Holiday houses in Pinellas County

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Top-rated holiday rentals in Pinellas County

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Guest suite in Largo

5.0 out of 5 average rating, 107 reviews

Cozy Private Bedroom Suite Private Entry King Bed

Large spacious private master bedroom suite with private entrance and driveway! King bed. Walk in closet. Private spacious bathroom! Fridge, microwave, Keurig coffee maker. Located in a large home. No access to rest of house. 5 miles to Indian Rocks Beach. 8 miles to Clearwater. 2.5 miles to Botanical Gardens and Heritage Village, both FREE! Lots of great restaurants nearby! 20 minutes -St Pete-Clearwater airport and 30 minutes-Tampa airport! Relax in backyard while having your coffee or wine

15–22 Apr

$159 NZD per night

Guest favourite

Cottage in Madeira Beach

4.91 out of 5 average rating, 113 reviews

Flipper's @ Mad Beach Cottage

Flipper's at Mad beach is a few steps away from the sugary sands of Madeira Beach, and close by the famous John's Pass Village & Boardwark where shopping and entertainment is always great. Completely renovated with light porcelain tile, nice furniture, queen bed with memory Thempur-Pedic mattress, exquisite modern shower, tall kitchen cabinets with plenty of storage. Huge private paved fenced backyard with gazebo, great for entertainment and outdoor grilling. You will love the beach decor.

30 Oct – 6 Nov

$278 NZD per night

Guest favourite

Guest suite in Largo

4.95 out of 5 average rating, 234 reviews

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent

Welcome to your private Studio located 10 minutes from Indian Rocks Beach FL. Come stay with us and dip your toes in the warm white sugar sands of the Gulf of Mexico. Our beautiful cozy studio has private parking, entrance and keyless entry, cozy cal king bed, on suite bath/shower w/bidet, sweet retro kitchenette including mini fridge/freezer, microwave and Keurig coffee/tea express. Beat the crowd, book your stay, relax at the best beaches in the country or explore Tampa Bay or St.Pete!

18–25 Sep

$180 NZD per night

Guest favourite

Guesthouse in Seminole

4.95 out of 5 average rating, 144 reviews

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. 4 Miles to Madeira Beach/Treasure Island, 9 miles to Clearwater and St Pete Beach. 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 and access to washer/dryer for stays 4 nights or more. No pets, no children under 12.

26 Jun – 3 Jul

$175 NZD per night

Guest favourite

Condo in Indian Rocks Beach

4.79 out of 5 average rating, 225 reviews

Waterfront Condo w/ Boat dock, 2 min walk to beach

This cozy one bedroom, one bath condo is only 2 blocks from the beach with family-friendly activities, nightlife, and public transportation nearby. The place is perfect for solo travelers, couples, & even small families who looking to have a relaxing time. Located right on the intercostal waterway. You can enjoy your coffee on the dock while watching the sunrise. Also, a great spot for seeing dolphins. Shops, food , and entertainment are all located within walking distance. BTR #266

22–29 Oct

$250 NZD per night

Guest favourite

Guesthouse in St. Petersburg

4.98 out of 5 average rating, 130 reviews

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Welcome to cute & cozy Turtle Cottage located right in the center of St. Pete, close to both Downtown AND several gorgeous Florida beaches. NO CLEANING FEE with competitive, seasonal pricing = a FANTASTIC DEAL for this space! A BEAUTIFUL NEW HEATED POOL & HOT TUB await in the private, fenced-in tropical backyard. Sorry, no pets/animals or babies/children/teens. Adults 21+ only and limited to 2 verified guests. 100% smoke-free property, inside & out. DEI honored here. Come & enjoy!

28 Aug – 4 Sep

$251 NZD per night

Guest favourite

Home in Largo

4.95 out of 5 average rating, 113 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.

15–22 May

$261 NZD per night

Guest favourite

Guest suite in Seminole

4.95 out of 5 average rating, 169 reviews

Priv Entry, Priv fenced yard, low cleaning cost.

Your private entry guest suite awaits. Large 400 ft. New mattress updated August 2023. AC split unit that you can control, You have your own fenced side of the yard. Pet friendly. (You do need to let me know you're bringing a dog) Medium dog crate available for your use. The suite is attached to the rest of the house. There are two Rental units on this property. Each on opposite sides of the house. This is Unit A Complimentary tea/coffee bar.

14–21 Jun

$166 NZD per night

Guest favourite

Tiny home in St. Petersburg

4.9 out of 5 average rating, 146 reviews

Unique & Exclusive TINY HOME ! Private HOT TUB !

Looking for a unique and special place? Escape from monotony and live a different experience? You just found it! Our beloved tiny home is very private, independent and quiet. Ideal for a romantic getaway, relieve a passion intensely and spend an unforgettable night. Perfect to disconnect from a hectic routine and connect with your being and essence. The energy in this place is something different! You have to live it and feel it!

4–11 Feb

$234 NZD per night

Guest favourite

Home in Largo

4.87 out of 5 average rating, 236 reviews

Banyan Bungalow

Enjoy your stay in this 1950s tropical home in a quiet neighborhood only 3 miles from the beach. Two premium beach chairs, cooler, umbrella and more to use during your stay! Hang out surrounded by the tropical plant life in the backyard. Cozy string lights drape the 6 foot privacy fence in the backyard. This is part of a duplex unit and everything inside and out is private. (No pets allowed :-))

14–21 Jul

$228 NZD per night

Guest favourite

Home in Pinellas Park

4.9 out of 5 average rating, 284 reviews

Lovely Home in Quiet Neighborhood!

This is a lovely home in quiet neighborhood. Beautiful wood laminate flooring, modern feel with wifi, 55" smart tv, Sleep Number queen bed and tv in master bedroom. Quick access to Tampa and St. Pete/Clearwater airports, beaches, nightlife and culture in St. Petersburg and Tampa plus shops, restaurants and malls. Getting around Tampa bay is a cinch from here!

7–14 Nov

$206 NZD per night

Guest favourite

Home in Seminole

4.96 out of 5 average rating, 110 reviews

Beach 5 Mins (Outdoor Shower + Fire Pit)

Quick 5 minute drive to the beach! Highlights - outdoor shower - fire pit - 2 travel cribs/pack-n-play - high chair - baby lounge bouncer (Must request baby gear when booking) Comfortable 2 bedroom & 2 full bath home with an open floor plan in a quiet neighborhood and only 2 miles to the beach! Walking distance to grocery store, bike path and more!

29 May – 5 Jun

$262 NZD per night