
Resort holiday rentals in Pinellas County
Find and book unique resort rentals on Airbnb
Top-rated resort rentals in Pinellas County
Guests agree: these resort rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for resort rentals in Pinellas County
Family-friendly resort rentals

Tradewinds - Studio Boulevard View

Tradewinds - Gulf Front Studio

Tradewinds - Gulf Front Studio

Tradewinds - Gulf Front Studio

Tradewinds - Studio Boulevard View

Tradewinds - Studio Boulevard View

Tradewinds - Gulf Front Studio

Tradewinds - Studio Boulevard View
Resort rentals with a pool

Tradewinds - Studio Boulevard View

Tradewinds - Studio Boulevard View

Tradewinds - Studio Boulevard View

Adorable Affordable Beach Efficiency

Clearwater Beach Collection King Bed 6th Floor B

Best of Beso Suite Water View ADA 2Balcony/1BR/2BA

Treasure Island Beachfront Resort with pool

Tradewinds - Studio Boulevard View
Resort rentals with a gym

Tradewinds - Gulf Front Studio

Tradewinds - Studio Boulevard View

Tradewinds - Gulf Front Studio

Tradewinds - Studio Boulevard View

Tradewinds - Studio Boulevard View

Tradewinds - Studio Boulevard View

Tradewinds - Studio Boulevard View

Tradewinds - Gulf Front Studio
Destinations to explore
- Rentals with a fireplace Pinellas County
- Cottage rentals Pinellas County
- Pet-friendly rentals Pinellas County
- Bungalow rentals Pinellas County
- House rentals Pinellas County
- Bed and breakfasts Pinellas County
- Rentals with lake access Pinellas County
- Rentals with breakfast Pinellas County
- Townhouse rentals Pinellas County
- Hotel rentals Pinellas County
- Rentals with outdoor seating Pinellas County
- Flat rentals Pinellas County
- Beachfront rentals Pinellas County
- Rentals with a patio Pinellas County
- Rentals with an accessible-height toilet Pinellas County
- Family-friendly rentals Pinellas County
- Rentals with a sauna Pinellas County
- Smoking-friendly rentals Pinellas County
- Rentals with a kayak Pinellas County
- Private suite rentals Pinellas County
- Rentals with an EV charger Pinellas County
- Luxury rentals Pinellas County
- Waterfront rentals Pinellas County
- Rentals with beach access Pinellas County
- Rentals with a washing machine and dryer Pinellas County
- Guest house rentals Pinellas County
- Apartment rentals Pinellas County
- Villa rentals Pinellas County
- Rentals with pools Pinellas County
- Rentals with an accessible-height bed Pinellas County
- Boutique hotel rentals Pinellas County
- Rentals with a firepit Pinellas County
- Tiny house rentals Pinellas County
- Beach apartment rentals Pinellas County
- Fitness-friendly rentals Pinellas County
- Rentals with a hot tub Pinellas County
- Resort rentals Florida
- Resort rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Weeki Wachee Springs
- Dunedin Beach
- John's Pass
- Turtle Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Bean Point Beach
- Anna Maria Public Beach
- Coquina Beach
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Gulfport Beach Recreation Area
- Vinoy Park
- Jannus Live
- North Beach
- ZooTampa at Lowry Park
- Adventure Island
- Splash Harbour Water Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Things to do Pinellas County
- Sports activities Pinellas County
- Nature and outdoors Pinellas County
- Tours Pinellas County
- Art and culture Pinellas County
- Sightseeing Pinellas County
- Things to do Florida
- Sightseeing Florida
- Art and culture Florida
- Tours Florida
- Sports activities Florida
- Food and drink Florida
- Nature and outdoors Florida
- Wellness Florida
- Entertainment Florida
- Things to do United States
- Entertainment United States
- Wellness United States
- Nature and outdoors United States
- Sightseeing United States
- Food and drink United States
- Tours United States
- Sports activities United States
- Art and culture United States