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Pine Island Vacation Rentals

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Vacation Rentals in Pine Island

Coral Cottage | House in Pine Island
Fridge, microwave, oven, stovetop
Coral Cottage | House in Pine Island
6.8 out of 10, 3 reviews
"Family friendly informal large cottage within 5minute walk to beach. Local hangout, felt very safe."
Coral Cottage | House in Pine Island
WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA
Exterior
WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA
9.8 out of 10, Exceptional, 127 reviews
"the place was cozy, comfortable, and nicely decorated. the view was stunning. it shares a property line with the main beach which was nice to visit for the spectacular sunset. the added bonus was it came with kayaks and paddleboards with a launching area right in the backyard. the town with typical shopping and restaurants was only 15 mins away. we thoroughly enjoyed our stay off the beaten path."
WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA
"Like a Tree House" Overlooking the Water
Pool
"Like a Tree House" Overlooking the Water
10.0 out of 10, Exceptional, 171 reviews
"The home was fabulous and perfect for our little weekend getaway. Having the kayaks were great as we spent the day paddling up and down the canals and river. Saw a momma and Baby manatee to top off the day. Would stay here again"
"Like a Tree House" Overlooking the Water
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Little House on the River - on main river not canal,includes kayaks,paddle-board
Pool
Little House on the River - on main river not canal,includes kayaks,paddle-board
10.0 out of 10, Exceptional, 255 reviews
"Home is nicely remolded with comfortable beds and neat and clean inside and out. All you need is a toothbrush and a swim suit."
Little House on the River - on main river not canal,includes kayaks,paddle-board
FANTASTIC Waterfront Home: NEW DOCK, KAYAKS, FIRE PIT, HUGE YARD, GAMES & MORE
Pool
FANTASTIC Waterfront Home: NEW DOCK, KAYAKS, FIRE PIT, HUGE YARD, GAMES & MORE
10.0 out of 10, Exceptional, 33 reviews
"From the moment we walked in, we felt an incredible sense of comfort and homeliness. Nestled in a sweet little neighborhood right on the river, the location was absolutely perfect. Annabelle was incredibly responsive and accommodating, ensuring that our stay was seamless and enjoyable. The thoughtful touches throughout the house truly made a difference—coffee available, creamer in the fridge, a fresh bag of ice in the freezer, and many other small conveniences that were thoughtfully...
FANTASTIC Waterfront Home: NEW DOCK, KAYAKS, FIRE PIT, HUGE YARD, GAMES & MORE
NEW! Manatee Cove Main House Star5Vacations
Property grounds
NEW! Manatee Cove Main House Star5Vacations
10.0 out of 10, Exceptional, 1 review
"We have rented houses through VRBO all over the U.S.This was easily one of the best!For starters it is so equipped,the kitchen has everything you need if you plan on cooking,dishes pots pans even some spices condiments tea bags coffee even splenda!All furniture inside and out beautiful,modern clean and comfortable.Hoube is so perfect and beautiful!OK,now the river.Your directly on it with steps leading you right in.They have kayakes life preservers floats.I really cant say enough about this...
NEW! Manatee Cove Main House Star5Vacations
Weeki fun house
Terrace/patio
Weeki fun house
9.2 out of 10, Wonderful, 38 reviews
"We had an absolute blast on the river! We appreciated the kayaks and the cleanliness of the house. The hosts communication was great! We will definitely be back."
Weeki fun house
Our piece of paradise!
Property grounds
Our piece of paradise!
9.8 out of 10, Exceptional, 103 reviews
"Wanting to stay on the canal at Weeki Wachee being able to have access to kayaks, was great. But the actual access to getting to Weeki Wachee from the House is receiving. The house was amazing. Our dray was great! Thank you so much. Had a great time."
Our piece of paradise!
Waterfront Pool Home w/PingPong
A heated pool
Waterfront Pool Home w/PingPong
10.0 out of 10, Exceptional, 18 reviews
"Great property, owners very responsive. Clean and nice. Kitchen well stocked."
Waterfront Pool Home w/PingPong
Gulf-View Hudson Condo in Waterfront Resort!
Pool | A heated pool
Gulf-View Hudson Condo in Waterfront Resort!
10.0 out of 10, Exceptional, 55 reviews
"Great place to stay!"
Gulf-View Hudson Condo in Waterfront Resort!
1-1/2 acre Park like wooded setting. Clean 3/2 with plenty of parking.
Property grounds
1-1/2 acre Park like wooded setting. Clean 3/2 with plenty of parking.
