Pine Island Holiday Rentals from €92: Search Short-Term Rentals

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Our top choices for Pine Island holiday rentals

A cozy living room with a blue sofa, a wooden TV stand, and a large window overlooking greenery.

1. WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA

Spring Hill

"This stay—this home—was beyond wonderful! A beautiful, out-of-the-hubbub location mere steps from the beach. We took advantage of both decks and the beach daily, including frequent swimming in the Gulf. A very well-appointed kitchen, including a small, quiet dishwasher. Big TV with ample streaming services for after dark entertainment. Delicious food and atmosphere at Bayport Inn a couple miles away, but we dined in more often than not. What a blessing that this place is made available for...

Dale H.

includes taxes & fees

16 Nov - 17 Nov

A sandy area with a picnic table and blue chairs, a small building, and a water body with boats.

2. The Funky Flamingo - Neptune's Grotto Old Florida Adventure Retreats

Weeki Wachee

Sarah F.

includes taxes & fees

15 Nov - 16 Nov

A compact bedroom with a bed, a desk, and a TV.

3. Modern studio apartment with covered outside seating area

Spring Hill

Wayne

includes taxes & fees

14 Nov - 15 Nov

A covered outdoor area with a pool, a gray sofa with cushions, a round table with a plant, and lounge chairs.

4. Entire home with Screened- In Pool , Fully Fenced.

Berkeley Manor

dan R.

includes taxes & fees

16 Nov - 17 Nov

A blue sofa with two decorative pillows, one with a beach-themed design, positioned in front of a window with a view of green foliage.

5. Private Suite near Weeki Wachee Springs

Brooksville

includes taxes & fees

27 Nov - 28 Nov

A bedroom with a bed, a ceiling fan, a mounted TV, an air conditioning unit, and a large mirror.

6. Cozy little apartment in Sprin Hill!

Spring Hill

Sue B.

includes taxes & fees

30 Nov - 1 Dec

A modern bedroom with a large bed, a TV mounted on the wall, and a view of the outdoors through the sliding doors.

7. Cheerful 1 bedroom guest suite with pool and yard

Spring Hill

Karla C.

includes taxes & fees

20 Nov - 21 Nov

A riverside picnic area with wooden benches and a blue Adirondack chair, surrounded by trees and a calm waterway.

8. The Muddy Mermaid - Neptune's Grotto Old Florida Adventure Retreats

Weeki Wachee

chad c.

An outdoor deck with wicker furniture and a small table.

9. A Joyful Place at Zen at the Palms!

Homosassa

Sabrina C.

includes taxes & fees

18 Nov - 19 Nov

A modern bedroom with a grey sofa, a bed, a TV, and a ceiling fan.

10. Modern Serenity Studio Cozy Retreat with Fireplace & Workspace

Spring Hill

A room with teal walls, a colorful bedspread, and a door with a vibrant mural.

11. NEW - Hippie Hut Minutes from the Boat Ramp

Homosassa

Courtney L.

includes taxes & fees

15 Nov - 16 Nov

A neatly made bed with a white bedspread and two pillows, a world map artwork on the wall, a wall-mounted air conditioner, and a "no smoking" sign.

12. Welcome to our unique place where you can enjoy a quiet and pleasant atmosphere

Spring Hill

Victoria M.

includes taxes & fees

9 Dec - 10 Dec

A cozy living room with a wooden floor, a sofa, a coffee table, and a dining area with chairs. There is a large window with a view of trees and a balcony.

13. Weeki Palace w/ Backyard Escape & River Access!

Spring Hill

mady a.

includes taxes & fees

16 Nov - 17 Nov

A kitchen with a marble countertop, a coffee maker, a blender, and a toaster.

14. Charming 1-bedroom apartment with WiFi, AC in marvelous Spring Hill

Spring Hill

William B.

includes taxes & fees

14 Nov - 15 Nov

A bedroom with a bed, bedside tables, a ceiling fan, and a window with curtains.

