
Clearwater vacation rentals
Vacation rentals in Clearwater by owner — compare homes, condos and cabins, message verified hosts and book direct. See every charge before you pay.
Clearwater is famed for Pier 60, the Marine Aquarium, popular Sand Key Park, and the crystal-clear waters of Clearwater Beach. Tourists visit for the daily sunset celebrations, dolphin-watching tours, and the annual Clearwater Jazz Holiday. Booking through Houfy ensures direct connections with hosts, maximizing your vacation budget. Check out waterfront condos, family-friendly homes, and quaint bungalows nearby in Dunedin and Belleair. Spring training for major league baseball in March attracts sports fans, adding a lively atmosphere to the city.
Top-Rated Vacation Homes in Clearwater
Browse the highest rated vacation properties in Clearwater.
Dock of the Bay, #204 Walk Everywhere • Harbor Views • 2 King Suites
$1,066.90 USD total for 3 nights
Nov 19 – 22, 2026
We had a wonderful time at Dock on the Bay. The condo was perfect with 2 king bedrooms and 2 full baths. Kit had a gift basket when we arrived which was so nice. The condo is decorated beautifully and the kitchen has every amenity you would need. The location was great with a view of the sunrise over the bay. The Beach Walk was about 100 yards down the street but close enough that we walked there every morning and went out on Pier 60 to watch the sunset. The pool is shared with the hotel next door and was cold and dirty but the set up is nice and maybe in summer months it is better cared for. The Beach itself was beautiful and there are plenty of shops and restaurants all within walking distance of the condo. We ate at Pearley's Beach Eats for their amazing fish tacos and homemade salsa. One night we had dinner at Clear Sky for the prime rib special. All sorts of great restaurants around to enjoy! We rented a golf cart and drove it down to St. Johns Pass which was about 45 minutes. We were able to see Sand Key, Indian Rocks Beach and Madeira without having to drive our car. Each public beach has paid parking so this made for a great way to see all the coast without having to get in and out of the car and pay for parking. I highly recommend this condo to anyone coming to Clearwater for a vacation. I hope to return soon!
$2,094.16 USD total for 3 nights
Nov 15 – 18, 2026
I cannot begin to say enough kind words about this amazing property! Being a Florida local there’s a lot of choices and places to select when going on vacation. I’ve selected many Airbnb’s in the past and this one was by far my favorite as well as my five other girlfriends! The space was amazing and so thoughtfully decorated I wanted to move in permanently! The three spacious balconies provided brilliant water views! The host had thought of everything and had sweet little surprises that just made you smile. The decor was absolutely outstanding and you felt like you were at a high end private residence /resort! It was well stocked with a variety of necessities to make your stay comfortable and in perfect proximity to everything fun to do in Clearwater. Waking up in the morning to the gorgeous third story balcony view with a cup of coffee in hand was an absolute dream! The hosts seriously thought of everything as they designed the home. They were so kind and checked in with me periodically to see if I needed anything. And to make it even better when I texted them back they were so kind of tell me where they had purchased a few of the things that I absolutely loved! The home is an absolute restoration hardware dream! It was so calming with the neutral beach color palette. We took a tiki boat tour while we were there and really enjoyed! The garage had a bunch of fun toys including bikes and all the beach gear your heart desires! I couldn’t possibly imagine recommending this more than I already have within the first 30 minutes of arriving home! You’ll be extremely happy if you plan your stay here :) The Bombshell Beach House is a perfect place to disconnect and enjoy some serenity! Many many thanks to the amazing hosts for making my Half Way to 90 birthday so memorable!
Dock Holiday, #205 Walk to Beach! Pool + Free Parking + Beach Gear
$1,095.06 USD total for 3 nights
Dec 7 – 10, 2026
We had a great time at Dock Holiday. The location was perfect to walk to multiple restaurants that were really yummy! The beach is a very short walk and the provided wagon and chairs make it a breeze! There was EVERYTHING we could have needed for the trip. Plenty of paper towels, a great start on toilet paper, ALL the things you could ever need to prepare your own meal at home. There was even a complimentary bottle of wine in the fridge, such a nice surprise after a long day of travel. The grocery store is 10 minutes away and was fully stocked. Check out the house before heading to the grocery store though, there were a lot of spices and condiments supplied. We saw dolphins and a manatee multiple times in the bay and dolphins everyday at the beach. The porch was a great place to watch the afternoon rainstorms after a day at the beach. The pool was a great treat when we weren’t feeling the sand. We grilled out multiple times and found the grill to be in perfect order and had plenty of propane. Although it’s for the whole community, we never ran into an issue of two people needing it at the same time. We would definitely stay here again!