10.0 out of 10, Exceptional, 106 reviews
"Enjoyed our stay very cozy and comforting place plenty of room."
1-1/2 acre Park like wooded setting. Clean 3/2 with plenty of parking.
The Creek! in Old Homosassa across the street from the Freezer
Property grounds
The Creek! in Old Homosassa across the street from the Freezer
10.0 out of 10, Exceptional, 39 reviews
"Very nice place! We would definitely stay here again ,loved the location. Took our little jonboat and it was perfect because it had the boat ramp. It really was the perfect place and the price was very reasonable."
The Creek! in Old Homosassa across the street from the Freezer
Waterfront Nature Coast Gem! Catch Dinner From Your Dock!
Fridge, microwave, oven, stovetop
Waterfront Nature Coast Gem! Catch Dinner From Your Dock!
9.6 out of 10, Exceptional, 14 reviews
"This place was wonderful! Clean little cabin. We stayed outside most of the time. The dock to the water is just steps away and we spent 80% of our time out there! Even with the low tide, there was plenty of water to fish. Ozello itself was amazing! The bugs weren’t horrible, but we live in old Florida so are used to them. I’d definitely stay here again!"
Waterfront Nature Coast Gem! Catch Dinner From Your Dock!
Home Near Weeki Wachee, King Bed, Huge Backyard
Fridge, microwave, oven, stovetop
Home Near Weeki Wachee, King Bed, Huge Backyard
10.0 out of 10, Exceptional, 10 reviews
"Well located and very clean. I appreciated the amenities and great communication with the property manager. Would definitely rent again."
The price is $525
$894 total
includes taxes & fees
Jul 14 - Jul 15
Home Near Weeki Wachee, King Bed, Huge Backyard
River Run Retreat on The Weeki Wachee River
Property grounds
River Run Retreat on The Weeki Wachee River
10.0 out of 10, Exceptional, 106 reviews
"This house sits on the best spot of the river. We will be back again next year!!!"
River Run Retreat on The Weeki Wachee River
Old Homosassa, remodeled Victorian, tropical paradise1,000' from Homosassa River
Property grounds
Old Homosassa, remodeled Victorian, tropical paradise1,000' from Homosassa River
7.6 out of 10, Good, 4 reviews
"Outstanding location, near waterfront, tourist venues such as boat rentals, and several eateries. House was very clean and fully equipped. Although entirely satisfactory, this is an old house and has some quirks, such as a toilet sticking out of a closet in one bedroom and a very spongy floor in some places. We were happy with the house."
Old Homosassa, remodeled Victorian, tropical paradise1,000' from Homosassa River
Direct Gulf Access Home w/ Floating Dock and Pool
Beach towels
Direct Gulf Access Home w/ Floating Dock and Pool
10.0 out of 10, Exceptional, 20 reviews
"We enjoyed our stay. Loved the pool and dock(we brought our boat), but the outside hot shower was amazing! Katy was very attentive and was available anytime I needed her. We hope to go back in the future. Thank you!"
Direct Gulf Access Home w/ Floating Dock and Pool
Beautiful Waterfront • Scenic & Relaxing • Manatees • Kayaker’s Paradise
Beach
Beautiful Waterfront • Scenic & Relaxing • Manatees • Kayaker’s Paradise
10.0 out of 10, Exceptional, 145 reviews
"This place was great, close to everything and still a 5 minute kayak from a beautiful river. The place looks better inside than outside, and was well furnished and clean. The coolest thing was the Blackstone grill. I do wish the creek in the back had a nice clean bottom, instead of the mucky murky one, but the water was clean at least. We never did see any manatees, because apparently the usually come up river in the winter time."
Beautiful Waterfront • Scenic & Relaxing • Manatees • Kayaker’s Paradise
#4 Cozy Retreat Boat Parking Dog Friendly
Property grounds
#4 Cozy Retreat Boat Parking Dog Friendly
10.0 out of 10, Exceptional, 14 reviews
"I would recommend the property. Very clean, nicely appointed and very well hosted"
The price is $155
$295 total
includes taxes & fees
Jun 19 - Jun 20
#4 Cozy Retreat Boat Parking Dog Friendly
Waterfront Old Florida Charm with Modern Amenities
Smart TV, DVD player, books
Waterfront Old Florida Charm with Modern Amenities
10.0 out of 10, Exceptional, 27 reviews
"From age 5 to age 68, we all had fun! Kayaking, manatees, fishing, and a large open homey place offered the perfect grt-together place. Convenient to stores and restaurants, it was a lovely place and area."
Waterfront Old Florida Charm with Modern Amenities
Don't see what you're looking for?
See all available properties in Pine Island
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.

