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Compare 53 Condo Rentals in Timber Pines with updated reviews, rates, and availability.

Cozy Condo w/ Gulf View, Bird Watching + Telescope

9.6 out of 10, Exceptional, (37)
"Would've had 5 stars but we had several bumps upon arrival with housekeeping. However, photos were sent and good communication with owner should have all rectified for the next guests!Excellent sunsets, you will not be disappointed. Very nice pool!Quiet, secure location. We appreciate staying in this area when visiting family."
Cozy Condo w/ Gulf View, Bird Watching + Telescope

Beautiful 4th floor Gulf View Condo

9.6 out of 10, Exceptional, (92)
"I find it's sometimes difficult to choose a place while visiting another state/city but this was a great choice to stay. Owner was responsive and I feel she really want renters to feel comfortable. The full time owners were nice also, always saying hi or a quick wave. I will definitely choose this condo again. "
Beautiful 4th floor Gulf View Condo

Oceanfront Condo with Breathtaking Beach & Gulf Views. January 2026 available!

9.8 out of 10, Exceptional, (101)
"Perfect spot for a relaxing week - condo clean and comfortable, gated complex had great pool area, was conveniently located for groceries, excellent non-chain restaurants with lots of fresh seafood choices and a great ice cream shop! Hosts responsive to questions but thorough information sent ahead of time."
Oceanfront Condo with Breathtaking Beach & Gulf Views. January 2026 available!

2/2, waterfront, Hudson, private beach! #806

9.4 out of 10, Exceptional, (17)
"I would have rated this condo 8 stars if I could have. It was spotless and had so many little details. They had quality furnishings, the bed was wonderful. I would buy the place if I could!"
2/2, waterfront, Hudson, private beach! #806

Beautiful beaches, Orlando, Tampa airport, very close beaches galore

9.2 out of 10, Wonderful, (9)
"Awesome location. Lots of room. Pool was very nice."
Beautiful beaches, Orlando, Tampa airport, very close beaches galore

Serene 1 Bed/1 Bath Condo on Gulf Coast with Resort-Style Amenities

9.8 out of 10, Exceptional, (12)
"Quiet and relaxing, well stocked Conda. Not a party area, which we appreciated. I look forward to returning here again."
Serene 1 Bed/1 Bath Condo on Gulf Coast with Resort-Style Amenities

Waterfront Resort Condo w/ Private Beach & Pool

9.2 out of 10, Wonderful, (47)
"We had a wonderful time, it was a beautiful place"
Waterfront Resort Condo w/ Private Beach & Pool

Tropical Hudson Retreat w/ Pool & Tennis Courts!

9.0 out of 10, Wonderful, (7)
"Overall the property and the condo were very nice with excellent ocean front views and nice amenities. We had one major problem which was the pool was closed for our ENTIRE stay which was very disappointing as it was a major factor in selecting this property. As we were aware of the hurricanes that affected this area, I did check in advance of our stay to confirm that everything was operational and was told that there were no issues. We were not made aware of the pool issue until we arrived....
Tropical Hudson Retreat w/ Pool & Tennis Courts!

Stunning 3/2, Waterfront, sleeps up to 7,#211

10.0 out of 10, Exceptional, (1)
"These condos are fantastic. Easy in and out. This particular condo was very clean. Had a fantastic view of the gulf. I would absolutely stay there again."
Stunning 3/2, Waterfront, sleeps up to 7,#211

Paradise Island

10.0 out of 10, Exceptional, (14)
"Clean and quiet"
Paradise Island

Relaxing Hudson Condo Steps from the Pool!

10.0 out of 10, Exceptional, (5)
"We had an awesome time at Gulf Island. Beautiful view, cleanliness, convenient parking and such friendly people at the security gate. If I had to provide any negatives it would be that there weren't enough coffee mugs! I know this is unimportant but it seemed like we were constantly washing cups. Our agent Kim was excellent! Hope to stay here again."
Relaxing Hudson Condo Steps from the Pool!

LUXURY WEST FACING CONDO - STUNNING VIEWS AND BOAT DOCK!!!

9.8 out of 10, Exceptional, (69)
"The elevator and the nature walk need repairs"
LUXURY WEST FACING CONDO - STUNNING VIEWS AND BOAT DOCK!!!

Waterfront Condo: Resort Pool, Tennis & Beach

8.8 out of 10, Excellent, (28)
"Beautiful place "
Waterfront Condo: Resort Pool, Tennis & Beach

Gulf Coast Escape w/ Balcony & Resort Amenities!

8.0 out of 10, Very Good, (8)
"This is my second time staying at this location. Comfortable, quiet and the view is amazing from the balcony. The property is very clean and well kept, and close to restaurants, beaches and shopping. Would stay again. "
Gulf Coast Escape w/ Balcony & Resort Amenities!

Waterfront Hudson Condo w/ Pool & Beach Access

9.0 out of 10, Wonderful, (2)
"The views are gorgeous and restaurants/shopping is just a short drive away."
Waterfront Hudson Condo w/ Pool & Beach Access

Gulf view condo with resort amenities<br>Gulf Island Beach and Tennis Club

9.6 out of 10, Exceptional, (32)
"We really loved our time at Gulf Island beach and Tennis club. Owner was great at communicating with us. Facilities were great. We loved playing Pickleball, hanging out by the pool and playing games in the clubhouse. Only a bike ride to ice cream. We were sad it is already booked for next year, but found another unit. Hopefully the owner will be just as nice. "
Gulf view condo with resort amenities<br>Gulf Island Beach and Tennis Club

Safe, family area close to amenities restaurants, grocerystore etc

10.0 out of 10, Exceptional, (22)
"We had a very nice stay. We had all we needed. Condo was well stocked. "
Safe, family area close to amenities restaurants, grocerystore etc

Hudson Resort Condo w/ Private Beach Access!

9.2 out of 10, Wonderful, (36)
"This was a very nice place to stay. The neighbors were friendly and welcoming. The property manager was very responsive and helpful."
Hudson Resort Condo w/ Private Beach Access!

1/1, waterfront, Hudson, private beach! #410

9.2 out of 10, Wonderful, (29)
"Every thing was fine, we enjoyed our stay."
1/1, waterfront, Hudson, private beach! #410

Gulf-View Hudson Condo in Waterfront Resort!

9.8 out of 10, Exceptional, (61)
"This property was in an amazing location with gorgeous sunset views. The facilities, like the workout room, were good. The condo was very comfortable. "
Gulf-View Hudson Condo in Waterfront Resort!
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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Other property types in Timber Pines

DIRECT WEEKI WACHEE RIVERFRONT!! KEY WEST PARADISE!

10.0 out of 10, Exceptional, (193)
"My family absolutely loved staying here! Tons of stuff to do on the river and the house is beautiful. We stay at a lot of VRBOs and this was the first time I felt at home. We will definitely be coming back!"
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, (278)
"This place is nothing short of amazing!"
Little House on the River - on main river not canal,includes kayaks,paddle-board

Weeki fun house

9.4 out of 10, Exceptional, (44)
"My husband and I stayed here with our 2 teenage kids and we had the best time! We used the kayaks each day and saw tons of manatees, we even had a mother and baby dolphins follow a boat through our canal one morning! Great location and house had all the basics!"
Weeki fun house
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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