Lakewood Ranch Holiday Rentals

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Our top choices for Lakewood Ranch holiday rentals

Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (5166)
"Great place, easy beach access and property was beautiful. "
United States
Maria
The price is NZ$319
includes taxes & fees
24 Dec - 25 Dec
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, (2217)
"Excellent location! Friendly staff, clean and updated rooms."
United States
Elba
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
The price is NZ$456
includes taxes & fees
20 Jan - 21 Jan 2026
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, (402)
"Beautiful location. Walking distance to beach. "
United States
Maria
The price is NZ$329
includes taxes & fees
24 Dec - 25 Dec
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, (1176)
"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, (346)
"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
The price is NZ$882
includes taxes & fees
22 Jan - 23 Jan 2026
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
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
The price is NZ$707
includes taxes & fees
5 Jan - 6 Jan 2026
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, (333)
"Fabulous stay! Super clean!"
United States
Sarah
The price is NZ$348
includes taxes & fees
24 Dec - 25 Dec
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
The price is NZ$498
includes taxes & fees
29 Dec - 30 Dec
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
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
The price is NZ$309
includes taxes & fees
2 Jan - 3 Jan 2026
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
The price is NZ$1,080
includes taxes & fees
26 Dec - 27 Dec
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.
The price is NZ$758
includes taxes & fees
29 Dec - 30 Dec
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.
The price is NZ$640
includes taxes & fees
13 Jan - 14 Jan 2026
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.
The price is NZ$325
includes taxes & fees
24 Dec - 25 Dec
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, (25)
"The property was very clean and conveniently located ."
United States
David
The price is NZ$482
includes taxes & fees
25 Dec - 26 Dec
[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.
The price is NZ$510
includes taxes & fees
28 Dec - 29 Dec
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.
The price is NZ$241
includes taxes & fees
24 Dec - 25 Dec
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Lakewood Ranch holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Lakewood Ranch holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Lakewood Ranch holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Lakewood Ranch holiday rentals we have selected for you start as low as NZ$302 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Lakewood Ranch rentals

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

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 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 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 7 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 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 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.