Guesthouse vacation rentals in Pinellas County

Find and book unique guesthouse rentals on Airbnb

1 of 3 pages
1 of 3 pages

Popular amenities for Pinellas County guesthouses

Family-friendly guesthouses

Guest favourite

Guesthouse in Seminole

4.95 out of 5 average rating, 232 reviews

Private Apt/3miles from beaches/Treehouse.like

Jul. 6 – 13

$212 CAD per night
Guest favourite

Guesthouse in St Petersburg

4.89 out of 5 average rating, 315 reviews

Carriage House in North St. Pete

Dec. 8 – 15

$219 CAD per night
Superhost

Guesthouse in Saint Petersburg

4.88 out of 5 average rating, 178 reviews

The Uptown Treehouse - Downtown St. Pete 1Br Apt

Mar. 21 – 28

$173 CAD per night
Superhost

Guesthouse in Saint Petersburg

4.79 out of 5 average rating, 256 reviews

Suzette's Hideaway

May 17 – 24

$108 CAD per night
Guest favourite

Guesthouse in Saint Petersburg

4.84 out of 5 average rating, 427 reviews

Cute home in historic neighborhood

Dec. 28 – Jan. 4

$279 CAD per night
Superhost

Guesthouse in Gulfport

4.57 out of 5 average rating, 115 reviews

Spacious Gulfport Studio in Cottage Duplex

Sep. 5 – 12

$165 CAD per night
Superhost

Guesthouse in Gulfport

4.89 out of 5 average rating, 18 reviews

Cozy Old Florida Duplex with keyless entry

Jul. 3 – 10

$149 CAD per night
Superhost

Guesthouse in St. Petersburg

4.78 out of 5 average rating, 88 reviews

Close 2 Beach Dr, Dali, Vinoy, cozy rental w/bikes

May 27 – Jun. 3

$185 CAD per night

Guesthouses with a patio

Guest favourite

Guesthouse in Clearwater

4.96 out of 5 average rating, 117 reviews

Studio Bedroom - Private Bathroom , Full Kitchen.

Jan. 20 – 27

$289 CAD per night
Guest favourite

Guesthouse in St. Petersburg

4.89 out of 5 average rating, 234 reviews

NEW Luxury Casita w/Hot Tub, Fire Pit, Backyard🏝☀️🏖

Jul. 14 – 21

$339 CAD per night
Guest favourite

Guesthouse in St. Petersburg

4.86 out of 5 average rating, 118 reviews

Charming St Pete Studio Apt

Jul. 3 – 10

$135 CAD per night
Guest favourite

Guesthouse in Tampa

4.92 out of 5 average rating, 189 reviews

LUXURIOUS, CLEAN, SAFE 1BR STUDIO - GREAT LOCATION

Oct. 7 – 14

$114 CAD per night
Guest favourite

Guesthouse in Clearwater

4.87 out of 5 average rating, 141 reviews

Namaste Studio only 10mins from Clearwater Beach

Oct. 1 – 8

$165 CAD per night
Guest favourite

Guesthouse in Seminole

5.0 out of 5 average rating, 30 reviews

Ollie's Beach House

Sep. 14 – 21

$156 CAD per night
Guest favourite

Guesthouse in Seminole

5.0 out of 5 average rating, 26 reviews

Brand new Florida guest house

Sep. 29 – Oct. 6

$164 CAD per night
Guest favourite

Guesthouse in Seminole

4.89 out of 5 average rating, 72 reviews

Beachy Bohemian Bungalow with all the perks!

Jul. 5 – 12

$163 CAD per night

Guesthouse rentals with a washer and dryer

Destinations to explore