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

Lakewood Ranch Holiday Rentals

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Our top choices for Lakewood Ranch holiday 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.
The price is NZ$1,044
includes taxes & fees
28 June - 29 June
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, (288 reviews)
"Great place to stay!!!"
United States
Tara
The price is NZ$216
includes taxes & fees
29 June - 30 June
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 NZ$368
includes taxes & fees
15 July - 16 July
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 NZ$617
includes taxes & fees
24 June - 25 June
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)
The price is NZ$501
includes taxes & fees
23 June - 24 June
[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)
"We had a wonderful two day stay and we would select it again when we go to Bradenton. The sounding neighbor is quiet and attractive. The unit was very clean - great kitchen, living room, bedroom and bathroom. "
United States
Edward M.
The price is NZ$540
includes taxes & fees
23 June - 24 June
The Hideaways at Point Pleasant (Pine Side)

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

Lavish 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 NZ$533
includes taxes & fees
23 June - 24 June
Lavish 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.
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, (1,266 reviews)
"Very clean rooms, excellent location and a very nice staff"
United States
Yanseli
The price is NZ$354
includes taxes & fees
6 July - 7 July
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 NZ$907
includes taxes & fees
30 June - 1 July
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 NZ$723
includes taxes & fees
5 July - 6 July
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 NZ$380
includes taxes & fees
24 June - 25 June
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 NZ$541
includes taxes & fees
30 June - 1 July
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 NZ$803
includes taxes & fees
23 June - 24 June
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 NZ$706
includes taxes & fees
30 June - 1 July
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 NZ$625
includes taxes & fees
25 June - 26 June
"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 NZ$550
includes taxes & fees
23 June - 24 June
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 NZ$1,102
includes taxes & fees
23 June - 24 June
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
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 NZ$449
includes taxes & fees
23 June - 24 June
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 holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Lakewood Ranch holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Lakewood Ranch. 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 Lakewood Ranch. 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 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 holiday 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 Lakewood Ranch short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find holiday rentals in Lakewood Ranch?

Yes, there are holiday rentals in Lakewood Ranch close to Fish Hole Miniature Golf Lakewood Ranch, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Lakewood Ranch has to offer?

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

How many holiday rentals will I find in Lakewood Ranch?

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

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 favourite places to visit such as St. Armands Circle and Lido Beach in the wider area.

What are holiday rentals like in Lakewood Ranch?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Lakewood Ranch. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family trip or a small group gathering.