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Lakewood Ranch Vacation Rentals

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Our top choices for Lakewood Ranch vacation rentals

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.
The price is CA $157
CA $195 total
includes taxes & fees
Nov 9 - Nov 10
Marvelous 2-bedroom townhome with AC in Bradenton

2. Sun Outdoors Sarasota

Sun Outdoors Sarasota
2.5 star property
Fordville
The price is CA $608
CA $687 total
includes taxes & fees
Nov 7 - Nov 8
Sun Outdoors Sarasota

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

4. Tropical Beach Resorts

Tropical Beach Resorts
3.5 star property
South Village
9.4 out of 10, Exceptional, (6,034 reviews)
"Great resort and location!"
United States
Christine
The price is CA $219
CA $283 total
includes taxes & fees
Nov 29 - Nov 30
Tropical Beach Resorts

5. 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
The price is CA $187
CA $212 total
includes taxes & fees
Nov 16 - Nov 17
Hibiscus Suites - Gateway to Siesta Key

6. 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
The price is CA $298
CA $336 total
includes taxes & fees
Nov 9 - Nov 10
SeaSpray Resort

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
The price is CA $86
CA $286 total
includes taxes & fees
Dec 2 - Dec 3
Tiny House Siesta

8. 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
The price is CA $215
CA $267 total
includes taxes & fees
Nov 5 - Nov 6
Captiva Beach Resort

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
The price is CA $110
CA $344 total
includes taxes & fees
Nov 10 - Nov 11
Cozy Private Cottage, Minutes to Anna Maria Island

10. 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, (486 reviews)
"Location was perfect"
United States
Amylynn
The price is CA $213
CA $270 total
includes taxes & fees
Nov 17 - Nov 18
Pelican Post at Anna Maria Island Inn

11. Lakeview Corner Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs

Lakeview Corner Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs
Bradenton
9.8 out of 10, Exceptional, (128 reviews)
"Overall great stay!"
United States
Jane H.
The price is CA $151
CA $433 total
includes taxes & fees
Nov 8 - Nov 9
Lakeview Corner Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs

12. The "Grouper"

The "Grouper"
Sunny Shores
9.4 out of 10, Exceptional, (79 reviews)
"We enjoyed our stay, close to shops and beach!"
United States
Savannah S.
The price is CA $138
CA $287 total
includes taxes & fees
Nov 8 - Nov 9
The "Grouper"

13. Backyard Oasis & Resort Style Pool

Backyard Oasis & Resort Style Pool
Bradenton
10.0 out of 10, Exceptional, (70 reviews)
"This was our second stay and everything was as good as the first time. Responsive host, clean property, wonderful pool, and fantastic area!"
United States
Dan Z.
The price is CA $273
CA $715 total
includes taxes & fees
Nov 9 - Nov 10
Backyard Oasis & Resort Style Pool

14. 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.
The price is CA $152
CA $403 total
includes taxes & fees
Nov 23 - Nov 24
The Hideaways at Point Pleasant (Pine Side)

15. Resort Corner Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs

Resort Corner Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs
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.
The price is CA $146
CA $426 total
includes taxes & fees
Nov 14 - Nov 15
Resort Corner Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs

16. Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (108 reviews)
"Great little getaway spot if you want some quiet beach time. Even enjoyed it despite some stormy weather!"
United States
Mikey C.
Oceanfront Bliss–Longboat Key Beach 106 by RVA

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

Bright Lakeview Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs
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.
The price is CA $162
CA $447 total
includes taxes & fees
Nov 9 - Nov 10
Bright Lakeview Condo Near IMG & Anna Maria Island with Heated Pools & Hot Tubs

18. Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals
South Village
9.6 out of 10, Exceptional, (49 reviews)
"We enjoyed our stay alot of stores n restaurants nearby, don’t need to use the car. "
United States
maureen p.
The price is CA $195
CA $397 total
includes taxes & fees
Nov 9 - Nov 10
Siesta Key, Walk to Beach. POOL VIEW. King Bed. Daily Rentals

19. Siesta Key, Sea Horse Villa, Pool. Daily rentals

Siesta Key, Sea Horse Villa, Pool. Daily rentals
South Village
9.4 out of 10, Exceptional, (55 reviews)
"Perfect weekend getaway stay for my husband and I! The cottage had everything we needed, was thoroughly cleaned and location was perfect for restaurant hopping and beach going. Would definitely stay again!"
United States
Allie A.
The price is CA $165
CA $375 total
includes taxes & fees
Nov 5 - Nov 6
Siesta Key, Sea Horse Villa, Pool. Daily rentals

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.
The price is CA $188
CA $517 total
includes taxes & fees
Nov 9 - Nov 10
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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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?

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.