
Guesthouse holiday rentals in Clearwater
Find and book unique guesthouse rentals on Airbnb
Top-rated Guesthouses in Clearwater
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

Minutes to Beaches w/King Bed Private Updated
This private home away from home near pristine beaches sits behind the main house in a quiet neighborhood conveniently located near downtown Clearwater, Clearwater Beach, Tampa, St Petersburg, Dunedin, Tarpon Springs, and other great towns. Restaurants, shopping, & entertainment venues. • Clearwater Beach= 4 miles / 8 minutes • Downtown Dunedin= 3 miles • Honeymoon Island= 9 miles • Tarpon Springs Sponge docks= 14 miles • Tampa Airport (TPA)= 14 miles • St Pete/Clearwater Airport (PIE)= 9 miles

Paradise Cottage Largo Beaches 1 mile High ground
We are PARADISE COTTAGE, and the standards of super host are status quo! We're ready for you! Although only 2 miles from the Gulf, we're on high ground! We are on a Priority One Energy Grid. With over 300 huge potted plants, many trees, etc we live in a lush tropical "Paradise". Our guests' highest praises include private, quiet, serene, safe and secluded; attributes we're fortunate to claim We have no neighbors while being so close to so much. Read the next section "The Space" to learn more.

The Florida Room. private entry.driveway parking.
Not a shared space. No "Plug ins' or harsh cleaning products . slightly sented detergents, No fabric softener. Close to Tampa, St. Pete , All beaches and Airport's Restaurants directly across the street. Publix, Starbucks within walking distance. Keyless private entry. Small fenced fenced area that is convenient for your pet. There's room enough for 1 car, 1 Animal Only. This includes service or non-service due to the size of the unit and consideration of the animals comfort. No guest Cats

Quiet & Cozy Guesthouse minutes to the beach.
Newly remodeled, quiet and cozy guest house on a cul de sac. Great location close to shopping/restaurants, 4 miles to Gulf Blvd where you will find many beautiful beaches, Clearwater, St Pete etc. 1 Bedroom, queen bed, and sofa bed in living room which pulls out to a queen bed. Full kitchen with all the extras. Cable TV, WiFi, 1 private parking spot (can accommodate 2 or recreational vehicle just need a heads up). Access to washer/dryer for stays 4 nights or more. No pets, no children under 8.

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖
Welcome to Casita Citron, a beautiful new tropical paradise in the heart of St. Pete! Tranquil & centrally-located: close to nature trails, shopping, downtown St. Petersburg, & Tampa. Minutes to St. Pete Beach, ranked #1 in USA! Washer & dryer on site. Private fully fenced in backyard with fire pit. Luxurious hot tub spa with speakers, water shooters, & LED lights. Heated outdoor shower. Memory foam mattress. SmartTV. Second queen size bed available upon request (AeroBed with foam topper).

Guest House in prime location!
This special place is close to everything, making it easy to plan your visit. Less than 30 minutes to TPA Airport, 13 miles to Clearwater Beach, 2.2 Miles to Honeymoon Island, 1.0 miles to US-19 to easily get to surrounding areas, and 3.5 miles to downtown Dunedin. Guest house located on property with friendly host. There is one parking space provided for guests onsite. Happy to provide recommendations for a local experience during your stay! Beach necessities available upon request.

Easy Tampa | Fast WiFi | Kitchenette | Queen Bed
Newly Remodeled stylish and private studio suite with queen bed, bathroom, living/dining/work area, kitchenette (Dry), and shared laundry in the trendy Old Seminole Heights neighborhood. With an 83/100 walk score its easy to visit bars, restaurants, diners, bakeries, and quaint shops, or stroll the tree-lined streets of 100+ year old houses. This spot is perfect for the Tampa explorer with easy access to downtown. Free street parking, free WiFi, free shared laundry (in adjacent space).

Luxury Guest House close to the beach
Welcome to our beautiful beaches of Seminole city. This property is well located just 5 minutes away from the beach. The unit is on the corner with easy access to a main ave. There is a wide variety of bars, restaurants and supermarkets. Also it is newly renovated including new appliances and furniture. In addition there is a private entry and fenced outside seating area that’s perfect to relax. For security the property has smoke detector and fire extinguisher. Pets are not allowed

Romantic Getaway*FREE Decor AnyOcassion*Relax Bath
A cozy place to have your vacation in Tampa, private entrance and parking.We include decorations for all occasions:birthday,wedding,special day, show your love, and more! Contact us with your ideas and we'll make this trip unforgettable! Located in a central area of Tampa, close to Bush Garden/Adventure Island, Raymond James Stadium,Tampa International Airport,Ybor City,Downtown Tampa,Clearwater Beach and more! Peaceful and centrally-located place to enjoy as a couple to your liking.

Cozy 2 Bedroom - 12 Minutes from Clearwater Beach
Make your vacation relaxing, fun and easy! - Kick back in the hammock or have some coffee with loved ones in the peaceful private backyard. - Take the 12 minute drive to the beach with the provided boogie boards, chairs and sand toys. - Take a walk or bike ride on the gorgeous Pinellas Trail. You'll also find some of the best coffee, food and ice cream on the way. -Golf courses close by. This is a separate unit that shares a driveway and parking area with the front house.

