
Holiday houses in Pinellas County
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Top-rated holiday rentals in Pinellas County
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Walk to beach shops food drinks āThe Sweetā
Cozy, romantic, 1 king bed, super cute and super sweet! Just a short walk to beautiful Indian Rocks Beach, nature parks with trails, shopping, orange grove, and many restaurants and fun beach bars! Guests have private entrance, private full bath, kitchenette, sofa sleeper, large back yard with fire pit, bbq grill, beach chairs, wagon and cooler. Zoning permits 2 people per bed only and one on futon. All guests must be listed on the reservation. No Pets allowed. Florida State License # DWE6215889

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.

WestBay Villa A - 4 miles to the beaches
We would love to welcome everybody to our newly renovated little spot near Florida's beautiful beaches. Enjoy a relaxing experience at this centrally-located home. It's a private, pet-friendly apartment that has been outfitted with a beach/coastal theme to inspire your stay. We hope that you'll enjoy our little slice of the Sunshine State. We are minutes from Largo Central Park. Only 3.5 miles from Belleair Beach, 4.8 miles from Indian Rocks Beach, and less than 6 miles from Clearwater Beach.

COZY! renovated duplex minutes from the beach
Enjoy a stylish experience at this centrally-located duplex home only 10 minutes driving to Bellair beach, and less than 15 minutes driving to the famous and award winning Clearwater Beach. Also located within walking distance to Largo central Park. This comfortable home features an open layout with a full kitchen, modern decor, free WiFi, smart TV, 2 bedroom 1 bath. A queen size bed in each bedroom and a comfortable sofa bed in the living room, sleeps up to 6 people. Laundry and free parking.

Villa Key West "Villas by Christine"
Perfect location, Charming Villa Guests are loving the newly renovated Villa Key West. Christine's goal was to make guests to feel the charm of a Key West Villa while experiencing the amenities of a 5 star hotel The Living room and bedrooms have large smart TVās with complementary Roku, Netflix, Prime and Hulu. Enjoy the view out back of one of Safety Harbors 150 year old Oak & nature pond. We are per friendly. Please let us know you will be bringing pet. Pet fee of $100.00 due upon arrival.

Historic Kenwood KING walkable to Central Ave
Welcome to our newly renovated beachy 2nd floor guesthouse in Historic Kenwood. This spacious 1 bedroom (King bed), 1 bath is an easy walk, bike, or short drive to St Pete restaurants, bars, breweries, antique shops, museums, live entertainment and so much more. Grand Central District is just a 5 min walk, Edge District is 1 mile, Downtown is 2 miles, and St Pete beach is 15 minutes away. Guests have a private deck with seating for 2, Wi-Fi, and laundry accessible via shared fenced backyard.

Beautiful Beachfront Cottage on the Water
Renovated, romantic 1937 beach front cottage. Last of its kind in the quiet family setting of Indian Shores Florida, halfway between Clearwater Beach and Treasure Island/John's Pass. Truly an "Old Florida" experience with original pine floors, Florida room and covered porches, as well as updated kitchen and bathroom. This house, uniquely built near ground level, allows it to be waterfront on the beach while shaded by huge pine trees. You won't find a more tranquil setting on the beach.

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. A 30 minute drive to Tampa (airport) A 22 minute drive to St Pete (airport) 30 min to downtown.

Charming apartment in Historic Kenwood
Cute, spacious apartment located in Historic Kenwood, which was named 2020 āNeighborhood of the yearā by NUSA. Our apartment is above our large garage. Lots of charm and just enough space to spread out a little for some privacy. Located close to downtown, walking distance to lots of restaurants, breweries and bars but still a short drive to our beautiful beaches. You access the apartment through our side gate and up an exterior stairway.

SUNNY DELIGHT! HEATED POOL 2 miles to the beachš¶
Amazing value 2 bedroom 1 bath condo! 2 miles to Indian Shores beach. Nicely Updated gated condo with gym, tennis courts, large pool and pet friendly! High ceilings! We have everything that you need for a comfy perfect vacation! Beautiful condo featuring granite counters, tile floors, nice tennis court / green scape view! King master bed,queen guest bedroom & queen sofa couch. Our condo is stocked with everything for a NICE VACATION!

Insta Worthy Retreat -Arcade Room- Htd Pool- Golf
āļø Looking for a place the whole family/group can enjoy? This centrally located modern home is full of fun and style, with everything you needāfrom a fully stocked kitchen š½ļø to beach supplies ā±ļø 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. š Just 6 miles to the beach and Downtown St. Peteāperfect for your getaway!

Tropical Pineapples
Your family will be close to everything when you stay at this centrally-located place. 7 minutes from St Pete Clearwater International airport. 12 minutes to the beaches. TVs on every bedroom and living room. All major stores: shopping, groceries, restaurants and beaches. Thereās a coffee shop literally right behind the backyard, the best Pizza place across the street and a convenience store as well.
Popular amenities for Pinellas County holiday rentals
Other great holiday rentals in Pinellas County

Beautiful waterfront condo at St. Petersburg Beach

Mango Tree Cottage: bike trail

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

Peaceful pond paradise stay near Clearwater

Tropical Retreat

Mid Mod Waterfront Home with Pool + Views

Mango Cottage, pet friendly, steps to gulf

Oasis Home Minutes From Beaches
Destinations to explore
- Rentals with a home theatreĀ Pinellas County
- Rentals with breakfastĀ Pinellas County
- Guesthouse rentalsĀ Pinellas County
- Cottage rentalsĀ Pinellas County
- Rentals with lake accessĀ Pinellas County
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- Beach condo rentalsĀ Pinellas County
- Rentals with a saunaĀ Pinellas County
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- Pet-friendly rentalsĀ Pinellas County
- Waterfront rentalsĀ Pinellas County
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- Boutique hotelsĀ Pinellas County
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Dunedin Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- River Strand Golf and Country Club
- Hard Rock Casino
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Adventure Island
- Things to doĀ Pinellas County
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- Nature and outdoorsĀ Pinellas County
- ToursĀ Pinellas County
- Art and cultureĀ Pinellas County
- SightseeingĀ Pinellas County
- Things to doĀ Florida
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- Nature and outdoorsĀ Florida
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