Lakewood Ranch Vacation Rentals

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Our top choices for Lakewood Ranch vacation rentals

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5170)
"Great place, easy beach access and property was beautiful. "
United States
Maria
$164 nightly
The price is $185
Jan 4 - Jan 5, 2026
Total with taxes and fees
Tropical Beach Resorts

Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key
2.5 star property
Sarasota
8.6 out of 10, Excellent, (2219)
"Very nice place !"
United States
Ivette
$145 nightly
The price is $163
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hibiscus Suites - Gateway to Siesta Key

Kon Tiki Inn

Kon Tiki Inn
2.5 star property
Venice Island
10.0 out of 10, Exceptional, (247)
"Lovely decor, very clean"
United States
Frederick
$146 nightly
The price is $165
Dec 29 - Dec 30
Total with taxes and fees
Kon Tiki Inn

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, (403)
"Beautiful location. Walking distance to beach. "
United States
Maria
$190 nightly
The price is $215
Dec 25 - Dec 26
Total with taxes and fees
Haley's at The Anna Maria Island Inn

Captiva Beach Resort

Captiva Beach Resort
3.0 star property
South Village
9.0 out of 10, Wonderful, (1177)
"Clean room, snd friendly staff. Great location "
United States
Stephanie
Captiva Beach Resort

The Ringling Beach House

The Ringling Beach House
3.5 star property
Siesta Key
9.0 out of 10, Wonderful, (347)
"great location, very clean, quiet"
United States
Joaquin
The Ringling Beach House

The Residences at Siesta Key Beach by Hyatt Vacation Club

The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
South Village
9.6 out of 10, Exceptional, (301)
"The rooms were perfect, and the staff was great. The location was perfect and peaceful"
United States
Marybeth
$466 nightly
The price is $526
Jan 21 - Jan 22, 2026
Total with taxes and fees
The Residences at Siesta Key Beach by Hyatt Vacation Club

A Beach Retreat

A Beach Retreat
2.5 star property
Casey Key
9.2 out of 10, Wonderful, (579)
"Great location, recent updates"
United States
Michael
$184 nightly
The price is $208
Jan 4 - Jan 5, 2026
Total with taxes and fees
A Beach Retreat

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.6 out of 10, Excellent, (38)
"It was perfect for my family of 4 for our beach vacation!!"
United States
Jesse
$308 nightly
The price is $349
Jan 4 - Jan 5, 2026
Total with taxes and fees
Siesta Heron Suites & Villas

Pelican Post at Anna Maria Island Inn

Pelican Post at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.2 out of 10, Wonderful, (334)
"Fabulous stay! Super clean!"
United States
Sarah
$224 nightly
The price is $253
Dec 25 - Dec 26
Total with taxes and fees
Pelican Post at Anna Maria Island Inn

Bridgewalk Resort

Bridgewalk Resort
3.5 star property
Bridge Street
9.4 out of 10, Exceptional, (767)
"Great stay!"
United States
Sufyan
$267 nightly
The price is $302
Jan 13 - Jan 14, 2026
Total with taxes and fees
Bridgewalk Resort

The Inn On Siesta Key

The Inn On Siesta Key
3.5 star property
Siesta Key
10.0 out of 10, Exceptional, (191)
"Great place to stay! "
United States
Carlos
$414 nightly
The price is $468
Dec 28 - Dec 29
Total with taxes and fees
The Inn On Siesta Key

Home Paradise, Cozy guest suite in Ruskin POOLS HIGH SPEED WIFI BEACH MINUTES!!!

Home Paradise, Cozy guest suite in Ruskin POOLS HIGH SPEED WIFI BEACH MINUTES!!!
Ruskin
10.0 out of 10, Exceptional, (35)
"The room was spotless, private and in a perfect location for what I was in town for. Could not have been more pleased with accommodations."
United States
Jay
$160 nightly
The price is $179
Jan 1 - Jan 2, 2026
Total with taxes and fees
Home Paradise, Cozy guest suite in Ruskin POOLS HIGH SPEED WIFI BEACH MINUTES!!!

Seabreeze at Anna Maria Island Inn

Seabreeze at Anna Maria Island Inn
3.0 star property
Bradenton Beach
9.0 out of 10, Wonderful, (61)
"Very great stay will stay again "
United States
Joseph
$313 nightly
The price is $354
Jan 5 - Jan 6, 2026
Total with taxes and fees
Seabreeze at Anna Maria Island Inn

Direct Beachfront 2BR Cottage on Casey Key!

Direct Beachfront 2BR Cottage on Casey Key!
Casey Key
9.2 out of 10, Wonderful, (69)
"The Cottage is simple and in need of a few updates, but it is a beach cottage and the salt air is not kind. Overall, the location is fantastic, the Cottage is clean and comfortable and our stay was great."
United States
Bob T.
$391 nightly
The price is $436
Dec 29 - Dec 30
Total with taxes and fees
Direct Beachfront 2BR Cottage on Casey Key!

Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
2.0 star property
Sabal Harbour
10.0 out of 10, Exceptional, (21)
"Everything was great!"
United States
Lisa and Colin M.
$345 nightly
The price is $384
Jan 6 - Jan 7, 2026
Total with taxes and fees
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Premier Waterfront Room, Tiki Bar & Grill, Live Music, Pool, Gym, Kitchenette

Premier Waterfront Room, Tiki Bar & Grill, Live Music, Pool, Gym, Kitchenette
Whitfield Estates
9.8 out of 10, Exceptional, (21)
"Great place to stay, music at the tiki bar every night. Kitchen staff was incredible. The food was awesome. Definitely would stay here again."
United States
christopher s.
$169 nightly
The price is $188
Dec 29 - Dec 30
Total with taxes and fees
Premier Waterfront Room, Tiki Bar & Grill, Live Music, Pool, Gym, Kitchenette

[lounge like locals] walk to siesta beach +bikes

[lounge like locals] walk to siesta beach +bikes
Siesta Key
9.8 out of 10, Exceptional, (26)
"The property was very clean and conveniently located ."
United States
David
$271 nightly
The price is $275
Dec 25 - Dec 26
Total with taxes and fees
[lounge like locals] walk to siesta beach +bikes

Charming home near Anna Maria Island with Jacuzzi

Charming home near Anna Maria Island with Jacuzzi
2.0 star property
Bradenton
10.0 out of 10, Exceptional, (14)
"Amazing place and the host was awesome to work with and very accommodating! Highly recommend the area!"
United States
Kyle S.
$265 nightly
The price is $296
Dec 28 - Dec 29
Total with taxes and fees
Charming home near Anna Maria Island with Jacuzzi

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
Bradenton
9.4 out of 10, Exceptional, (67)
"Great place to stay!"
United States
Wendi B.
$125 nightly
The price is $139
Dec 29 - Dec 30
Total with taxes and fees
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
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

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 $163 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?

Siesta Key Island Rentals: This vacation home rental near Lakewood Ranch comes with 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 7 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 Lido Beach. Main Street at Lakewood Ranch and Premier Sports Campus at Lakewood Ranch are other places to visit while you're in town.

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.