
House holiday rentals in Pinellas County
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Top-rated house rentals in Pinellas County
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Quiet 3 BD Large Heated Pool & Terrasse-5 mn Beach
Unwind and relax while staying at our freshly renovated Floridian nest! Pretend you are lost in our tropical garden while diving in the pool, take some time for yourself on the covered patio directly facing the blue water and the vivid green of the palm trees. Just breathe, your favorite meal smells good on the grill and your family is enjoying the large TV in the comfortable open space with high ceilings! Enjoy the sea, you are a 5 min drive from the beach and close to everything. Feels good!
4.89 out of 5 average rating, 303 reviews
Newly Renovated • 10 mins to Beach • Firepit
This spotless newly renovated 3BR/2BA home features a large private fenced in backyard/patio, firepit, propane grill & two chaise lounge chairs all with a tropical vibe! Centrally located & just minutes to several of Florida top beaches: Madeira, Indian Shores, Redington, Indian Rocks, St. Pete Beach & Clearwater Beach. Popular destinations like Tampa, St. Pete, Clearwater, Dunedin, & Gulfport are all a short drive—making it easy to explore, relax, & experience the charm of Florida’s Gulf Coast.
4.99 out of 5 average rating, 144 reviews
Alextoria Retreat
Welcome to Seminole FL! A cozy 1 bedroom home that sleeps 4 conveniently. With a private yard to relax and bbq. Located near beaches, shopping and nightlife. Within minutes to dining and parks with playgrounds, fishing, walking/ jogging/ bike paths and serene views. A 9 minute (3.7 mile) drive to Madeira beach an 20 to 30 minutes to many other popular beaches. This is a HIGH TRAFFIC location, located off an intersection and very busy!! Also this is an unfinished driveway half of it is shells!
4.9 out of 5 average rating, 151 reviews
The Guest House
The Guest House is a coastal themed 2100 sq ft house, split floor plan, 3 bedrooms & 2-1/2 baths for sleeping 6 comfortably. The Guest House is nestled in a quiet neighborhood in Pinellas Park, FL & is a favorite family vacation get-a-way close to beaches & attractions. Enjoy the Master Suite with an adjustable Sleep Number king bed & Master Bath with garden tub, shower & walk-in closet. After a day of enjoying the beaches or attractions, relax, & unwind on the private screened lanai.
4.98 out of 5 average rating, 121 reviews
Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade
Welcome to Clearwater Tranquility- Our unique space offers endless amenities and fun! With over 5000sq ft there's room for the whole family to enjoy. Most rooms have a view of the yard &pool! Inside includes a movie theatre, 3 dining spaces, 2 living rooms, 2 primary bedrooms, game room, yoga studio,arcade games, home gym/sauna and a wet bar to make your favorite cocktails or juices. Outside presents an Olympic sized swimming pool, pickle ball, mini golf, outside dining, fire pit &more
4.94 out of 5 average rating, 116 reviews
Beautiful Tampa Bay Pool Home Near Gulf Beaches
A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.
5.0 out of 5 average rating, 227 reviews
Specious home W/ Heated Pool ! ! ! Great Location.
Cozy, spacious home 🏡 w/ heated swimming 🏊♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's. The big back patio has a swimming 🏊♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa
4.98 out of 5 average rating, 234 reviews
The Seafoam Bungalow - close to beaches!
Welcome to The Seafoam Bungalow! You will enjoy easy access to everything from this centrally-located home: - Beaches such as Indian Rocks & Bellair are about a 3mi drive over either causeway along w/ Clearwater beach being only 8mi - Nearest grocery store; 1mi (Publix) - Largo mall/shops; 3mi The house is also very close to the main road that will take you across the bridge into Tampa - airport being only 20 miles away, along downtown Saint Petersburg being only 20 miles away.
4.95 out of 5 average rating, 216 reviews
Boho Vibes
Enjoy a stylish experience at this centrally-located place. 7 minutes away from St Pete Clearwater International airport, and 12 min from beaches. Close to all major stores, restaurants, groceries and highways. Neighborhood is clean and safe with pizza across the street and a convenience store as well. TVs in every bedroom, Private patio with fence for privacy from neighbors. Due to sever allergies, we cannot accommodate pets/service animals at this time. *No parties
4.96 out of 5 average rating, 115 reviews
Beachy Home Minutes from sugary sand beaches
Sunny Florida Beach Home! 4 minutes drive to the #1 best beach in America nominated by Trip Advisor, where you will find beautiful white sand and extremely warm and clear water! Enjoy tons of top local restaurants and entertainment all minutes from your door in this relaxing, low key beach neighborhood. Super kid friendly! Games, BBQ, swing set, Apple TV, and bikes for the whole family! Enjoy the entire house that has been completely remodeled and is sparkling CLEAN!
4.9 out of 5 average rating, 314 reviews
Tiki House •Sleeps 12 •Walk to Beach + Heated Pool
FIVE BEDROOM home with heated pool in lush, tropical setting, minutes from the beach. Pool deck with Tiki Hut- plenty of space to relax, total privacy. Fully stocked kitchen and all the all extras you need. Quiet, peaceful neighborhood with the beautiful white sand beaches of Indian Rocks Beach only minutes away - consistently rated best beaches in the US! Grocery & stores < than 1 mile, walk to nature park, splash park, cafes, pubs!
4.9 out of 5 average rating, 128 reviews
Insta Worthy Retreat -HTD Pool- Arcade Room- Golf
☀️ Looking for a place the whole family/group can enjoy? This centrally located modern home is full of fun and style, with everything you need—from a fully stocked kitchen 🍽️ to beach supplies ⛱️ and more. Enjoy an Insta-worthy space with 5-hole mini golf, giant outdoor games, a heated pool, arcade & board games, and cozy spaces inside and out. 📍 Just 6 miles to the beach and Downtown St. Pete—perfect for your getaway!
4.98 out of 5 average rating, 189 reviewsPopular amenities for house rentals in Pinellas County
House rentals with a pool

