for additional fee *NO PARTIES $1000 FINE & CLEAN FEE

5 out of 5 average rating, 34 reviews

A light and airy living area features a comfortable sectional sofa positioned near a large wall-mounted TV. Natural light fills the space, highlighting the coastal-inspired decor. A wooden coffee table sits in front of the sofa, enhancing the relaxed atmosphere.

Home in Clearwater Beach

Heated POOL- 99 Steps to BEACH- Coastal MAIN House

Tastefully updated coastal beach home! Interior of main home features 4 well appointed bedrooms, 2 with ensuite baths (King BR and Queen BR). Open and spacious kitchen, dining, and family room. Large TV. Private outdoor patio space with table, chairs, and umbrella. Shared outdoor space with Heated Pool (83 degrees), tons of chairs, and grill. Shared beach cart/wagon, beach chairs, and misc toys. Quiet and quant beach access just three houses down! Free new Pickleball Courts down the street!

A spacious outdoor area features a dining table surrounded by chairs, with a large pool reflecting the blue sky. Tropical plants and palm trees add greenery, while a sign reading 'Clearwater' enhances the relaxed vibe. Bright umbrellas provide shade for the inviting lounging spots.

4.9 out of 5 average rating, 135 reviews

Casa Palmera! *Heated Pool!

Step into relaxation as you enter this tropical pool home, centrally located to everything one would need staying in Clearwater! This 4 bedroom, 2 bath home has been meticulously curated to give our guests the best experience imaginable during their stay on the west coast of Florida. Only 5 miles from world renown Clearwater Beach, 1 mile from the Phillies spring training site, less than 2 miles from some of the best local eateries in Safety Harbor and Dunedin. Come stay at Casa Palmera!

Guest favourite

5 out of 5 average rating, 5 reviews

Crystal Palms | Pool, Hot Tub, Game Room

Welcome to Crystal Palms! A 4BR, 2BA retreat designed for relaxation, fun, and unforgettable memories! This spacious home sleeps up to 8 guests and features everything you need for the perfect getaway—from a sparkling screened pool and soothing hot tub to a fully equipped game room, a record player with a variety of vinyls, and a private backyard oasis with a grill and pizza oven. Crystal Palms offers the ideal blend of comfort and excitement for everyone—book your Florida getaway today!

Home in Indian Rocks Beach

A beach deck is shown with turquoise lounge chairs and an umbrella, overlooking the sandy shore and the ocean. The setting sun casts warm light across the water, enhancing the atmosphere. Steps lead from the deck to the beach, creating easy access.

4.92 out of 5 average rating, 137 reviews

High-end Beach heaven: Sleeps 10, 3 private decks!

Ideal for those who appreciate single-level living. 3 bedrooms & 2 baths located on the main floor, & loft-style 4th bedroom upstairs. Enjoy 3 decks!: a private beach deck just a 30-second walk away + front & upper decks offering partial ocean views perfect for morning coffee or for cocktails. The primary booking guest must be at least 27 years old, stay on-site during the reservation, and provide valid government-issued ID to host within 24 hrs of booking. Vtr -1609

Guest favourite

4.92 out of 5 average rating, 102 reviews

Spacious family home ~ heated pool, King beds!

This spacious 4-bedroom Florida home is perfect for family and friends! Located in a quiet neighborhood, close to everything Tampa Bay has to offer. Just 20 minutes from Clearwater Beach! Enjoy a huge living room, full kitchen, 2 King suites and 2 more bedrooms where 10 people can sleep comfortably! Swim in the big heated pool (83°), relax by the fire pit or cook on the propane BBQ grill. Feel free to message me with any questions. I look forward to hosting you!