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Pine Island Vacation Rentals

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Vacation Rentals in Pine Island

Our top choices for Pine Island vacation rentals

WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA

9.8 out of 10, Exceptional, (137)
"Great, peaceful stay!! You could not ask for a better location!! "
$448 nightly
The price is $494
Sep 8 - Sep 9
Total with taxes and fees
WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA

DIRECT WEEKI WACHEE RIVERFRONT!! KEY WEST PARADISE!

10.0 out of 10, Exceptional, (219)
"We loved our stay . The home was so nice, clean and organized! Loved being on the water and walking to the nearby restaurant and having the Beach area so close! One of our favorite vaca’s! Amazing hosts! "
DIRECT WEEKI WACHEE RIVERFRONT!! KEY WEST PARADISE!

Little House on the River - on main river not canal,includes kayaks,paddle-board

10.0 out of 10, Exceptional, (298)
"Beautiful place! Clean and very accommodating…Everything was just perfect! "
Little House on the River - on main river not canal,includes kayaks,paddle-board

Waterfront Retreat with Community Private Dock – Pet-Friendly!

9.6 out of 10, Exceptional, (29)
"So very happy with our stay. The most comfortable beds ever. Great location and great amenities and stocked home. Communication with Ricardo was fast and courteous."
Waterfront Retreat with Community Private Dock – Pet-Friendly!

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

10.0 out of 10, Exceptional, (303)
"Great location and lots of activities for adults & children."
Main River Mermaid Sleeps 8 kayaks for everyone. Gulf access for scalloping

Cozy home, beautiful views & swimming in a spring fed river among a wooded yard

9.8 out of 10, Exceptional, (8)
"This is a jewel of a place. Highly recommended little hideaway."
$327 nightly
The price is $360
Sep 4 - Sep 5
Total with taxes and fees
Cozy home, beautiful views & swimming in a spring fed river among a wooded yard

River Run Retreat Weeki Wachee

10.0 out of 10, Exceptional, (148)
"Had a great time at such a beautiful home. We saw so much wildlife from manatees, deer, and even wild turkeys!"
River Run Retreat Weeki Wachee

1-bedroom cottage and private boat dock on deepwater canal close to the springs

10.0 out of 10, Exceptional, (114)
"Peaceful, relaxing, nice neighborhood, interesting wildlife"
1-bedroom cottage and private boat dock on deepwater canal close to the springs

Relax and Play! Gulf FRONT, Private Pool, On-Site Pontoon Boat Rental

9.4 out of 10, Exceptional, (43)
"Our family absolutely loved our stay at this Hernando Beach home. We took full advantage of everything this home had to offer. We truly hope to return to this home another time. "
Relax and Play! Gulf FRONT, Private Pool, On-Site Pontoon Boat Rental

Charming 2-bedroom bungalow in fabulous Homosassa with AC, WiFi

9.8 out of 10, Exceptional, (6)
"This was a very “Old Florida” home. We loved the character of the home and surrounding area. One bedroom had a ceiling fan, as did the kitchen but the other bedroom and living area did not. That’s something that’s almost a “must have” in Florida in the summer, especially. Even if there were a floor fan or something to have at night to plug in, that would have made it more comfortable. Communication with the host, cleanliness and hospitality were all top-notch! We will consider staying here again...
$240 nightly
The price is $263
Sep 5 - Sep 6
Total with taxes and fees
Charming 2-bedroom bungalow in fabulous Homosassa with AC, WiFi

Manatee Cove Apartment Star5Vacations

10.0 out of 10, Exceptional, (83)
"Being right on the main river was amazing! The screened in front porch was perfect for morning coffees."
Manatee Cove Apartment Star5Vacations

A PIECE OF PARADISE - MANATEE PLAYGROUND

9.6 out of 10, Exceptional, (143)
"We had a wonderful time staying here and plan to return again. The hosts were great and I would highly recommend for a family. "
A PIECE OF PARADISE - MANATEE PLAYGROUND

DIRECT WEEKI WACHEE RIVER FRONT! NEW CUSTOMHOME! WELCOME TO RIVER MARGARITAVILLE

10.0 out of 10, Exceptional, (26)
"We thoroughly enjoyed our stay! The home was perfect for our group. It has everything you could want or need for a river getaway! Highly recommended!!!"
DIRECT WEEKI WACHEE RIVER FRONT! NEW CUSTOMHOME! WELCOME TO RIVER MARGARITAVILLE

🛥️🛥️Boat House in Weeki Wachee-10 minute easy paddle to main river

10.0 out of 10, Exceptional, (90)
"Great location, comfortable beds, stocked with sufficient supplies! Location was great. Will definitely plan to visit again! "
🛥️🛥️Boat House in Weeki Wachee-10 minute easy paddle to main river

Luxury Home on The Weeki Wachee River!

9.8 out of 10, Exceptional, (70)
"Wonderful location, large home to host group travel. Launch Kayaks and SUPs directly from the dock!"
Luxury Home on The Weeki Wachee River!

Best River Home-Bear Trail Retreat- 10 Kayaks, LG yard, Gazebo, Firepit & kayaks

9.4 out of 10, Exceptional, (13)
"This property was perfect for a friends get away! The multi level living spaces was great for when some wanted quiet time. The outdoor area was spectacular ! So many seating options. Not that it was a negative, but the only thing missing was a hammock for the nice cool mornings. Host was great with communication also. Will definitely will book again."
Best River Home-Bear Trail Retreat- 10 Kayaks, LG yard, Gazebo, Firepit & kayaks

Available for Aug. & Sept. for scalloping 200yd paddle to the Weeki Wachee River

10.0 out of 10, Exceptional, (46)
"Great home! Really enjoyed the river."
Available for Aug. & Sept. for scalloping 200yd paddle to the Weeki Wachee River

WATERFRONT COTTAGE w/ACCESS TO WEEKI WACHEE RIVER & GULF FRESHLY REMODELED!

9.8 out of 10, Exceptional, (198)
"This was a PERFECT place to stay for us. The place was SUPER clean. REALLY comfortable and close acess to ALL things fun in the area!Adored the place and will most definitely be back! The little game room was fun, bit my favorite part was coffee on the back dock with a most froendly turtle!"
WATERFRONT COTTAGE w/ACCESS TO WEEKI WACHEE RIVER & GULF FRESHLY REMODELED!

Tiki Tropical Retreat - directly on the clear Weeki Wachee River (not a canal)

9.8 out of 10, Exceptional, (37)
"Such a perfect location to the springs. Had an awesome time a this cute little house. Even saw 5Manatee swimming by dock in backyard. Perfect house for two 8 year olds. Thank you so much for everything. Had a great time. "
Tiki Tropical Retreat - directly on the clear Weeki Wachee River (not a canal)

Mason Creek Lodge - Waterfront Pool Home - Fishing - Scalloping

9.8 out of 10, Exceptional, (69)
"Incredible stay at the Mason Creek Lodge, we look forward to returning annually!"
Mason Creek Lodge - Waterfront Pool Home - Fishing - Scalloping
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pine Island Hotel Reviews

Find out more about Pine Island

Find out more about Pine Island

Everything you need to know about Pine Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pine Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pine Island vacation 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 low season months. For more hustle and bustle, you may prefer to visit Pine Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $263 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pine Island rentals

At Expedia, we put the best Pine Island vacation 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 vacation.

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 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?

DIRECT WEEKI WACHEE RIVERFRONT!! KEY WEST PARADISE!: This vacation home rental outside of Pine Island is located on a river and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

How many vacation rentals will I find in Pine Island?

Choose from 7 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.