Lakewood Ranch Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Lakewood Ranch vacation rentals

A dining area with a table, chairs, a sofa, and a lamp.

1. Marvelous 2-bedroom townhome with AC in Bradenton

Marvelous 2-bedroom townhome with AC in Bradenton
Bradenton
10.0 out of 10, Exceptional, (1 review)
"Enjoyed our stay! Townhouse community appeared new, townhouse was clean, comfortable & seasonal decorations were a nice touch! Will rent again in the future! Host communication was excellent. Grocery store was in walking distance. Other stores within 10 miles."
United States
Dawn S.
$122 nightly
The price is $136
Nov 8 - Nov 9
Total with taxes and fees
Marvelous 2-bedroom townhome with AC in Bradenton
A wooden-paneled room with a round table and four chairs, a flat-screen TV mounted on the wall, and a refrigerator in the background.

2. Sun Outdoors Sarasota

Sun Outdoors Sarasota
2.5 star property
Fordville
$445 nightly
The price is $503
Nov 10 - Nov 11
Total with taxes and fees
Sun Outdoors Sarasota
A modern kitchen with a central island, bar stools, a window, and a dark cabinet.

3. Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.

Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.
The Meadows
10.0 out of 10, Exceptional, (29 reviews)
"The perfect place and the best rental I’ve stayed in!! All the descriptions are perfect. If you’re looking for a private getaway that’s close and cozy, this is it."
United States
Emma
$215 nightly
The price is $241
Nov 9 - Nov 10
Total with taxes and fees
Secluded Cottage with Hot Tub, Walking Distance to Benderson and UTC.
A pool area with a waterfall feature, lounge chairs, and palm trees.

4. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (6,042 reviews)
"Great resort and location!"
United States
Christine
$179 nightly
The price is $203
Nov 29 - Nov 30
Total with taxes and fees
Tropical Beach Resorts
A bedroom with a view of a swimming pool and outdoor seating.

5. SeaSpray Resort

SeaSpray Resort
4.0 star property
Siesta Key
9.6 out of 10, Exceptional, (206 reviews)
"The room was clean and the staff were very kind."
United States
Geraldine
$206 nightly
The price is $233
Nov 9 - Nov 10
Total with taxes and fees
SeaSpray Resort
An outdoor patio with a grill, white chairs, and a red umbrella.

6. Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.8 out of 10, Excellent, (2,479 reviews)
"This place was perfect!"
United States
Kat
$152 nightly
The price is $172
Nov 24 - Nov 25
Total with taxes and fees
Hibiscus Suites - Gateway to Siesta Key
A compact living space with a sofa, a television, a ceiling fan, and a door.

7. Tiny House Siesta

Tiny House Siesta
2.0 star property
Sarasota
8.4 out of 10, Very good, (391 reviews)
"It's a very cute tiny house in a great location. Walking distance to Siesta Keys beach and numerous restaurants. I loved the decor in the sea turtle house. I would definitely stay here again next time I'm in Florida."
United States
Staci
$176 nightly
The price is $199
Nov 22 - Nov 23
Total with taxes and fees
Tiny House Siesta
A vase with dried plants on a wooden table, a decorative metal piece on the wall, and a small green bottle beside the vase.

8. Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.

Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Southgate
10.0 out of 10, Exceptional, (84 reviews)
"The place was super cute, clean, quiet, cozy, and in a great location. The host was very communicative and sweet. Definitely a great stay, 10/10 recommend!"
United States
Sierra B.
$236 nightly
The price is $265
Nov 8 - Nov 9
Total with taxes and fees
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
A modern kitchen with a central island, stainless steel appliances, and a large window providing natural light.

9. Cozy Private Cottage, Minutes to Anna Maria Island

Cozy Private Cottage, Minutes to Anna Maria Island
Bradenton
9.8 out of 10, Exceptional, (14 reviews)
"Clean and nice place"
United States
Ismael
$212 nightly
The price is $238
Nov 10 - Nov 11
Total with taxes and fees
Cozy Private Cottage, Minutes to Anna Maria Island
clubhouse

10. Sleek Remodeled 2BR/2BA Condo with Designer Master Suite & Open Layout

Sleek Remodeled 2BR/2BA Condo with Designer Master Suite & Open Layout
Bradenton
10.0 out of 10, Exceptional, (13 reviews)
"Just as advertised with good location and service!"
United States
TOM
$237 nightly
The price is $266
Nov 29 - Nov 30
Total with taxes and fees
Sleek Remodeled 2BR/2BA Condo with Designer Master Suite & Open Layout
A house with a porch, number 203, and a ceiling fan.

11. The Hideaways at Point Pleasant (Pine Side)

The Hideaways at Point Pleasant (Pine Side)
Bradenton
9.8 out of 10, Exceptional, (182 reviews)
"Great location and wonderful place to stay."
United States
Theresa H.
$269 nightly
The price is $276
Nov 22 - Nov 23
Total with taxes and fees
The Hideaways at Point Pleasant (Pine Side)
A modern building with a white exterior, a brick gable, and a palm tree in the foreground.

12. Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.5 star property
Bradenton Beach
9.2 out of 10, Wonderful, (487 reviews)
"Location was perfect"
United States
Amylynn
$141 nightly
The price is $159
Dec 8 - Dec 9
Total with taxes and fees
Pelican Post at Anna Maria Island Inn
A golf course with multiple water hazards, surrounded by buildings and a beach.