Cottage on Pinellas Bike Trail
This cottage on the trail is a gem. It is an easy one mile bicycle ride to downtown Dunedin and a quick stroll to waterfront Edgewater Park to watch sunsets or see the lights of Clearwater Beach across the intracoastal waterway. Circular driveway with a carport for off street parking. The cottage is equipped with a Keurig, microwave, mini fridge, as well as beach amenities and wifi. There's a fenced back patio for you to enjoy our beautiful weather!

Sonia's Little House
Welcome to your perfect home base in Tampa! This charming and private efficiency unit offers everything you need for a comfortable stay—whether you're visiting for business, vacation, or an extended stay. Located in a quiet residential neighborhood just minutes from downtown Tampa, Raymond James Stadium, Midtown, and Tampa International Airport, you'll enjoy easy access to all the city’s highlights while coming home to a peaceful retreat.
Popular amenities for Clearwater guesthouses
Family-Friendly guesthouses

Stylish☀Mini Mint Bungalow☀10 mins from downtown

Private guesthouse in Historic Old Northeast

Tiny House Oasis Blue Vatican . Near MacDill Base

C'est La Vie [RENOVATION COMPLETED JUNE 2020]

Caffeinated Bungalito Near Armature Works|75in TV

Pool Side Getaway, Walk/Bike Tampa River Walk

Cozy Suite

Walk to Downtown St Pete-Nightlife, Bay & Museums
Guesthouses with a patio

Stylish guesthouse 1-BR 2 miles from Busch Gardens

Stylish Hyde Park MIL suite. Excellent location.

Beautiful Private Bungalow near Hyde Park & SOHO

Peaceful & Private Dreamy Lodge TPA, DWTN, Beaches

St Pete Casita Studio with Salt Water Pool & Yard

Relaxing & Charming Hideaway

The Highland Hideaway

Modern Guesthouse Close to Downtown
Guest house rentals with a washing machine and dryer

Crescent Heights Cottage

Quiet and clean guest house!

Dee's 5-star Tampa Location Unit 1

Charming Guest House in Tampa

Seminole Heights Riverside Paradise w/Pool

Coastal in the Heights

Cozy fully renovated suite with modern updates

Seminole Heights Studio, Steps from Cafes/Bars!
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $172 NZD | $209 NZD | $216 NZD | $178 NZD | $172 NZD | $162 NZD | $165 NZD | $148 NZD | $160 NZD | $165 NZD | $172 NZD | $172 NZD |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Quick stats about guesthouse rentals in Clearwater

Total holiday rentals
Explore 50 holiday rentals in Clearwater

Nightly prices starting at
Clearwater holiday rentals start at $87 NZD per night before taxes and fees

Verified guest reviews
Over 4,020 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Clearwater holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Clearwater rentals

4.9 Average rating
Clearwater stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
Clearwater's top spots, include Clearwater Marine Aquarium, Pier 60, and Countryside 12
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Boutique hotels Clearwater
- Rentals with outdoor seating Clearwater
- Rentals with a fireplace Clearwater
- Rentals with pools Clearwater
- Family-friendly rentals Clearwater
- Pet-friendly rentals Clearwater
- Rentals with lake access Clearwater
- Waterfront rentals Clearwater
- Rentals with a hot tub Clearwater
- Smoking-friendly rentals Clearwater
- Rentals with breakfast Clearwater
- Rentals with a fire pit Clearwater
- Villa rentals Clearwater
- Rentals with a patio Clearwater
- Condo rentals Clearwater
- Townhouse rentals Clearwater
- Luxury rentals Clearwater
- Mansion rentals Clearwater
- Hotel rooms Clearwater
- House rentals Clearwater
- Private suite rentals Clearwater
- Aparthotel rentals Clearwater
- Bungalow rentals Clearwater
- Rentals with a kayak Clearwater
- Beach house rentals Clearwater
- Beachfront rentals Clearwater
- Rentals with a washing machine and dryer Clearwater
- Rentals with an accessible height toilet Clearwater
- Serviced apartment rentals Clearwater
- Fitness-friendly rentals Clearwater
- Beach condo rentals Clearwater
- Rentals with an accessible height bed Clearwater
- Rentals with an EV charger Clearwater
- Cottage rentals Clearwater
- Apartment rentals Clearwater
- Rentals with a sauna Clearwater
- Rentals with beach access Clearwater
- Guesthouse rentals Pinellas County
- Guesthouse rentals Florida
- Guesthouse rentals United States
- Anna Maria Island
- Busch Gardens Tampa Bay
- Raymond James Stadium
- John's Pass
- Dunedin Beach
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Cortez Beach
- Amalie Arena
- Anna Maria Public Beach
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Gulfport Beach Recreation Area
- Adventure Island
- St Pete Beach
- Busch Gardens
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- The Don CeSar
- Things to do Clearwater
- Nature and outdoors Clearwater
- Tours Clearwater
- Sightseeing Clearwater
- Art and culture Clearwater
- Things to do Pinellas County
- Sports activities Pinellas County
- Nature and outdoors Pinellas County
- Tours Pinellas County
- Sightseeing Pinellas County
- Art and culture Pinellas County
- Things to do Florida
- Tours Florida
- Wellness Florida
- Art and culture Florida
- Entertainment Florida
- Food and drink Florida
- Nature and outdoors Florida
- Sports activities Florida
- Sightseeing Florida
- Things to do United States
- Tours United States
- Food and drink United States
- Entertainment United States
- Sightseeing United States
- Wellness United States
- Art and culture United States
- Sports activities United States
- Nature and outdoors United States






