Pinellas County vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Pinellas County
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Guesthouse in Gulfport
4.93 out of 5 average rating, 720 reviewsgraceful haven...
This boutique-sized, moon-drenched studio is more than just a place to lay your head. From the delicate metal birds swirling above your bed, to the tender light reflecting off the burnished aluminum countertop, your senses will be soothed and tickled by its quietly exuberant design & decor. Nestled in a lush tropical garden, the space is just a block away from Gulfport's Art Village with its sunset waterfront, delightful shops, and many fine restaurants. (or, see my “bohemian treat” listing)
Sep 16 – 23
Guesthouse in Largo
4.99 out of 5 average rating, 299 reviewsParadise Cottage Largo 2 miles to beach private+
We are PARADISE COTTAGE and the standards of super host are status quo! Come on down - 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 plants, many trees, we live in a lush tropical "Paradise". Our guests' highest praises include the private, quiet, serene, safe and secluded attributes we're fortunate to claim, no neighbors while being so close to so much. Read on in the next section "The Space" to learn more
Oct 8 – 15
Condo in Redington Beach
4.97 out of 5 average rating, 455 reviewsAmazingBeachCondo/NoCleaningFee/AwesomeAmenities
Welcome to our condo. We have provided you with just about everything you need to come and vacation at this amazing beach area. The condo is right by the heated pool and a 2-minute walk to the beach. The complex has high-speed internet throughout and a laundry facility. Shopping/Grocery/Pharmacy are all close by. Restaurants/bars very close by. This is an amazing area of Florida, with so many things to see and do. You will love it here. We have also provided bikes for your use to get around.
Nov 9 – 16
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Pinellas County vacation rentals
Pinellas County beach vacation rentals
Bungalow in Gulfport
4.96 out of 5 average rating, 148 reviewsGulfport - St. Pete bungalow centrally located
Oct 26 – Nov 2
Condo in Redington Beach
4.91 out of 5 average rating, 107 reviewsRoyal Orleans at Redington Beach ( Studio 203 )
Dec 8 – 15
Apartment in Treasure Island
4.92 out of 5 average rating, 157 reviewsTreasure Island Beach Apartment #1
Nov 30 – Dec 7
Tiny home in Oldsmar
4.96 out of 5 average rating, 241 reviewsLouisa's Cottage
Aug 29 – Sep 5
Condo in Redington Beach
4.89 out of 5 average rating, 150 reviewsSWEET BEACH RETREAT - REDINGTON BEACH FLORIDA
Aug 8 – 15
Home in Gulfport
4.91 out of 5 average rating, 128 reviewsGecko Cottage
Jul 26 – Aug 2
Apartment in Redington Shores
4.96 out of 5 average rating, 106 reviewsBeach Avenue #6-Steps from the Beach
Aug 5 – 12
Cottage in Gulfport
4.95 out of 5 average rating, 133 reviewsThe Pelicans Roost / Gulfport
Jun 5 – 12
Cottage in Indian Rocks Beach
4.93 out of 5 average rating, 175 reviewsKooky Coconut Cottage, Indian Rocks Beach
Dec 13 – 20
Guest suite in Seminole
4.98 out of 5 average rating, 163 reviewsNear Beaches, Pool, Adult Only, "The West Wing"
Apr 26 – May 3
Condo in Madeira Beach
4.94 out of 5 average rating, 404 reviewsMad Bch Paradise Studio*Remaining APRIL NOW$109pn!
Mar 4 – 11
Guest suite in Tarpon Springs
4.95 out of 5 average rating, 104 reviewsPrivate suite in heart of Tarpon Springs!
Apr 7 – 14
Other great vacation rentals in Pinellas County
Condo in Largo
4.89 out of 5 average rating, 179 reviewsModern and Cozy Condo 6 Minutes from the Beach !
Sep 19 – 26
Guesthouse in Pinellas Park
4.88 out of 5 average rating, 245 reviewspet friendly on an equestrian farm
May 24 – 31
Tiny home in Largo
4.93 out of 5 average rating, 125 reviewsLuxury Tiny in Largo-Clearwater
Oct 9 – 16
Home in Largo
4.82 out of 5 average rating, 125 reviews8min to Beach by car/Free parking/fenced yard
Jun 9 – 16
Apartment in Largo
4.99 out of 5 average rating, 115 reviewsLOVELY & SUNNY Condo 6 Minutes from the Beach!
Aug 23 – 30
Guesthouse in Seminole
5.0 out of 5 average rating, 25 reviewsOllie's Beach House
Sep 8 – 15
Guest suite in Pinellas Park
4.96 out of 5 average rating, 94 reviews💎Diamond Breezes🧿Cozy Studio,5 miles to Beach
May 17 – 24
Vacation home in Madeira Beach
4.97 out of 5 average rating, 33 reviewsCozy beach-town home
May 10 – 17
Guesthouse in Seminole
5.0 out of 5 average rating, 22 reviewsBrand new Florida guest house
Oct 3 – 10
Home in Gulfport
5.0 out of 5 average rating, 10 reviewsSeas the Day - Beautiful Gulfport Home
Jun 23 – 30
Home in Largo
4.97 out of 5 average rating, 30 reviewsCasa de playa
Apr 19 – 26
Apartment in Palm Harbor
4.83 out of 5 average rating, 59 reviewsPink & teal cottage located near trail & gulf park
Jul 27 – Aug 3
Destinations to explore
- Beach condo rentals Pinellas County
- Townhouse rentals Pinellas County
- Guesthouse rentals Pinellas County
- Family-friendly rentals Pinellas County
- Bungalow rentals Pinellas County
- Fitness-friendly rentals Pinellas County
- Rentals with a fire pit Pinellas County
- Waterfront rentals Pinellas County
- Rentals with a hot tub Pinellas County
- Boutique hotel rentals Pinellas County
- Rentals with beach access Pinellas County
- Rentals with a sauna Pinellas County
- Rentals with an accessible height bed Pinellas County
- Rentals with a home theater Pinellas County
- Beachfront rentals Pinellas County
- Rentals with a washer and dryer Pinellas County
- Rentals with breakfast Pinellas County
- Rentals with a fireplace Pinellas County
- Pet-friendly rentals Pinellas County
- Rentals with pools Pinellas County
- Rentals with outdoor seating Pinellas County
- Kid-friendly rentals Pinellas County
- Hotel rentals Pinellas County
- Condo rentals Pinellas County
- Villa rentals Pinellas County
- Cottage rentals Pinellas County
- Apartment rentals Pinellas County
- Private suite rentals Pinellas County
- Rentals with a kayak Pinellas County
- Rentals with an EV charger Pinellas County
- Tiny house rentals Pinellas County
- Rentals with a patio Pinellas County
- Wheelchair accessible rentals Pinellas County
- Monthly Rentals Pinellas County
- House rentals Pinellas County
- Smoking-friendly rentals Pinellas County
- Rentals with lake access Pinellas County
- Rentals with an accessible height toilet Pinellas County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes