Pinellas County Holiday Rentals - Holiday Homes in Pinellas County

A city skyline with palm trees, a waterfront, and a building under construction.

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Our top choices for Pinellas County holiday rentals

A balcony with wicker furniture overlooking a beach.

1. The Avalon Club

Clearwater Beach

Robert

RM1,244 total

includes taxes & fees

14 Oct - 15 Oct

An outdoor patio with a dining table, chairs, and a sofa.

2. Mint House St. Petersburg Downtown by Kasa

Downtown St. Petersburg

Leah

RM487 total

includes taxes & fees

4 Nov - 5 Nov

An aerial view of a coastal resort area with multiple buildings, a beach, and a marina.

3. Sunset Vistas Two Bedroom Beachfront Suites

Sunshine Beach

Rebecca

RM900 total

includes taxes & fees

21 Oct - 22 Oct

A hotel with a pool area, palm trees, and a view of the ocean.

4. Pelican Pointe Clearwater Beach Hotel

Clearwater Beach

Bobbi

RM747 total

includes taxes & fees

14 Oct - 15 Oct

A wooden dock with a fire feature and a 'Please be safe' sign, overlooking a lake with a building in the background.

5. The Fold Hotels Indian Shores

Indian Shores

Karen

RM690 total

includes taxes & fees

1 Nov - 2 Nov

A dining table with a birthday cake, champagne, and a scenic waterfront view.

6. FUSION Resort Waterfront Suites

Treasure Island

Marilyn

RM965 total

includes taxes & fees

18 Oct - 19 Oct

A two-story hotel with a balcony on the upper floor, a stop sign, and a parking area.

7. John's Pass Hotel

Madeira Beach

John

RM458 total

includes taxes & fees

20 Oct - 21 Oct

A waterfront hotel with multiple balconies, a dock, and a reflective water surface.

8. Beso Del Sol Resort

Dunedin

Tracey

RM652 total

includes taxes & fees

14 Oct - 15 Oct

A dining area with a round table, white chairs, a chandelier, and a window with blinds.

9. Barefoot Beach Resort

Indian Shores

HANNAH

RM655 total

includes taxes & fees

19 Oct - 20 Oct

A covered outdoor bar area with seating, a pool, and a view of the outdoors.

10. Beach House Suites by the Don CeSar

Belle Vista

Michael

RM1,385 total

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a large island, white cabinetry, and a dining area with a table and chairs.

11. The Gemma by Brightwild

Clearwater Beach

Rusty

RM6,009 total

includes taxes & fees

14 Oct - 15 Oct

A multi-story hotel with a curved entrance and balconies on each floor.

12. Crystal Palms Beach Resort

Sunshine Beach

AMY

RM619 total

includes taxes & fees

14 Oct - 15 Oct

A hotel with a modern design, featuring a prominent 'South Beach' sign and a 'Beach' sign.

13. South Beach Oceanfront Resort

Sunshine Beach

Ronald

RM1,277 total

includes taxes & fees

14 Oct - 15 Oct

A beach with numerous white tents and a sandy beach.

14. Surf Beach Treasure Island Resort

Treasure Island

Krishna

RM1,597 total

includes taxes & fees

14 Oct - 15 Oct

A multi-story hotel with balconies, a palm tree in front, and a clear sky.

15. Voyager Beach Club

Sunshine Beach

Walid

RM1,165 total

includes taxes & fees

14 Oct - 15 Oct

A modern living room with a grey sofa, a white coffee table, and a TV mounted on the wall.

16. Park Shore Suites St Pete Beach

Downtown St. Pete Beach

Sandra

RM909 total

includes taxes & fees

14 Oct - 15 Oct

A hotel with a pool, waterfront view, and beach access.

17. Westwinds Waterfront Resort

Treasure Island

Timothy Face

RM1,108 total

includes taxes & fees

18 Oct - 19 Oct

A coastal cityscape with a long sandy beach, residential buildings, and a bridge in the distance.

18. East Gulf Dockside Beach Homes

Indian Rocks Beach

Whitney

RM1,087 total

includes taxes & fees

14 Oct - 15 Oct

A deck with white furniture and a view of the sea.

19. Provident Oceana Beachfront Suites

Treasure Island

Oleksiy

RM877 total

includes taxes & fees

25 Oct - 26 Oct

A balcony with wicker furniture and a bamboo fence.

