
Holiday Homes in Pinellas County
Find and book unique holiday homes on Airbnb
Top-rated Holiday Homes in Pinellas County
Guests agree: These holiday homes are highly rated for location, cleanliness and more.

Modern 2 Bedroom Beach Retreat
Experience the best of Indian Rocks Beach in this stylish 2-bedroom apartment, perfectly located just steps from the sand. This spacious retreat features 3 beds, 1 bath, and a comfy memory foam sleeper sofaโperfect for families or small groups. Walk across the street to the sand and enjoy nearby bars, restaurants, and shops. Around the corner, Kolb Park offers a playground, tennis, pickleball, and a skate park. Everything you need for the perfect beach getaway is right at your doorstep. BTR#1936

FREE Decor AnyOccasion*Romantic Getaway*Relax Bath
A modern & cozy place in Tampa,private entrance and parking.We include decorations for all occasions:birthday,wedding,special day, show your love, and more!Perfect romantic getaway to enjoy with your loved one.Located in a central area of โโTampa,close to Bush Garden/Adventure Island,Raymond James Stadium,Tampa International Airport, Ybor City, Downtown Tampa,Amalie Arena,River Walk,Clearwater/St Pete Beach and more! Peaceful and centrally-located place with very good restaurants and many shops.

Modern Home Great Location
Welcome to your home away from home. Our guestsโ comfort is our priority. Equipped with all your creature comforts and surrounded by modern fixtures and decor to ensure a wonderful vacation. Open Floor plan, huge kitchen, and two cozy bedrooms. Walking distance to all the local restaurants and attractions, without the noise to keep you up at night; you couldn't choose a better location Please note: this is a duplex property, so you'll be sharing the building but enjoying your own private space.

Sun & Salt Air House-3BR home w/patio,pool,firepit
The search for the perfect sunset with friends and family is over. Minutes from one of a kind shopping, diverse dining, horse racing, and hiking. There is something for everyone. Home is completely renovated with gorgeous stone floors, chef kitchen, and custom outdoor space. Watch the Game on the 75" TV, or relax on the oversized patio/pool area. Enjoy the picturesque sunset before taking an evening dip in the LED lit salt water pool while staying warm by the gas firepit with loved ones.

Brand new vacation rental one block from the beach
Bring the whole family to this great place with lots of room for fun. 3 bedroom 2 bathroom rental a block away from the beach. Downstairs game room with pool table, ping pong, foosball and dart board! A lot of local restaurants, bars and stores within walking distance. Free parking on premise can fit up to 4 cars. This spacious rental can accommodate up to 8 people. Minimum 3 day rental, longer periods available. Perfect place for a family getaway, so many things to keep you busy! BTR#2064

Centric Vacation Home with Tiny House near Beaches
Enjoy a delightful stay in my bright 5 bedrooms house for your trip to Tampa. The house is equipped with double king Beds, high speed internet, central heating and cooling, coffee maker to make your stay comfortable. You can always enjoy our well stocked kitchen, or relaxing in our terrace. Our house is located less than 10 min away from the nearest beach, city center, restaurants, cafes, bars, shops, nightclubs and parks. A great location for you to discover what Tampa Bay has to offer.

Villa Al Golfo Three Pristine Waterfront Oasis
Pristine villa in the lovely seaside gulf town of Indian Rocks Beach, 2 short blocks to the beach with intracoastal waters in the backyard. All newly renovated, both inside and out, enjoy unobstructed water views, private entrance, personal patio and your own show stopping indoor/outdoor fireplace. When you aren't lounging outside or taking a glide on our paddle board, you'll love the gourmet kitchen, comfy living room, two large TV's, cable/wifi, luxe memory foam beds & security safe.

Stunning Waterfront Condo at Boca Ciega Resort 310
Do you want to watch dolphins from your balcony? Our condo is beautiful right on the water with a boho style interior design. Large balcony with stunning view over Boca Ciega Bay. Dolphins come in every evening. 4 people easily sleep here, two in the King size bed in the bedroom, and 2 in the $1,600.00 queen size sofa bed in the living room. Fully equipped bar kitchen. There are 2 TVs, Wi-Fi, and washing machine with dryer. Private parking. The condo is smoke free and pet friendly!

Bright & Breezy Tropical Home Minutes to Beach
Relax & Recharge in a Stylish Mid-Century Tropical Getaway โ Just Minutes from the Beach! 2BR/2BA with a bonus bedroom in the Florida roomโsleeps up to 8. Nestled in a quiet neighborhood just minutes from Indian Rocks and Clearwater Beach, with great dining and shopping. Enjoy a private fenced backyard and BBQ area. Perfect for families or groups seeking comfort and convenience. Pet-Friendly! One well-behaved dog is welcome (an additional $225 pet fee applies). Sorry, no cats.

4-bedroom Vacation home with heated pool family
๐๐๐๐A new surprise for you, the house has been completely renovated .2025 ๐๐๐๐Bring the whole family to this great place with lots of room for fun. Fishing lake. Free one bottles of wine. **Near Amenities:*** Our location is very convenient, just a short distance from key tourist attractions and local shops. You can easily explore local culture and enjoy new experiences. Contact us to book now and experience our comfortable and warm space!

1/1 Lovely Apartment Close to Downtown and Beach
This freshly remodeled 1/1 in amazing St. Petersburg is just a few minutes from downtown and 11 minutes from the white sand beach of treasure island. It's located upstairs from a law firm and has everything you need to enjoy a week away, including fast wi-fi and multiple workspaces (a desk in the bedroom and a coffee table that extends to hold a laptop). it has a full kitchen and is tastefully decorated. Come enjoy this amazing city!

Stylish Home โข Quiet Area โข Near Beach Life
Our stunning light dream house is waiting for you! A short 7-9 minute drive to the Best Beach in the US. Top few reasons you will love to be here and come back to us! 1. Spacious and comfortable house (3 bedrooms, 2 bath) 2. Economical for large groups and families. 3. Professional design. 4. Only 3.5 m away from Americas #1 Beach with soft white sugar sands. 5. Professionally clean and convenient amenities.
Popular amenities for Pinellas County holiday homes
Family-Friendly holiday homes

Charming Coastal House Near Beaches

4-bedroom Vacation home with heated pool family

1/1 Lovely Apartment Close to Downtown and Beach

Modern Home Great Location

*Updated House* 3 minutes to Beach Access

Stunning Waterfront Condo at Boca Ciega Resort 310

Beautiful Clearwater home!

Sun & Salt Air House-3BR home w/patio,pool,firepit
Holiday home rentals with a patio

Nice Condo Scenic View of Gulf - 10% Fall Discount

Lovely one bedroom, Private Bungalow

Lovely Efficiency with Patio near Beach

Beachy 'Sea Renity' 2

Mandalay Beach Club, Unit 1004Clearwater Beach, Fl

Serenity Haven: Luxurious Retreat w/ Heated Pool

Gulf Coast Beachfront Paradise
Holiday home rentals with a washing machine and dryer

Lovely 1 bedroom, unique outdoor space, near park

Waterfront Escape: 5Bed, 3Bath, Heated Pool!

Beach Condo - Ram Sea - 3BR Condo right on Beach

Sunrise Escape waterfront - pool heater avail

St Pete Beach House 1 with a View

Oceanfront Getaway, boat dock, pool heating avail

Gorgeous home 10 mins to Madeira Beach

New***Large House with Heated Salt Water Pool
Destinations to explore
- Rentals with an EV chargerย Pinellas County
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Weeki Wachee Springs
- Coquina Beach
- Dunedin Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Adventure Island
- Gulfport Beach Recreation Area
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