Sleeps 8 Near Beach | Pool + Game Retreat
4.96 out of 5 average rating, 153 reviews
Palm Oasis | Heated Pool | Near Beaches
4.97 out of 5 average rating, 179 reviews
Beautiful Heated Pool house, 10 mins to the beach!
4.95 out of 5 average rating, 143 reviews
Mad Beach HideAway • Private Pool • 4 Bed • 3 Bath
4.99 out of 5 average rating, 140 reviews
3 BR/2B pool home WiFI and Brand new furnishings
4.88 out of 5 average rating, 145 reviews
🍍Beautiful Home Heated POOL 5min to BEACH. 8 ppl🍍
4.94 out of 5 average rating, 127 reviews
Family/Group Getaway w/ Pool Near Clearwater Beach
4.94 out of 5 average rating, 292 reviews
Palm Paradise - Family Amenities+Central Location
4.95 out of 5 average rating, 161 reviewsWeekly house rentals

Providence Cove | Heated Salt Pool • Sleeps 12
4.9 out of 5 average rating, 10 reviews
Peaceful Hideaway
4.9 out of 5 average rating, 73 reviews
House in Largo, Tampa Bay near Gulf coast Beaches.
4.95 out of 5 average rating, 60 reviews
Modern 2BR 2BA Retreat with Private Fenced Yard
4.95 out of 5 average rating, 55 reviews
Lovely 2 bedroom/2 B Villa 15 minutes near beach.
5.0 out of 5 average rating, 39 reviews
Lakeside Heaven Retreat in Largo - King size Bed!
4.98 out of 5 average rating, 50 reviews
Sunshine Stay 3Bed 2Bath Oasis Near Beaches
4.78 out of 5 average rating, 106 reviews
Delightful Retreat House/7 miles to beach downtown
4.89 out of 5 average rating, 90 reviewsPrivate house rentals

Cozy 2BR Villa in Seminole FL with Pool
4.97 out of 5 average rating, 29 reviews
Private Pool Oasis | 4BR • Game Room • Mini Golf
4.96 out of 5 average rating, 57 reviews
Island Time House #1 Pinellas Trail
4.96 out of 5 average rating, 26 reviews
Peaceful Escape
4.95 out of 5 average rating, 43 reviews
Cozy pool home near the beaches
4.95 out of 5 average rating, 21 reviews
NEW 3BR Sunny Retreat | Pet-Friendly+Mins to Beach
5.0 out of 5 average rating, 22 reviews
Delish BBQ, Comfy WFH, Workout Gear & Private Yard
4.98 out of 5 average rating, 40 reviews
The Pool House -Private Heated Pool w Entire House
4.96 out of 5 average rating, 75 reviewsDestinations to explore
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