13. Beautiful Resort Condo with Heated Pools & Hot Tubs Near Anna Maria Island & IMG

Beautiful Resort Condo with Heated Pools & Hot Tubs Near Anna Maria Island & IMG
Bradenton
9.8 out of 10, Exceptional, (163 reviews)
"Perfect location and comfortable property. Closely located to IMG, grocery store and fitness center. Great location for walking and jogging. Pools and hot tubs are wonderful."
United States
Sharele T.
$263 nightly
The price is $295
Nov 14 - Nov 15
Total with taxes and fees
Beautiful Resort Condo with Heated Pools & Hot Tubs Near Anna Maria Island & IMG
A golf course with multiple water hazards, surrounded by buildings and a beach.

14. Spacious Lakeview Condo with Pools & Hot Tubs Near Anna Maria Island & IMG

Spacious Lakeview Condo with Pools & Hot Tubs Near Anna Maria Island & IMG
Bradenton
9.8 out of 10, Exceptional, (128 reviews)
"Overall great stay!"
United States
Jane H.
$256 nightly
The price is $286
Nov 8 - Nov 9
Total with taxes and fees
Spacious Lakeview Condo with Pools & Hot Tubs Near Anna Maria Island & IMG
A dining area with a white table set for two, featuring blue tableware and clear glassware.

15. Modern Coastal Charm • Near AMI Beach-IMG Academy

Modern Coastal Charm • Near AMI Beach-IMG Academy
Bradenton
10.0 out of 10, Exceptional, (41 reviews)
"Everything was Perfect! Highly recommend, will Defiantly stay again "
United States
Melanie L.
$256 nightly
The price is $288
Nov 12 - Nov 13
Total with taxes and fees
Modern Coastal Charm • Near AMI Beach-IMG Academy
An outdoor dining area with clear plastic chairs and tables, surrounded by greenery and a building in the background.

16. Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1,332 reviews)
"We liked the clean room, friendly staff, close to the beach and outdoor amenities."
United States
Andriy
$188 nightly
The price is $210
Nov 17 - Nov 18
Total with taxes and fees
Captiva Beach Resort
A golf course with multiple water hazards, surrounded by buildings and a beach.

17. Bright Lakeview Condo with Heated Pools & Hot Tubs Near Anna Maria Island & IMG

Bright Lakeview Condo with Heated Pools & Hot Tubs Near Anna Maria Island & IMG
Bradenton
10.0 out of 10, Exceptional, (132 reviews)
"My family and I loved our stay at this condo. It was in a perfect location. There was plenty of parking and the amenities were excellent. The condo was very spacious and comfortable. Everything was very clean and we had everything we needed for our stay."
United States
Natalia C.
$269 nightly
The price is $300
Nov 9 - Nov 10
Total with taxes and fees
Bright Lakeview Condo with Heated Pools & Hot Tubs Near Anna Maria Island & IMG
A dining area with a round table, chairs, and a ceiling fan.

18. 1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!

1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
River District
10.0 out of 10, Exceptional, (84 reviews)
"Lovely cottage!"
United States
Steve M.
$291 nightly
The price is $327
Nov 10 - Nov 11
Total with taxes and fees
1925 Historic Bradenton Bungalow, convenient to downtown and Anna Maria Island!
A covered patio area with wicker furniture, a metal table, and a view of a grassy yard.

19. The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (79 reviews)
"Perfect spot"
United States
Canyon L.
$177 nightly
The price is $199
Nov 10 - Nov 11
Total with taxes and fees
The "Grouper"
A residential area with a canal, houses with red roofs, and a bridge.

20. Peaceful Lakeview Condo • 2 Pools • Minutes to IMG & Beaches

Peaceful Lakeview Condo • 2 Pools • Minutes to IMG & Beaches
Bradenton
9.8 out of 10, Exceptional, (75 reviews)
"The condo was in a great location for our family and it was very clean."
United States
Nicole W.
$319 nightly
The price is $359
Nov 9 - Nov 10
Total with taxes and fees
Peaceful Lakeview Condo • 2 Pools • Minutes to IMG & Beaches
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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Find vacation rentals that suit your style

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Top Lakewood Ranch Hotel Reviews

An outdoor patio with a fire pit, seating area, and a covered section with tables and chairs.
Home2 Suites by Hilton Lakewood Ranch

Home2 Suites by Hilton Lakewood Ranch

Home2 Suites by Hilton Lakewood Ranch
Bradenton

10/10 Excellent

Goood
United States
jino
Reviewed July 6, 2025
Home2 Suites by Hilton Lakewood Ranch

Find out more about Lakewood Ranch

Everything you need to know about Lakewood Ranch 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 Lakewood Ranch 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 Lakewood Ranch vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Lakewood Ranch vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Lakewood Ranch. 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 Lakewood Ranch 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 $136 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 Lakewood Ranch rentals

At Expedia, we put the best Lakewood Ranch 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 Lakewood Ranch 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 Lakewood Ranch 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 Lakewood Ranch. 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

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?

Tropical Villas of Venice Beach: This vacation home rental near Lakewood Ranch is located near the beach and has an outdoor pool, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals will I find in Lakewood Ranch?

Choose from 6 Expedia vacation rentals in Lakewood Ranch for a memorable vacation.

What can I see and do in Lakewood Ranch?

Lake Uihlein and Middle Teal Lake are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Fish Hole Miniature Golf Lakewood Ranch. You’ll find favorite places to visit like Lido Beach and Siesta Key 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.

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