
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.

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 Tampa,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 guests’ 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.

'The Leah', 2/1 adjacent to downtown
Well-appointed, close to downtown, walk or bike to what St. Pete has to offer. Close to the interstate, in a quiet neighborhood, 8min to the bay, 20min to the gulf beaches. The Lamar is decorated with original art work giving it a unique feeling. The kitchen has all the utensils you would expect to find in your own home. The beds are protected with hypoallergenic dust covers. The bathroom and kitchen were renovated in 4/23. and the flooring 5/23. Come enjoy what the Tampa Bay area has to offer!

KEY LIME COTTAGE 2 pools steps from the beach!!
Stay at Key Lime Cottage, a bright 2-bedroom, 1-bath retreat just 2 blocks from Clearwater Beach. This freshly updated home features a spacious living room, modern kitchen, and a king bedroom designed for comfort. Enjoy the private patio dining area, tropical gardens, and access to 2 heated pools. Quietly set on Cypress Avenue, yet only steps from shops and restaurants, it’s the perfect blend of convenience and relaxation. Professionally cleaned to the highest standards for your peace of mind.

Lovely 1 bedroom, unique outdoor space, near park
This unique place has a style all its own. Great natural light inside brings the sunlight in while the great outdoor space invites you to spend time outside. A private side patio with table and seating leads to a larger community outdoor space in the back with a shed full of rec items. A fence encircles the entire property for your privacy as well. Note: this property is a triplex consisting of two buildings: a duplex in the front and a two bedroom house in back. All units are private.

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 Tre 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!

Oceanfront Getaway, boat dock, pool heating avail
Waterfront Paradise – 5 Minutes from Madeira Beach! This fully renovated 3-bedroom, 2-bathroom home on Boca Ciega Bay offers stunning views and modern comforts. Enjoy the spacious deck with a boatlift (8,000 lbs), dock, firepit with Adirondack chairs, bar area, and kayak for exploring. Inside, relax in the ocean-view kitchen and dining area. For year-round fun, opt for the heated pool (available for a fee). Your perfect getaway is just 5 minutes from Madeira Beach! 🌊🏝️🔥🚣♂️

4-bedroom Vacation home with heated pool family
🎊🎉🎊🎉A new surprise for you, the house has been completely renovated .2025 🎉🎊🎉🎊Bring 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!
Popular amenities for Pinellas County holiday homes
Family-Friendly holiday homes

KEY LIME COTTAGE 2 pools steps from the beach!!

Mango Tango Cottage. Renovated September2025

4-bedroom Vacation home with heated pool family

Modern Home Great Location

*Updated House* 3 minutes to Beach Access

Stunning Waterfront Condo at Boca Ciega Resort 310

Beautiful Clearwater home!

Brand new vacation rental one block from the beach
Holiday home rentals with a patio

Nice Condo Scenic View of Gulf - 10% Fall Discount

Lovely one bedroom, Private Bungalow

Beachy 'Sea Renity' 2

Mandalay Beach Club, Unit 1004Clearwater Beach, Fl

Serenity Haven: Luxurious Retreat w/ Heated Pool

Sunrise Escape waterfront - pool heater avail

Orange Blossom Cottage heated pools 2 Min to beach

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

Cozy Gem 3 minutes from the beach!

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

Mango Tango Cottage. Renovated September2025

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

St Pete Beach House 1 with a View

Beach House BTR#2042

Bright & Breezy Tropical Home Minutes to Beach

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