
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 - Gulf Front Studio

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 - Gulf Front Studio

Tradewinds - Studio Boulevard View

Tradewinds - Gulf Front Studio

Tradewinds - Standard Studio Boulevard View

Tradewinds - Studio Boulevard View

Tradewinds - Studio Boulevard View

Tradewinds - Studio Boulevard View
Destinations to explore
- Rentals with pools Pinellas County
- Bungalow rentals Pinellas County
- House rentals Pinellas County
- Rentals with a firepit Pinellas County
- Tiny house rentals Pinellas County
- Boutique hotel rentals Pinellas County
- Waterfront rentals Pinellas County
- Townhouse rentals Pinellas County
- Rentals with beach access Pinellas County
- Rentals with a washing machine and dryer Pinellas County
- Smoking-friendly rentals Pinellas County
- Flat rentals Pinellas County
- Beachfront rentals Pinellas County
- Rentals with an accessible-height toilet Pinellas County
- Family-friendly rentals Pinellas County
- Hotel rentals Pinellas County
- Rentals with a sauna Pinellas County
- Pet-friendly rentals Pinellas County
- Rentals with a hot tub Pinellas County
- Rentals with outdoor seating Pinellas County
- Rentals with an EV charger Pinellas County
- Rentals with lake access Pinellas County
- Fitness-friendly rentals Pinellas County
- Guest house rentals Pinellas County
- Rentals with a fireplace Pinellas County
- Bed and breakfasts Pinellas County
- Private suite rentals Pinellas County
- Rentals with breakfast Pinellas County
- Rentals with an accessible-height bed Pinellas County
- Beach apartment rentals Pinellas County
- Luxury rentals Pinellas County
- Villa rentals Pinellas County
- Rentals with a kayak Pinellas County
- Rentals with a patio Pinellas County
- Apartment rentals Pinellas County
- Cottage rentals 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
- Tours Pinellas County
- Sports activities Pinellas County
- Art and culture Pinellas County
- Sightseeing Pinellas County
- Nature and outdoors Pinellas County
- Things to do Florida
- Tours Florida
- Sports activities Florida
- Nature and outdoors Florida
- Sightseeing Florida
- Wellness Florida
- Food and drink Florida
- Art and culture Florida
- Entertainment Florida
- Things to do United States
- Nature and outdoors United States
- Art and culture United States
- Wellness United States
- Tours United States
- Food and drink United States
- Entertainment United States
- Sightseeing United States
- Sports activities United States