$2,145.95 USD total for 4 nights
Nov 15 – 19, 2026
My husband, two year old, mom, and I loved this condo. The large size was a huge plus as we had enough space to spread out and for my toddler to run around. The master bedroom/bathroom are much larger than ours at home and we loved having a double vanity so my husband and I could each have our own area to get ready! The large walk in shower was also a plus to help wash off our toddler. Everything is tastefully decorated, very comfortable, and spotlessly clean. The large balcony offers a lovely view of the harbor and was a perfect spot to watch the fireworks on July 4! The beach is a short walk up and across the street, and there are several food options nearby as well. The pool is a bit small but good for a quick dip when you don't have a lot of time to go to the beach. We made good use of the items in the cabana such as beach toys, chairs, and umbrella. Upstairs, they have a lot of child-friendly bonuses as well such as two pack and plays and an umbrella stroller. The only criticism I would have is having to purchase your own disposable/paper products. There were a couple rolls of TP, a roll of paper towels, and enough detergent for one load of laundry, but otherwise we had to buy our own. If you're cooking, you will need to buy pretty much everything including standard kitchen staples as the only things available were some small salt and pepper shakers. A minor inconvenience though, as we had everything else we needed. Would definitely stay here again if we return to Clearwater!
Sun Harbor Bay Haven-4 min walk to the beach, dog friendly
$1,219.27 USD total for 3 nights
Nov 17 – 20, 2026
Everything about Kay's place was exactly what you'd expect from a five star review, great host, clean, VERY easy to get to and access, everything as stated if not better, private, quiet and so on. Two things really stood out specifically about Kay's place. First, was all the extras she provided that you really need for a beach vacation but can't bring with you, beach towels, toys for kids, folding chairs, even a wagon/ cart to help bring everything you need to the beach. Second, was the location. You are not going to beat this location. Once you arrive and park your vehicle in the safe private parking provided you don't have to worry about driving anywhere, it was so nice. Kay's property is exactly where you want to be. The beach, pier, shops, restaurants, a CVS and Walgreens are all no longer then a three or four minute walk.
Dockside Duo, #204 & #205 Side-by-Side Waterfront Condos | Walk to Beach
$2,812.07 USD total for 4 nights
Dec 7 – 11, 2026
We absolutely loved our stay at Dockside Duo! Both condos were impeccably decorated, clean, and stocked with everything we needed. Located within walking distance to restaurants, the beach, fishing, and other fun things like mini golf made for a great time for adults and young children. The units were exactly as pictured, and all the thoughtful details made our stay effortless. Kit and Gary were responsive and attentive through the whole process. We would absolutely stay here again on our next trip to Clearwater!
$6,437.61 USD $5,933.90 USD total for 28 nights
Nov 15 – Dec 13, 2026
Absolutely loved the stay here, from the moment of us getting there and walking into the home we just saw how clean and beautiful it looked. As well as the seashells in where we parked as decoration outside, and little lights surrounding the parking spot at night! The living room floor in my opinion is just lovely, and the rooms even better with comfortable beds and soft sheets. I think as a girl, and having two others girls staying there as well, our favorite part was the bathroom mirror. The lighting is so pretty because you can control the different tones of light on it and we liked the full body mirror in the big bedroom too. I think it would be even better if the second bedroom had a full body mirror too! The appliances in kitchen worked wonderful and we loved the countertop material, it was smooth and modern. The wooden bowls were ironically my favorite part though seeing as their aesthetic fit the vibe of the whole space. Anyways, 10/10 would recommend! Thank you Nora!
