A residential area with houses, a lake, and a small island.

Lakewood Ranch Vacation Rentals

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Our top choices for Lakewood Ranch vacation rentals

Unlimited Golf with membership transfer- Lakewood National

Unlimited Golf with membership transfer- Lakewood National
Bradenton
10.0 out of 10, Exceptional, (23 reviews)
"Zoe was a great host and quick to answer any questions."
United States
John K.
Unlimited Golf with membership transfer- Lakewood National

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (287 reviews)
"Great place to stay!!!"
United States
Tara
The price is CA $153
CA $173 total
includes taxes & fees
Jun 24 - Jun 25
Kon Tiki Inn

The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (71 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is CA $140
CA $302 total
includes taxes & fees
Jun 26 - Jun 27
The "Grouper"

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (69 reviews)
"Excellent location , minute walk to local bars and supermarket. Right across from beautiful siesta key beach."
United States
Alessandra
The price is CA $205
CA $563 total
includes taxes & fees
Jun 22 - Jun 23
Siesta Key Island Rentals

[escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway
Siesta Key
9.8 out of 10, Exceptional, (31 reviews)
"Very clean and great location! Beds very comfortable and owner very responsive and accommodating! Highly recommend staying here!"
United States
Tim T.
The price is CA $128
CA $438 total
includes taxes & fees
Jun 22 - Jun 23
[escape to paradise] siesta key beach getaway

The Hideaways at Point Pleasant (Pine Side)

The Hideaways at Point Pleasant (Pine Side)
Bradenton
9.8 out of 10, Exceptional, (177 reviews)
"Great location. Super quiet! "
United States
John R.
The price is CA $169
CA $447 total
includes taxes & fees
Jul 5 - Jul 6
The Hideaways at Point Pleasant (Pine Side)

Lovely Lakeview Condo · Two Pools · Near IMG · Anna Maria Island · Restaurants

Lovely Lakeview Condo · Two Pools · Near IMG · Anna Maria Island · Restaurants
Bradenton
10.0 out of 10, Exceptional, (130 reviews)
"It was a perfect location, looked exactly like the pictures and the host did everything to make our stay great!"
United States
Martha B.
The price is CA $150
CA $434 total
includes taxes & fees
Jun 21 - Jun 22
Lovely Lakeview Condo · Two Pools · Near IMG · Anna Maria Island · Restaurants

Cozy Corner Condo · Two Pools & Hot Tubs · IMG · Anna Maria Island · Restaurants

Cozy Corner Condo · Two Pools & Hot Tubs · IMG · Anna Maria Island · Restaurants
Bradenton
9.8 out of 10, Exceptional, (159 reviews)
"Very clean condo , we enjoyed closeness of the beaches."
United States
Joanna M.
The price is CA $152
CA $435 total
includes taxes & fees
Jun 21 - Jun 22
Cozy Corner Condo · Two Pools & Hot Tubs · IMG · Anna Maria Island · Restaurants

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,265 reviews)
"Very clean rooms, excellent location and a very nice staff"
United States
Yanseli
The price is CA $233
CA $288 total
includes taxes & fees
Jul 6 - Jul 7
Captiva Beach Resort

LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access

LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
Sunny Shores
9.6 out of 10, Exceptional, (41 reviews)
"The property exceptionally clean."
United States
David R.
The price is CA $177
CA $758 total
includes taxes & fees
Jun 21 - Jun 22
LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access

Paradise Retreat with HEATED POOL-- Need We Say More

Paradise Retreat with HEATED POOL-- Need We Say More
South Bradenton
10.0 out of 10, Exceptional, (190 reviews)
"Maggie ,the hostess, was great. Responsive and very accommodating for our needs. "
United States
David S.
The price is CA $214
CA $543 total
includes taxes & fees
Jul 2 - Jul 3
Paradise Retreat with HEATED POOL-- Need We Say More

Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (370 reviews)
"Loved the tiny house will stay there again!"
United States
Nydia
The price is CA $121
CA $309 total
includes taxes & fees
Jun 24 - Jun 25
Tiny House Siesta

Lakeview Corner Condo · Two Pools · Near IMG · Anna Maria Island · Restaurants

Lakeview Corner Condo · Two Pools · Near IMG · Anna Maria Island · Restaurants
Bradenton
9.8 out of 10, Exceptional, (121 reviews)
"We loved the property, large pool & access to activities. "
United States
Mary Beth M.
The price is CA $156
CA $441 total
includes taxes & fees
Jun 21 - Jun 22
Lakeview Corner Condo · Two Pools · Near IMG · Anna Maria Island · Restaurants

Paradise Cove -- A perfect Beach Getaway

Paradise Cove -- A perfect Beach Getaway
Bradenton
10.0 out of 10, Exceptional, (148 reviews)
"Great property, wonderful and responsive host"
United States
Erik H.
The price is CA $278
CA $658 total
includes taxes & fees
Jun 21 - Jun 22
Paradise Cove -- A perfect Beach Getaway

Siesta Key Village-Suite #1: A block to the Beach!

