
Resort holiday rentals in Pinellas County
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Top-rated resort stays in Pinellas County
Guests agree: These resort stays are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Pinellas County resort stays
Family-Friendly Resort Stays

Tradewinds - Studio Boulevard View

Tradewinds - Studio Boulevard View

Tradewinds - Studio Boulevard View

Tradewinds - Gulf Front Studio

Tradewinds - Studio Boulevard View

Tradewinds - Studio Boulevard View

Tradewinds - Gulf Front Studio

Tradewinds - Gulf Front Studio
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

Deluxe Queen Intracoastal View@Wyndham Clearwater

Treasure Island Beachfront Resort with pool
Resort rentals with a gym

Tradewinds - Gulf Front Studio

Tradewinds - Gulf Front Studio

Tradewinds - Gulf Front Studio

Tradewinds - Gulf Front Studio

Tradewinds - Gulf Front Studio

Tradewinds - Studio Boulevard View

Tradewinds - Studio Boulevard View

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