Mansion holiday rentals in Clearwater

4.96 out of 5 average rating, 104 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

A spacious screened-in pool area is highlighted, featuring a clear blue pool surrounded by a patio with lounge chairs. A modern kitchen and living room are reflected through large glass doors, connecting indoor comfort to outdoor relaxation.

4.82 out of 5 average rating, 104 reviews

Sunshine, Beaches & Refreshing Pool/Screen Patio

Step inside, you’re greeted by an open living area, and beautifully updated kitchen and appliances. Step outside to your private paradise! The large screened-in pool lanai beckons you to relax, lounge around, take a dip, fire up the grill and unwind in the Florida sunshine. This is where unforgettable memories are made. ☑ 5 mi to beautiful Sand Key Beach park and Clearwater Beach! ☑ 10 mi to John’s Pass Boardwalk. ☑ 9 mi to CLW/St Pete Airport & 23 mi to Tampa INTL. ☑ Sun room w/ping pong tabl

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, 206 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 cozy living area features two comfortable sofas adorned with cushions, centered around a round coffee table. Natural light filters through a window, illuminating a plant and decorative items on the table. Light-colored walls and a simple rug enhance the welcoming ambiance.

4.98 out of 5 average rating, 102 reviews

4BD/3BA + Pool + Hot Tub + Game Rm—5 mi to Beach!

Welcome to Coastal Comfort-- just 5 miles from the beach! • Brand New Heated Pool & Hot Tub • Game Room • Comfortable Beds for 12 • Brand New Appliances • Complimentary Coffee & Youtube TV • Water Purifier This stylish retreat offers the perfect blend of comfort and convenience, making it ideal for your next vacation. Whether you're seeking quality family time, a romantic getaway, or a fun-filled adventure with couples, friends, teams or colleagues, Coastal Comfort has everything you need!

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, 109 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

4.97 out of 5 average rating, 130 reviews

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

Welcome to The Quazzi House, a private ½-acre tropical escape designed for fun, relaxation, and unforgettable memories. This unique 4BR / 3BA home features a 40-ft pool, private hot tub, pickleball & basketball court, and a spacious backyard perfect for families and groups. 📍 15 min to Clearwater Beach 📍 20 min to Tampa 📍 10 min to PIE Airport Ideal for large families or groups looking for an active, resort-style stay in sunny Fl! NO PARTIES — $1,000 fine & cleaning fee strictly enforced!

A spacious outdoor area is highlighted by a large pool surrounded by a stone patio. A dining table with multiple chairs sits beneath a wooden pergola adorned with lights. Lush palm trees and an elevated deck complete the inviting ambiance of the space.

4.94 out of 5 average rating, 154 reviews

Poolside Palms Private Pool & Game Room - 7 Min to Indian Rocks Beach

Poolside Palms - Just minutes from Indian Rocks Beach, Restaurants & Attractions! An indulgent getaway awaits in our fabulous 4BR/3.5BA home that features amazing indoor/outdoor entertaining space plus all the amenities to accommodate a large group of 14! Luxurious design, high-end bedrooms, comfortable and stylish furnishings, this two-level home boasts a game room & private pool and patio! Bright Livingroom, Incredible Kitchen, Elevated deck on a corner lot! Look no further - Just Book it!

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, 137 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

4.91 out of 5 average rating, 117 reviews

Large home & hot tub-5 min to beach sleeps 10

"Sunshine Casita"! A Large luxury home with hot tub & tiki hut! 2 miles from the beach. We are nestled in a safe family neighborhood. We provide some beach items, so you can pack light! Our tropical backyard has 2 patios, tiki hut, patio dining area & access to a grill for out door cooking! If you prefer indoors, the large kitchen is fully equipped! If your taveling by RV or with your boat( boat ramp 2 mi drive), we have plenty of parking on site with our double driveway to accommodate.

Guest favourite

An illuminated tropical backyard surrounds a heated pool, reflecting the colors of the sunset. A spacious patio features casual seating with a wooden bench along one side. Lush greenery enhances the relaxing atmosphere, while the house provides direct access to the pool area.

4.85 out of 5 average rating, 163 reviews

Night Lights | Gym | Gas Grill | Clearwater Beach

⭐️ HEATED POOL INCLUDED IN PRICE ⭐️ ✈ TPA Airport 35minutes ✔ Illuminated Tropical Backyard Featuring: BAR + Pergola + BBQ + Hammok ✔ 3 Miles from Belleair & Indian Rocks Beach (South Clearwater Beach) ✔ GYM ✔ Fusball Table ✔ Living Room: large Leather sectional + 65" Streaming TV ✔ 43" Streaming TVs in All Bedrooms ✔ Huge Dining Table ✔ Fully Equipped Kitchen ✔ 2 Showers, 1 Bathtub, Hair Dryers ✔ 4 FREE Parking Spot on driveway+ 2 in Garage ✔ New LARGE Washer & Dryer

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, 141 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

A private heated pool is surrounded by a spacious patio, featuring reclining lounge chairs and a shaded dining area beneath an umbrella. Lush greenery and tall palm trees frame the serene backyard, creating an inviting outdoor space for relaxation.