Pine Island Vacation Rental Travel Info

Number of vacation rentals
20
Popular accommodation
Pine Island private vacation homes
Known landmarks
Weeki Wachee Springs State Park, Pine Island Beach Park and Weeki Wachee Springs
International airport
Tampa, FL (TPA-Tampa Intl.)

Other types of properties in Pine Island you may be interested in

WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA
Exterior
WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA
9.8 out of 10, Exceptional, 127 reviews
"the place was cozy, comfortable, and nicely decorated. the view was stunning. it shares a property line with the main beach which was nice to visit for the spectacular sunset. the added bonus was it came with kayaks and paddleboards with a launching area right in the backyard. the town with typical shopping and restaurants was only 15 mins away. we thoroughly enjoyed our stay off the beaten path."
WELCOME TO A PARADISE GETAWAY IN WEEKI WACHEE FLORIDA
La Vista Inn
Outdoor pool
La Vista Inn
2.0 star property
4.8 out of 10, 628 reviews
"The staff here is excellent I had an issue with my curtain and it was fixed right away they're always there 24 hours. My room is clean and very comfortable and quiet we are enjoying our stay"
The price is $58
$66 total
includes taxes & fees
Jun 26 - Jun 27
La Vista Inn
NEW! Manatee Cove Main House Star5Vacations
Property grounds
NEW! Manatee Cove Main House Star5Vacations
10.0 out of 10, Exceptional, 1 review
"We have rented houses through VRBO all over the U.S.This was easily one of the best!For starters it is so equipped,the kitchen has everything you need if you plan on cooking,dishes pots pans even some spices condiments tea bags coffee even splenda!All furniture inside and out beautiful,modern clean and comfortable.Hoube is so perfect and beautiful!OK,now the river.Your directly on it with steps leading you right in.They have kayakes life preservers floats.I really cant say enough about this...
NEW! Manatee Cove Main House Star5Vacations
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.

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 $155 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?

Little House on the River - on main river not canal,includes kayaks,paddle-board: This vacation home rental outside of Pine Island is located on a river and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven, and a microwave.

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.

Recent reviews of Pine Island properties
Expedia verified reviews

Holiday Inn Express Hotel & Suites Port Richey, an IHG Hotel

Holiday Inn Express Hotel & Suites Port Richey, an IHG Hotel

5/5 Excellent
Nice hotel
"The staff was very friendly. Room was clean and comfortable "
A verified traveler stayed at Holiday Inn Express Hotel & Suites Port Richey, an IHG Hotel
Posted 2 days ago
Holiday Inn Express Hotel & Suites Port Richey, an IHG Hotel