Pine Island Vacation Rentals from SAR 1,612: Search Short-Term Rentals

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Our top choices for Pine Island vacation 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.

SAR 1,789 total

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.

SAR 431 total

includes taxes & fees

17 Nov - 18 Nov

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

3. Modern studio apartment with covered outside seating area

Spring Hill

Wayne

SAR 408 total

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.

SAR 1,069 total

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

SAR 1,241 total

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.

SAR 631 total

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.

SAR 676 total

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.

SAR 778 total

includes taxes & fees

27 Nov - 28 Nov

An outdoor deck with wicker furniture and a small table.

9. A Joyful Place at Zen at the Palms!

Homosassa

Sabrina C.

SAR 872 total

includes taxes & fees

26 Nov - 27 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

SAR 673 total

includes taxes & fees

14 Nov - 15 Nov

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.

SAR 359 total

includes taxes & fees

19 Nov - 20 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.

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.

SAR 1,258 total

includes taxes & fees

14 Dec - 15 Dec

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.

SAR 718 total

includes taxes & fees

27 Nov - 28 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

SAR 930 total

includes taxes & fees

15 Nov - 16 Nov

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.

SAR 371 total

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.

SAR 371 total

includes taxes & fees

19 Nov - 20 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.

SAR 505 total

includes taxes & fees

24 Nov - 25 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.

SAR 765 total

includes taxes & fees

22 Nov - 23 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

SAR 701 total

includes taxes & fees

4 Dec - 5 Dec

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Top Pine Island Hotel Reviews

Hampton Inn Spring Hill

8/10 Good

"This was a Perfect location for us while Visiting family close by. Our room was clean and made up nicely every day. There was a minor issue with our first assigned room However the manager changed it immediately and made sure we were happy with it . We will come back soon"

Rodeway Inn Homosassa

10/10 Excellent

"The rooms are beautiful and clean. The outside may leave a bit to be desired, but the rooms are great!! I did struggle with the next room. There were several kids, and it was a lot of noise, but the actual property was wonderful, staff was great, rooms were so clean, beds were very comfortable. It is in a convenient location. There is a bar and restaurant I did not try, but it seemed the locals approved. There was no distraction from the bar or restaurant. We were just a few doors down and had no noise issues from that. I highly recommend this hotel, and I am a bit of a snob. I was a little worried because of the price, but my sister and I are GEN-X er's, the real OG's, so I knew we could handle anything, lol. The rooms actually do look like the pictures!!"

Mermaid Life Main River Sleeps 8 kayaks for everyone. Gulf access for scalloping

10/10 Excellent

"Karen was wonderful,, she had to help us at 10:30 pm. This home is made for families or 3 couples easily The decor is awesome! The screened in PORCH is perfect for outdoorgatherings. Very clean and very modern. Then you have the concrete steps straight into the crystal clear water. A swing with a cover. I cant wait to book during the summer. We booked in October and was able to kayak up and down the stream. Just a great place."

Frequently asked questions

Are there vacation rentals in Pine Island?

Yes, we give you a choice of vacation rentals close to popular points of interest in Pine Island, or you can choose a more secluded option if you want a relaxing place to stay.

What's the top vacation rental that Pine Island has to offer?

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

How many vacation rentals will I find in Pine Island?

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

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 larger area.

What’s a vacation rental in Pine Island like?

Vacation rentals are private properties you can stay in for a few weeks or just a few days in Pine Island. Vacation rentals offer extras like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for a family trip or a small group gathering.

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Check prices for these dates

Our top choices for Pine Island vacation 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 vacation rentals that suit your style

Top Pine Island Hotel Reviews

Hampton Inn Spring Hill

Days Inn & Suites by Wyndham Port Richey

DIRECT WEEKI WACHEE RIVERFRONT!! KEY WEST PARADISE!

Rodeway Inn Homosassa

Holiday Inn Express & Suites Spring Hill by IHG

Fairfield Inn & Suites by Marriott Brooksville Suncoast Parkway

Mermaid Life Main River Sleeps 8 kayaks for everyone. Gulf access for scalloping

Frequently asked questions

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