Holiday Vacation Rentals from SAR 187: Search Short-Term Rentals

Q: What are some of the best vacation rentals that Holiday has to offer?

The Gemma by Brightwild : This vacation home rental outside of Holiday is located on the beach and has an outdoor pool, a private balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. It offers a terrace, a private yard, and a selection of games so you can immerse yourself in your vacation.

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Our top choices for Holiday vacation rentals

A kitchen with a granite countertop, stainless steel sink, and a window with blinds.

1. Rest apartament

Holiday

"The property was wonderful, clean, quiet, meticulously kept property, wonderful host, close to everything, ice cold air and comfortable bed. Very cozy and quiet. Stayed a month to help my dad 5 miles away. You need your own space away from others to regenerate your energy after working all day renovating plus working remotely. The weather was hot n humid as expected and rain sometimes daily a 1 hour but thats expected. Will be back again in Nov and Dec 2026"

Edward N.

SAR 465 total

includes taxes & fees

16 Nov - 17 Nov

A hot tub with a blue light, a window, and a wooden bench.

2. Charming Hot Tub Getaway by Tarpon

Holiday

Brandon S.

SAR 655 total

includes taxes & fees

16 Nov - 17 Nov

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

3. Family-Friendly Home w/Heated Pool Near Beaches

Holiday

Terri R.

SAR 1,768 total

includes taxes & fees

16 Nov - 17 Nov

A pathway leading to a lake with a house on the left and a tree on the right.

4. Lakefront Anglers Oasis in Holiday! 8 Mi to Beach

Tahitian Development

SAR 2,433 total

includes taxes & fees

16 Nov - 17 Nov

A swimming pool with lounge chairs and a fire pit, surrounded by potted plants and a white fence.

5. Luxe Retreat | Pool, Fire Pit, Pet-Friendly Near Beaches | Sleeps 8

Holiday

Jason B.

SAR 1,793 total

includes taxes & fees

16 Nov - 17 Nov

A beach with a pier, umbrellas, and people.

6. Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches

Colonial Hills

Andrew K.

SAR 524 total

includes taxes & fees

19 Nov - 20 Nov

A patio with a round table, red chairs, a fire pit, and a pool.

7. Canal‑Front Oasis w/Heated Pool Close to the Beach

Holiday Lake Estates

"The pictures don't do this place justice! It's beautiful. There is ample room for family and friends. The pool was perfect and relaxing. We enjoyed using it multiple times daily. The card table was perfect for us playing games each night. The kitchen had really good pans, which is unusual for most rentals. We did have a learning curve with the kitchen faucet but quickly discovered it was tap to start and stop. We might suggest a couple of kitchen towels, but otherwise the kitchen was very...

Chris S.

SAR 1,768 total

includes taxes & fees

16 Nov - 17 Nov

A beach with people relaxing on chairs, a palm tree, and a sailboat in the water.

8. Tropical Waterfront Oasis with Heated Pool & Private Fishing Dock: 3 bdrm 2 bths

Park Place

SAR 1,232 total

includes taxes & fees

18 Nov - 19 Nov

A fire pit with two Adirondack chairs, a stone fire surround, and a view of a body of water with lights in the background.

9. Lakefront Paradise, with Heated Private Pool.

Tahitian Development

abner a.

SAR 1,604 total

includes taxes & fees

6 Dec - 7 Dec

A porch with a white door, a welcome sign, a table with flowers, and a chair.

10. Convenient close to the sun and fun 3 bed home!

Holiday Lake Estates

Paul V.

SAR 1,020 total

includes taxes & fees

18 Nov - 19 Nov

A modern kitchen with white cabinets, a central island, and a dining area with a table and chairs.

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

Holiday Lakes West

Kate G.

SAR 1,712 total

includes taxes & fees

16 Nov - 17 Nov

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

12. The Burnside Bungalow where Vacation Awaits!

Holiday

SAR 1,580 total

includes taxes & fees

16 Nov - 17 Nov

A covered outdoor area with a hot tub, seating, and a swimming pool.

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

Holiday

Lex

SAR 997 total

includes taxes & fees

16 Nov - 17 Nov

14. Romantic suite just 5 minutes from the beach!

Country Estates

SAR 507 total

includes taxes & fees

16 Nov - 17 Nov

A modern dining area with a glass table, beige upholstered chairs, and a chandelier.

15. Elegant Holiday Escape w/Lanai & Heated Pool

Holiday Lakes West

Dana F.

SAR 1,952 total

includes taxes & fees

16 Nov - 17 Nov

A beach scene with a bird standing in shallow water, waves gently lapping at the shore, and a clear sky.

16. Cozy private apartment near Tarpon Springs, Sponge Docks, and the beaches

Holiday

17. Lakefront Angler’s Oasis in Holiday! 8 Mi to Beach

Tahitian Development

SAR 2,346 total

includes taxes & fees

16 Nov - 17 Nov

A covered outdoor swimming pool area with lounge chairs and a table, surrounded by a white fence and a view of a lake.