Siesta Key Village-Suite #1: A block to the Beach!
Siesta Key Village
9.8 out of 10, Exceptional, (47 reviews)
"The apartment is clean and comfortable! Location is amazing! The beach, restaurants, and bars are all very close. The beach is great and easily accessible. 100% would stay here again! "
United States
Alex
The price is CA $232
CA $577 total
includes taxes & fees
Jun 25 - Jun 26
Siesta Key Village-Suite #1: A block to the Beach!

"Stingray" 3 miles to Anna Marie

"Stingray" 3 miles to Anna Marie
Bradenton
9.6 out of 10, Exceptional, (35 reviews)
"Property was great and location was ideal for our weekend getaway"
United States
Agnieszka
The price is CA $269
CA $521 total
includes taxes & fees
Jun 25 - Jun 26
"Stingray" 3 miles to Anna Marie

Cozy 1-bedroom condo with AC in Bradenton Beach

Cozy 1-bedroom condo with AC in Bradenton Beach
Bradenton Beach
9.4 out of 10, Exceptional, (26 reviews)
"Enjoyed the proximity to beach access, free trolley, and restaurants. "
United States
DanRoxy R.
The price is CA $204
CA $449 total
includes taxes & fees
Jun 22 - Jun 23
Cozy 1-bedroom condo with AC in Bradenton Beach

Cedar Run Resort - Roam Hospitality

Cedar Run Resort - Roam Hospitality
3.5 star property
South Bradenton
8.6 out of 10, Excellent, (4 reviews)
"I was extremely disappointed with this property. There was mold visible on the outside of the door, and the inside floors were absolutely filthy and appeared not to have been properly cleaned. The bathtub had pubic hair in it, and the shower was also dirty and unsanitary. I called to report the issues and requested to be moved to a different property. The representative who answered said she would call me back, but I didn't receive a return call until six hours later. By that time, I had no...
United States
Suzette
The price is CA $215
CA $908 total
includes taxes & fees
Jun 24 - Jun 25
Cedar Run Resort - Roam Hospitality

Casa Azul 3bedroom

Casa Azul 3bedroom
Bayou Oaks
9.6 out of 10, Exceptional, (78 reviews)
"Wonderful stay! Would definitely book again if in the Sarasota area."
United States
Jessica
The price is CA $156
CA $315 total
includes taxes & fees
Jun 27 - Jun 28
Casa Azul 3bedroom

Haley's at The Anna Maria Island Inn

Haley's at The Anna Maria Island Inn
3.0 star property
Holmes Beach
8.6 out of 10, Excellent, (457 reviews)
"The property served it's purpose of comfort for relaxation. We enjoyed it thoroughly and will make this an annual trip."
United States
Sydney
The price is CA $259
CA $328 total
includes taxes & fees
Jun 28 - Jun 29
Haley's at The Anna Maria Island Inn
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 Lakewood Ranch Hotel Reviews

Find out more about Lakewood Ranch

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Lakewood Ranch. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find vacation rentals in Lakewood Ranch?

Yes, we have vacation rentals in Lakewood Ranch close to Fish Hole Miniature Golf Lakewood Ranch, or you can choose a secluded option if you'd like a relaxing place to stay. Discover why Lakewood Ranch is known for its shops and beaches. Make sure you have time to check out the bars and sporting events during your trip.

What are some of the best vacation rentals that Lakewood Ranch has to offer?

Siesta Key Island Rentals: This vacation home rental near Lakewood Ranch comes with free WiFi so you can feel at home during your trip. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals will I find in Lakewood Ranch?

Choose from 5 Expedia vacation rentals in Lakewood Ranch for a memorable vacation.

What can I see and do in Lakewood Ranch?

While exploring the area, visit family-friendly sights like Fish Hole Miniature Golf Lakewood Ranch, or get outside and enjoy nature at Siesta Key Beach. You’ll find favorite places to visit like St. Armands Circle and Lido Beach in the larger area.

What are vacation rentals like in Lakewood Ranch?

Vacation rentals are privately owned properties you can reserve for several days or longer in Lakewood Ranch. Vacation rentals offer extras such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a small group gathering.