20. BeachTrail Lodging

Indian Rocks Beach

Joseph

RM1,615 total

includes taxes & fees

18 Oct - 19 Oct

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Top Pinellas County Hotel Reviews

Island Grand at TradeWinds

10/10 Excellent

"It was beautiful, but we were rained out for 2 of the 4 days, so we will uave to go back to enjoy amenities."

Wyndham Grand Clearwater Beach

10/10 Excellent

"This was my third time staying at the Wyndham Grand Clearwater Beach, and once again, it did not disappoint! Every visit reminds me why I keep coming back. From the moment we arrived, the check-in process was smooth, welcoming, and professional. The hotel is beautiful, exceptionally clean, and perfectly located right on the beachfront, offering a wonderful atmosphere for a relaxing getaway. The pool bar is absolutely amazing, with a fantastic atmosphere, and the lobby bar is just as impressive! Both are great places to unwind, enjoy a drink, and soak in the vacation vibes. The beachfront location is unbeatable, and the overall experience continues to exceed my expectations. It's clear that the hotel takes pride in providing a clean, comfortable, and enjoyable stay for its guests. Three visits and counting! Wyndham Grand Clearwater Beach continues to be one of my favorite places to stay in Clearwater. I look forward to returning for a fourth visit. Highly recommend!"

RumFish Beach at TradeWinds

10/10 Excellent

"Lets be honest, you're here for the beach, which was outstanding! The resort had beach loungers on the beach along with beach towels. This was all covered through the resort fee. We picked a room with a gulf view with a balcony. We were out on the balcony every night. My wife enjoyed doing a craft that was organized by the resort. The room was clean, towels were plentiful, and we had a great time at the resort. The only know was they were working twice on the elevator on out building. But a member of staff pointed us to a second elevator in the middle of the building. That was my only ding on the review."

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Holiday Apartments in Pinellas County

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Room 1

Change your mind

Treat yourself

Be picky

Our top choices for Pinellas County holiday rentals

1. The Avalon Club

2. Mint House St. Petersburg Downtown by Kasa

3. Sunset Vistas Two Bedroom Beachfront Suites

4. Pelican Pointe Clearwater Beach Hotel

5. The Fold Hotels Indian Shores

6. FUSION Resort Waterfront Suites

7. John's Pass Hotel

8. Beso Del Sol Resort

9. Barefoot Beach Resort

10. Beach House Suites by the Don CeSar

11. The Gemma by Brightwild

12. Crystal Palms Beach Resort

13. South Beach Oceanfront Resort

14. Surf Beach Treasure Island Resort

15. Voyager Beach Club

16. Park Shore Suites St Pete Beach

17. Westwinds Waterfront Resort

18. East Gulf Dockside Beach Homes

19. Provident Oceana Beachfront Suites

20. BeachTrail Lodging

Find holiday rentals that suit your style

Top Pinellas County Hotel Reviews

Island Grand at TradeWinds

Barefoot Beach Club

CW Resort

The Don CeSar

The Beachcomber

JW Marriott Clearwater Beach Resort & Spa

Wyndham Grand Clearwater Beach

Opal Sands Resort

RumFish Beach at TradeWinds

Find out more about Pinellas County

Holiday Apartments in Pinellas County

Pinellas County Vacation Rentals

Change your mind

Treat yourself

Be picky

Our top choices for Pinellas County holiday rentals

1. The Avalon Club

2. Mint House St. Petersburg Downtown by Kasa

3. Sunset Vistas Two Bedroom Beachfront Suites

4. Pelican Pointe Clearwater Beach Hotel

5. The Fold Hotels Indian Shores

6. FUSION Resort Waterfront Suites

7. John's Pass Hotel

8. Beso Del Sol Resort

9. Barefoot Beach Resort

10. Beach House Suites by the Don CeSar

11. The Gemma by Brightwild

12. Crystal Palms Beach Resort

13. South Beach Oceanfront Resort

14. Surf Beach Treasure Island Resort

15. Voyager Beach Club

16. Park Shore Suites St Pete Beach

17. Westwinds Waterfront Resort

18. East Gulf Dockside Beach Homes

19. Provident Oceana Beachfront Suites

20. BeachTrail Lodging

Find holiday rentals that suit your style

Top Pinellas County Hotel Reviews

Island Grand at TradeWinds

Find out more about Pinellas County

Holiday Apartments in Pinellas County