18. New Property— Palm & Paddle Lakeside w/heated Pool.

Tahitian Development

A covered patio with a glass table and four chairs, a ceiling fan, and a barbecue grill.

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

Colonial Hills

SAR 1,541 total

includes taxes & fees

16 Nov - 17 Nov

An aerial view of a coastal area with a curved shoreline, a small island with a lighthouse, and a distant cityscape.

20. Waterfront Escape, Heated Pool, Private Dock, Gulf Access, near Island Beaches

Baileys Bluff Estates

Jeff S.

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Top Holiday Hotel Reviews

A breakfast buffet with various food items and a coffee station.

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 Comfort Inn & Suites hotel with a modern design, featuring a prominent sign, a covered entrance, and a landscaped front yard.

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

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Oldsmar

10/10 Excellent

Steven

A poolside area with lounge chairs and umbrellas, surrounded by palm trees and a building in the background.

Wyndham Grand Clearwater Beach

Clearwater Beach

10/10 Excellent

Ernesto

A hotel with a central courtyard, palm trees, and a well-lit entrance.

Holiday Inn Express Hotel & Suites Clearwater North-Dunedin by IHG

Downtown Dunedin

10/10 Excellent

Gary

A hotel with a clear entrance, a sign reading "Hampton Inn & Suites," and a flagpole with the American flag.

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

A beach with numerous umbrellas and tents, a lifeguard tower, and a clear view of the sea.

Holiday Inn Express & Suites Tampa-Anderson Rd/Veterans Exp by IHG

Town 'n' Country

10/10 Excellent

Eduardo

A buffet with labeled containers of omelets and other dishes.

Holiday Inn Express & Suites Port Richey by IHG

Port Richey

10/10 Excellent

elbojpb

A multi-story hotel with a central entrance, palm trees, and a well-lit facade.

Fairfield Inn & Suites by Marriott Clearwater

Clearwater

10/10 Excellent

Sarah

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 hotel with a central courtyard, multiple floors, and a view of the sunset over the water.

Hyatt Regency Clearwater Beach Resort and Suites

Clearwater Beach

10/10 Excellent

stefanie Victoria

Frequently Asked Questions

Can I find vacation rentals in Holiday?

Yes, we offer vacation rentals close to popular points of interest in Holiday, or you can go with a more secluded option if you're looking for relaxation. Our travelers say Holiday has a good selection of restaurants. Make sure you have time to check out the shopping and beaches during your trip.

What are some of the best vacation rentals that Holiday has to offer?

The Gemma by Brightwild: This vacation home rental outside of Holiday is located on the beach and has an outdoor pool, a private balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. It offers a terrace, a private yard, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Holiday?

Choose from 63 Expedia vacation rentals in Holiday for a memorable vacation.

What can I see and do in Holiday?

Anclote River Park and Lake Conley are a couple of lovely local spots to get outside and enjoy nature. Key Vista Nature Park and Tarpon Springs Sponge Docks are a couple of places you'll find in the larger area.

What are vacation rentals like in Holiday?

Vacation rentals are privately owned accommodations you can stay in for a few days or a quick weekend in Holiday. Vacation rentals provide amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for family trips.

Holiday Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Holiday vacation rentals

1. Rest apartament

2. Charming Hot Tub Getaway by Tarpon

3. Family-Friendly Home w/Heated Pool Near Beaches

4. Lakefront Anglers Oasis in Holiday! 8 Mi to Beach

5. Luxe Retreat | Pool, Fire Pit, Pet-Friendly Near Beaches | Sleeps 8

6. Summer Breezes Holiday: A Charming Suite Near Florida's Best Beaches

7. Canal‑Front Oasis w/Heated Pool Close to the Beach

8. Tropical Waterfront Oasis with Heated Pool & Private Fishing Dock: 3 bdrm 2 bths

9. Lakefront Paradise, with Heated Private Pool.

10. Convenient close to the sun and fun 3 bed home!

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

12. The Burnside Bungalow where Vacation Awaits!

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

14. Romantic suite just 5 minutes from the beach!

15. Elegant Holiday Escape w/Lanai & Heated Pool

16. Cozy private apartment near Tarpon Springs, Sponge Docks, and the beaches

17. Lakefront Angler’s Oasis in Holiday! 8 Mi to Beach

18. New Property— Palm & Paddle Lakeside w/heated Pool.

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

20. Waterfront Escape, Heated Pool, Private Dock, Gulf Access, near Island Beaches

Find vacation rentals that suit your style

Top Holiday Hotel Reviews

Fairfield Inn & Suites Holiday Tarpon Springs

10/10 Excellent

Frequently Asked Questions

Can I find vacation rentals in Holiday?

What are some of the best vacation rentals that Holiday has to offer?

How many vacation rentals are there in Holiday?

What can I see and do in Holiday?

What are vacation rentals like in Holiday?