15. Adorable duplex house and studio apartment in a quiet neighborhood

Forest Oaks

A compact kitchen with white cabinets, a microwave, and a refrigerator. There is a dining area with two bar stools and a small table.

16. Small but Cozy Private Stay/Weeki Wachee Springs

Spring Hill

Sandra J.

includes taxes & fees

5 Dec - 6 Dec

A modern kitchen with a marble countertop, a built-in microwave, and a ceiling fan.

17. Weeki Wachee Mermaids small suite

Spring Hill

Daelyn F.

includes taxes & fees

23 Nov - 24 Nov

A small, cozy cabin with a sloped roof, a single bed, and a table with a lamp.

18. Cabin in the Olive Orchard

Brooksville

Delphine R.

includes taxes & fees

16 Nov - 17 Nov

A kitchen with wooden cabinets, a stove, and a spiral staircase leading to an upper level.

19. A/C, Firepit, Grill, Pet Friendly

Homosassa

Charry T.

includes taxes & fees

15 Nov - 16 Nov

A compact RV kitchen with a dining area, a microwave, stove, and cabinets.

20. Cozy RV Retreat with Private Hot Tub and Fenced Yard

Spring Hill

Raul Rivera

includes taxes & fees

4 Dec - 5 Dec

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Find holiday rentals that suit your style

Find out more about Pine Island

Everything you need to know about Pine Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pine Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pine Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pine Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pine Island. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pine Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pine Island holiday rentals we have selected for you start as low as €92 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Pine Island rentals

At Expedia, we put the best Pine Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pine Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pine Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pine Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there holiday rentals in Pine Island?

Yes, there are holiday rentals close to the most popular sights in Pine Island, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pine Island has to offer?

Snorkel with the Manatees in Your Back Yard - Kayaks Included: This holiday home rental outside of Pine Island is located on the waterfront, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals will I find in Pine Island?

Choose from 9 Expedia holiday rentals in Pine Island for a memorable holiday.

What’s there to see and do in Pine Island?

While exploring the area, visit family-friendly sights like Adventure Coast Fun Park, or get outside and enjoy nature at Pine Island Beach Park. Bayport Park Boat Ramp and Weeki Wachee Springs State Park are a couple of places you'll find in the wider area.

What’s a holiday rental in Pine Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pine Island. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for family trips.

Holiday Rentals in Pine Island

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Pine Island holiday rentals

1. WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA

2. The Funky Flamingo - Neptune's Grotto Old Florida Adventure Retreats

3. Modern studio apartment with covered outside seating area

4. Entire home with Screened- In Pool , Fully Fenced.

5. Private Suite near Weeki Wachee Springs

6. Cozy little apartment in Sprin Hill!

7. Cheerful 1 bedroom guest suite with pool and yard

8. The Muddy Mermaid - Neptune's Grotto Old Florida Adventure Retreats

9. A Joyful Place at Zen at the Palms!

10. Modern Serenity Studio Cozy Retreat with Fireplace & Workspace

11. NEW - Hippie Hut Minutes from the Boat Ramp

12. Welcome to our unique place where you can enjoy a quiet and pleasant atmosphere

13. Weeki Palace w/ Backyard Escape & River Access!

14. Charming 1-bedroom apartment with WiFi, AC in marvelous Spring Hill

15. Adorable duplex house and studio apartment in a quiet neighborhood

16. Small but Cozy Private Stay/Weeki Wachee Springs

17. Weeki Wachee Mermaids small suite

18. Cabin in the Olive Orchard

19. A/C, Firepit, Grill, Pet Friendly

20. Cozy RV Retreat with Private Hot Tub and Fenced Yard

Find holiday rentals that suit your style

Find out more about Pine Island

Pine Island holiday rentals: An excellent choice for every season

How to find incredible deals on Pine Island rentals

Frequently Asked Questions

Are there holiday rentals in Pine Island?

What are some of the best holiday rentals that Pine Island has to offer?

How many holiday rentals will I find in Pine Island?

What’s there to see and do in Pine Island?

What’s a holiday rental in Pine Island like?