A calm lake with a dock, a boat, and a building surrounded by trees.

Weekend getaways in Holiday

Where to?

Dates

November 2026

December 2026

Upfront pricing
Our total price for your stay includes taxes and fees
Treat yourself
Save 10% or more on over 100,000 hotels worldwide with Member Prices
Learn about One Key
Be picky
Search almost a million properties worldwide

Check prices for these dates

Oct 30

Nov 6

Nov 13

Nov 20

Featured weekend hotel deals in Holiday

A bedroom with a bed, a sofa, a desk, and three wall-mounted artworks.

Sunshine Inn

Holiday

$97 nightly

Oct 23 - Oct 25

Total with taxes and fees

Check out pet-friendly hotels in Holiday

Romantic suite just 5 minutes from the beach!

Country Estates

$130 nightly

Oct 20 - Oct 21

Total with taxes and fees

A living room with a glass coffee table, a television, and decorative plants.

Cozy Private Apartment Near Tarpon Springs, Sponge Docks, and Beaches

Holiday

$123 nightly

Oct 22 - Oct 23

Total with taxes and fees

Seabreeze - Charming 2-bedroom house in amazing Holiday with WiFi, AC.

Holiday

$261 nightly

Oct 20 - Oct 21

Total with taxes and fees

A modern living room with a grey sofa set, a round coffee table, and a wall-mounted TV.

Luxury Renovated Home Near Beaches. Pet Friendly.

Holiday

$267 nightly

Oct 27 - Oct 28

Total with taxes and fees

A modern living room with a sectional sofa, a small round table, and a bar area with stools.

Lakefront Paradise, with Heated Private Pool.

Tahitian Development

$385 nightly

Oct 25 - Oct 26

Total with taxes and fees

A kitchen with white cabinets, a wooden island, a microwave, and a refrigerator.

The Burnside Bungalow where Vacation Awaits!

Holiday

$386 nightly

Oct 20 - Oct 21

Total with taxes and fees

A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

Coastal Family Retreat – Heated Pool, Fire Pit & Fun!

Holiday Lakes West

$396 nightly

Oct 20 - Oct 21

Total with taxes and fees

A lifeguard tower with a flat roof, multiple windows, and a metal railing.

GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!

Holiday

$479 nightly

Oct 20 - Oct 21

Total with taxes and fees

A beach with white sand, palm trees, and a pier in the background.

Coastal Family Escape with Heated Private Pool•Near Beaches

Holiday

$431 nightly

Oct 22 - Oct 23

Total with taxes and fees

A living room with a sofa, coffee table, TV, and dining area.

The Tranquil Serenity is 3-bedroom 2 bath house with cold AC and charm.

Colonial Hills

$380 nightly

Oct 20 - Oct 21

Total with taxes and fees

View all properties

Hotels with a pool in Holiday you'll enjoy

A lobby with a reception desk, green upholstered seating, a white coffee table, and a blue patterned rug.

Fairfield Inn & Suites Holiday Tarpon Springs

Holiday

$107 nightly

Oct 25 - Oct 26

Total with taxes and fees

A modern living room with a flat-screen TV, a dining area with chairs, and a large window.

Sunny Oasis by Tarpon - Heated Pool, Hot Tub & Playground

Holiday

$238 nightly

Nov 1 - Nov 2

Total with taxes and fees

Lakefront Paradise, with Heated Private Pool.

Tahitian Development

$385 nightly

Oct 25 - Oct 26

Total with taxes and fees

Coastal Family Retreat – Heated Pool, Fire Pit & Fun!

Holiday Lakes West

$396 nightly

Oct 20 - Oct 21

Total with taxes and fees

Coastal Family Escape with Heated Private Pool•Near Beaches

Holiday

$431 nightly

Oct 22 - Oct 23

Total with taxes and fees

GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!

Holiday

$479 nightly

Oct 20 - Oct 21

Total with taxes and fees

A swimming pool with a glass enclosure, outdoor seating, and a white building with large windows.

Cozy Canal-Front Getaway•Heated Pool•Relaxation•Fishing•Beaches Nearby

Holiday Lake Estates

$431 nightly

Oct 21 - Oct 22

Total with taxes and fees

A covered outdoor seating area with a pool in the background.

Luxe Retreat with Resort-Style Backyard w/Heated Pool • Fire Pit • Near Beaches

Holiday

$437 nightly

Oct 20 - Oct 21

Total with taxes and fees

View all properties

Top Holiday Hotel Reviews

Fairfield Inn & Suites Holiday Tarpon Springs

Holiday

10/10 Excellent

The stay was great and the room was spacious with a King size bed and a large bathroom. The area was quiet and easy to sleep. The breakfast in the morning was hot with a lot of options. There was plenty of parking and a great accommodating staff at the front desk both morning and night. It's in a great location and easy to get to as well.l The stay was great for the few days we were there. The only thing was the bed was made a little funky one day with a blanket being made over the bed and...

Paige

A modern reception area with a wooden panel wall, a crescent moon design, and a counter with computers.

Comfort Inn & Suites New Port Richey Downtown District

New Port Richey

10/10 Excellent

Hotel & room was clean!! Staff were friendly & great!! Staff seemed to enjoy their jobs. This was the best hotel we stayed at during our 2 week roadtrip. After our mishap at the beach, we were low in spirits. We got back to the hotel late at 11pm & we were so surprised to see our room had been cleaned. All the other hotels we stayed at you had to request for a cleaning service. They even put a mini Easter basket with treats in our room. I know to others this may not be much, but it lifted my...

Kayoua

An outdoor seating area with wicker furniture and a glass-top table with a fire feature.

Holiday Inn Express & Suites Trinity by IHG

Trinity

10/10 Excellent

Anonymous traveler

A covered outdoor seating area with a pool, lounge chairs, and a table.

Quality Inn & Suites Tarpon Springs South

Tarpon Springs

10/10 Excellent

Jeanie

A pool with a lifeguard chair, a no diving sign, and a building with a red roof in the background.

Tarpon Shores Inn

Tarpon Springs

10/10 Excellent

John R

A hotel with a modern design, featuring a covered entrance and multiple floors.

Holiday Inn Express & Suites Port Richey by IHG

Port Richey

10/10 Excellent

elbojpb

A pool area with a covered seating area, palm trees, and a building in the background.

Homewood Suites by Hilton Tampa - Port Richey

Port Richey

10/10 Excellent

Linda

A modern hotel with a pool, located near a coastal road with palm trees.

The J Hotel Dunedin near Honeymoon Island State Park, an Ascend Collection Hotel

Causeway

10/10 Excellent

Janel

A large outdoor swimming pool surrounded by lounge chairs and umbrellas, with a gazebo and a beach area.

Innisbrook Resort

Palm Harbor

10/10 Excellent

ray

A hotel lobby with a bar area, seating arrangements, and a television mounted on the wall.

Hampton Inn & Suites Tampa Northwest/Oldsmar

Oldsmar

10/10 Excellent

The staff was friendly, the room was clean and comfortable - AND quiet! The only thing I noticed that they may want to change is when the lobby restrooms are cleaned. Both days this was during breakfast, which is of course the busiest time. This also happened while our seminar was going on, which meant when we had a break, the only restroom available to us was out of order. Other than that, this was one of the best hotel stays I've had in a long time. Continental breakfast had ample...

Anonymous traveler