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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.

Guest favorite

Guesthouse in Gulfport

4.93 out of 5 average rating, 720 reviews

graceful 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

$99 per night
Guest favorite

Guesthouse in Largo

4.99 out of 5 average rating, 299 reviews

Paradise 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

$121 per night
Guest favorite

Condo in Redington Beach

4.97 out of 5 average rating, 455 reviews

AmazingBeachCondo/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

$95 per night

Popular amenities for Pinellas County vacation rentals

Pinellas County beach vacation rentals

Guest favorite

Bungalow in Gulfport

4.96 out of 5 average rating, 148 reviews

Gulfport - St. Pete bungalow centrally located

Oct 26 – Nov 2

$76 per night
Guest favorite

Condo in Redington Beach

4.91 out of 5 average rating, 107 reviews

Royal Orleans at Redington Beach ( Studio 203 )

Dec 8 – 15

$81 per night
Guest favorite

Apartment in Treasure Island

4.92 out of 5 average rating, 157 reviews

Treasure Island Beach Apartment #1

Nov 30 – Dec 7

$110 per night
Guest favorite

Tiny home in Oldsmar

4.96 out of 5 average rating, 241 reviews

Louisa's Cottage

Aug 29 – Sep 5

$88 per night
Guest favorite

Condo in Redington Beach

4.89 out of 5 average rating, 150 reviews

SWEET BEACH RETREAT - REDINGTON BEACH FLORIDA

Aug 8 – 15

$79 per night
Guest favorite

Home in Gulfport

4.91 out of 5 average rating, 128 reviews

Gecko Cottage

Jul 26 – Aug 2

$81 per night
Guest favorite

Apartment in Redington Shores

4.96 out of 5 average rating, 106 reviews

Beach Avenue #6-Steps from the Beach

Aug 5 – 12

$133 per night
Guest favorite

Cottage in Gulfport

4.95 out of 5 average rating, 133 reviews

The Pelicans Roost / Gulfport

Jun 5 – 12

$100 per night
Guest favorite

Cottage in Indian Rocks Beach

4.93 out of 5 average rating, 175 reviews

Kooky Coconut Cottage, Indian Rocks Beach

Dec 13 – 20

$155 per night
Guest favorite

Guest suite in Seminole

4.98 out of 5 average rating, 163 reviews

Near Beaches, Pool, Adult Only, "The West Wing"

Apr 26 – May 3

$100 per night
Guest favorite

Condo in Madeira Beach

4.94 out of 5 average rating, 404 reviews

Mad Bch Paradise Studio*Remaining APRIL NOW$109pn!

Mar 4 – 11

$99 per night
Guest favorite

Guest suite in Tarpon Springs

4.95 out of 5 average rating, 104 reviews

Private suite in heart of Tarpon Springs!

Apr 7 – 14

$94 per night

Other great vacation rentals in Pinellas County

Guest favorite

Condo in Largo

4.89 out of 5 average rating, 179 reviews

Modern and Cozy Condo 6 Minutes from the Beach !

Sep 19 – 26

$91 per night
Guest favorite

Guesthouse in Pinellas Park

4.88 out of 5 average rating, 245 reviews

pet friendly on an equestrian farm

May 24 – 31

$82 per night
Guest favorite

Tiny home in Largo

4.93 out of 5 average rating, 125 reviews

Luxury Tiny in Largo-Clearwater

Oct 9 – 16

$90 per night
Superhost

Home in Largo

4.82 out of 5 average rating, 125 reviews

8min to Beach by car/Free parking/fenced yard

Jun 9 – 16

$113 per night
Guest favorite

Apartment in Largo

4.99 out of 5 average rating, 115 reviews

LOVELY & SUNNY Condo 6 Minutes from the Beach!

Aug 23 – 30

$100 per night
Guest favorite

Guesthouse in Seminole

5.0 out of 5 average rating, 25 reviews

Ollie's Beach House

Sep 8 – 15

$76 per night
Guest favorite

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

$78 per night
Guest favorite

Vacation home in Madeira Beach

4.97 out of 5 average rating, 33 reviews

Cozy beach-town home

May 10 – 17

$94 per night
Guest favorite

Guesthouse in Seminole

5.0 out of 5 average rating, 22 reviews

Brand new Florida guest house

Oct 3 – 10

$88 per night
Guest favorite

Home in Gulfport

5.0 out of 5 average rating, 10 reviews

Seas the Day - Beautiful Gulfport Home

Jun 23 – 30

$98 per night
Guest favorite

Home in Largo

4.97 out of 5 average rating, 30 reviews

Casa de playa

Apr 19 – 26

$98 per night
Superhost

Apartment in Palm Harbor

4.83 out of 5 average rating, 59 reviews

Pink & teal cottage located near trail & gulf park

Jul 27 – Aug 3

$106 per night

Destinations to explore