$8,079.50 USD $7,446.70 USD total for 28 nights
Nov 15 – Dec 13, 2026
If you’re visiting the area for Blue Jays Spring Training games, stay here! It’s a 15 minute walk away from the ballpark, a 10-15 minute drive from Clearwater Beach, and a lovely space to come back to at the end of the day. It’s clean, spacious, with a great shower and a very comfortable bed — everything you need to feel at home. The convenience store on the corner was also very handy! Most importantly, Nora is a fantastic, responsive host. She was accommodating, proactively communicative, and very kind. Stay here!
Recommended Homes in Clearwater
Handpicked properties we think you'll love in Clearwater.
$562.00 USD $539.65 USD total for 3 nights
Nov 15 – 18, 2026
$516.00 USD total for 3 nights
Nov 20 – 23, 2026
Water views,4m beach walk, boat dock, free parking
$1,219.27 USD total for 3 nights
Nov 15 – 18, 2026
$1,330.00 USD total for 3 nights
Nov 15 – 18, 2026
$945.06 USD total for 3 nights
Nov 15 – 18, 2026
$1,497.20 USD total for 3 nights
Nov 15 – 18, 2026
$447.00 USD total for 3 nights
Nov 15 – 18, 2026
Vacation houses with pools in Clearwater
Cool off in style with these amazing pool homes in Clearwater.
$1,135.58 USD $1,051.39 USD total for 3 nights
Nov 15 – 18, 2026
$3,855.00 USD total for 4 nights
Mar 17 – 21, 2027
Pet friendly vacation rentals in Clearwater
Bring your furry friend along! Browse pet-welcoming homes in Clearwater.
$620.00 USD $595.25 USD total for 3 nights
Nov 15 – 18, 2026
Why visit Clearwater
Discover what makes Clearwater a perfect vacation rental destination.
Stunning Clearwater Beach
Ranked among the top beaches in the U.S.
Clearwater Beach is famous for its sugar-white sand and vibrant sunsets, located just 2.5 miles from the city center. Visitors can enjoy nearby Pier 60's nightly festivals.
Visit Caladesi Island
Natural escape just a short ferry ride away.
Caladesi Island State Park offers pristine beaches, nature trails, and kayaking through mangroves. Reachable by ferry from Honeymoon Island, about 10 miles from Clearwater.
Clearwater Marine Aquarium
Home to Winter the dolphin, of movie fame.
The Clearwater Marine Aquarium cares for marine animals and is the home of Winter, the dolphin star of 'Dolphin Tale.' It's located 1.5 miles from downtown Clearwater.
Vibrant Downtown Scene
Live music and craft bars to enjoy.
Downtown Clearwater offers a lively atmosphere with venues like the Capitol Theatre and top restaurants. Just a short walk from most central accommodations.
Where to stay in Clearwater
The best areas and neighborhoods for your vacation rental in Clearwater.
Sand Key
Sand Key is a serene beach community known for its beautiful state park and less crowded beaches. It's best for those seeking tranquility.
Downtown Clearwater
Full of shops, bars, and entertainment options like the Capitol Theatre. Perfect for visitors seeking nightlife and cultural experiences.
Island Estates
An upscale neighborhood located on a barrier island with lavish homes, its own marina, and dining options.
Clearwater Beach
A lively area with a variety of waterfront resorts, shops, and dining options, known for its vibrant energy and events.
Find Clearwater vacation rentals that suit your style
Vacation homes, townhomes, condos and more — pick the kind of Clearwater vacation rental you want, then book it direct with the host.
Clearwater vacation rentals with free WiFi, hot tub or air conditioning
Free WiFi, hot tub, air conditioning and more — every Clearwater vacation rental here is listed by a verified host and bookable direct, with the price the host set.
Top attractions in Clearwater
All within driving distance of Clearwater vacation rentals.
Clearwater Beach
Famous for its crystal-clear waters and bustling Pier 60. · 2.5 miles
Clearwater Marine Aquarium
Features marine life and offers dolphin encounters. · 1.5 miles
Caladesi Island State Park
Offers serene beaches and kayaking trails. · 10 miles
Ruth Eckerd Hall
Hosts performances from Broadway shows to classical concerts. · 5 miles
The Dali Museum
Home to an expansive collection of Salvador Dali's works. · 21 miles
Westfield Countryside Mall
A large shopping center with dining and entertainment options. · 8 miles
Getting to and around Clearwater
Clearwater is easily accessible by nearby airports and offers various local transport options.
- TAMPA INTERNATIONAL AIRPORT
- Located 19 miles from Clearwater, it offers numerous domestic and international flights daily.
- ST. PETE-CLEARWATER INTERNATIONAL AIRPORT
- Situated 10 miles away, this smaller airport offers budget and regional flights.
- RENTAL CARS
- Available at both airports and within the city, making it convenient to explore the Tampa Bay Area.
- RIDESHARING
- Uber and Lyft services are widely available, ideal for quick travels around the city.
- PSTA BUS SERVICE
- The Pinellas Suncoast Transit Authority offers affordable routes throughout Clearwater and Pinellas County.
Similar vacation rentals near Clearwater
Homes within 60 miles of Clearwater, from verified hosts.
$563.87 USD total for 3 nights
Nov 29 – Dec 2, 2026
$620.00 USD total for 3 nights
Nov 21 – 24, 2026
$1,227.18 USD total for 3 nights
Nov 29 – Dec 2, 2026
$15,424.71 USD total for 28 nights
Nov 15 – Dec 13, 2026
$1,525.50 USD $1,426.63 USD total for 5 nights
Nov 15 – 20, 2026
$21,590.00 USD $18,426.50 USD total for 7 nights
Nov 15 – 22, 2026
$932.25 USD total for 3 nights
Nov 15 – 18, 2026
$2,178.64 USD total for 7 nights
Nov 28 – Dec 5, 2026
$5,452.00 USD total for 6 nights
Nov 15 – 21, 2026
$815.86 USD total for 3 nights
Nov 16 – 19, 2026
$497.91 USD total for 3 nights
Nov 18 – 21, 2026
Funshine Pointe Capri - Newly Renovated - Intercoastal Views
$591.72 USD total for 3 nights
Nov 22 – 25, 2026
Explore near Clearwater
Cities and towns within driving distance of Clearwater, each bookable direct with the host.
Why guests book on Houfy
Direct with the host
Message the host before you book. Ask questions, confirm details, and deal with the person who owns the property.
Verified hosts
Every host completes identity verification before a listing goes live.
Itemised pricing
Every charge is shown before you pay — including the API connection fee, where one applies.
Own a rental in Clearwater? Looking for a co-host?
Find a co-hostMore vacation rental destinations around Clearwater
Frequently asked questions
Quick answers about booking vacation rentals in Clearwater and what direct booking on Houfy actually means.
The ideal time to visit is during the spring months, March to May, when the weather is warm but not too humid and large events such as the Sugar Sand Festival take place at Clearwater Beach.
Yes, many rentals in Clearwater are pet-friendly. Some even offer fenced yards or are near dog-friendly parks like Enterprise Dog Park, located just 7 miles from downtown.
Clearwater Beach is the top choice for vacation rentals, offering an array of beachfront condos and proximity to attractions and nightlife.
Vacation rentals can be more cost-effective than hotels, especially for groups or families. Renting a whole home allows for cooking meals and potentially brings down the cost.
Clearwater offers diverse rentals, from beachfront condos to spacious houses with private pools. Options are available for couples to large families.
Yes, golfers will enjoy courses such as the Belleview Biltmore Golf Club, located in the serene Belleair neighborhood, known for its lush fairways and challenging holes.
Houfy is a platform for booking vacation rentals directly with the owner. Guests pay the listed price directly and communicate directly with the owner.
Yes, Houfy is safe for booking; it connects travelers directly with property owners, ensuring transparent communication.




























































































































































