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Lakewood Ranch Holiday Rentals

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Holiday Rentals in Lakewood Ranch

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4579)
"Vey enjoyable. Great location. Was clean, cozy and comfortable. As with many properties in Sarasota, some repairs still underway after the hurricanes (we visited in March 2025). Would stay again and would recommend."
The price is AU$543
includes taxes & fees
18 Mar - 19 Mar
Tropical Beach Resorts

Anna Maria Beach Resort

3.5 star property
9.4 out of 10, Exceptional, (190)
"All stay was friendly, very clean. Rooms cleaned daily. Would rate 5 "
The price is AU$1,283
includes taxes & fees
12 Mar - 13 Mar
Anna Maria Beach Resort

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2096)
"We enjoyed our stay. Staff was extremely nice and helpful. Room was clean but a few things like the couch, blankets could be updated or replaced. "
The price is AU$453
includes taxes & fees
12 Mar - 13 Mar
Hibiscus Suites - Gateway to Siesta Key

Tiny House Siesta

2.0 star property
8.4 out of 10, Very good, (235)
"The tiny houses were very well stocked. The management was on point with every need. I only stayed a couple of nights but I did enjoy my stay. The tiny houses are different of course what I will state is so much more than a hotel room. The appliances allowed for meal prep if you so desired. The location was walkable to many are restaurants which was a plus as well. I would recommend the Tiny House to anyone wanting to try something different than a hotel room. I will return."
The price is AU$261
includes taxes & fees
3 Apr - 4 Apr
Tiny House Siesta

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (293)
"Great location. Updated unit which was very clean and comfortable. I did not realize I had to bring my own toilet paper, so we had to make a trip to the store after settling in. There is not 1 hook or rack to hang a wet towel or bathing suit. 3 bath towels given for 3 people so they needed to be hung to be re-used for a few days. There was no bath mat or extra towel to put down on the floor for getting out of the shower. There was no place to put luggage on other than the floor. Wifi barely...
The price is AU$638
includes taxes & fees
13 Mar - 14 Mar
The Ringling Beach House

Captiva Beach Resort

2.0 star property
9.0 out of 10, Wonderful, (1074)
"Cute place! Lower Kitchen cabinets were built wrong and opened up and hit the dishwasher handle "
The price is AU$587
includes taxes & fees
13 Mar - 14 Mar
Captiva Beach Resort

Barsala At Gateway Commons

9.0 out of 10, Wonderful, (7)
"Room was comfortable and clean and had everything we needed! Good location right off of I-75. Would stay here again!"
Barsala At Gateway Commons

Vacation Home w/ Ocean View, Resort Style Pool W/Slide Sleeps 16

10.0 out of 10, Exceptional, (25)
"We loved the house.....perfect location. It was a very short walk to the beach and a quick 10 minute walk to St Armands Circle. The kitchen was well quipted with everything we needed. The host was quick to respond to any questions we had. We would definitely this property."
Vacation Home w/ Ocean View, Resort Style Pool W/Slide Sleeps 16

Luxury home with Pool, Putting Green, Beach Bikes!

9.6 out of 10, Exceptional, (28)
"Absolutely stunning house! Decor is beautiful, beds are comfortable, porch is amazing, location is great and pool/spa is perfect!! Best house we have ever stayed in! Would recommend to all my family and friends. "
Luxury home with Pool, Putting Green, Beach Bikes!

“The Spot” Guaranteed Dolphin and Sea Life Sightings!

5.0 out of 10, (4)
"We arrived by our own boat and loved every minute! Perfect for teens who like a little adventure. The most beautiful sunset and star gazing spot in Cortez/AMI! Brittany was awesome and accommodating with frequent changes. We had dolphins and manatees saying hi. Caught a small grouper off the boat!"
The price is AU$462
includes taxes & fees
12 Mar - 13 Mar
“The Spot” Guaranteed Dolphin and Sea Life Sightings!

The Residences at Siesta Key Beach by Hyatt Vacation Club

3.5 star property
9.8 out of 10, Exceptional, (233)
"Clean and beautiful "
The Residences at Siesta Key Beach by Hyatt Vacation Club

Pelican Post at Anna Maria Island Inn

3.0 star property
9.2 out of 10, Wonderful, (265)
"Beautiful boutique resort. Clean rooms, great pool and hot tub. Walking distance around Anna Maria Island. Parking included. I highly recommend :)"
The price is AU$950
includes taxes & fees
16 Mar - 17 Mar
Pelican Post at Anna Maria Island Inn

Tradewinds Beach Resort

2.5 star property
9.2 out of 10, Wonderful, (368)
"Place was nice. The island still needs work since the hurricanes. "
Tradewinds Beach Resort

Anna Mara

3.0 star property
3.0 out of 10, (2)
"The place wasn’t ready when we arrived! There was no running water and the lights went out 15 minutes into our stay!!"
The price is AU$310
includes taxes & fees
14 Mar - 15 Mar
Anna Mara

NEW-Heated Pool+Pickleball+MiniGolf+TheaterArcade+3 KingBeds

10.0 out of 10, Exceptional, (1)
"Beautiful home, clean and conveniently located. "
The price is AU$1,737
includes taxes & fees
18 Mar - 19 Mar
NEW-Heated Pool+Pickleball+MiniGolf+TheaterArcade+3 KingBeds

Anna Maria Sunsets - studio

9.4 out of 10, Exceptional, (215)
"Such a sweet little studio. Perfect for 2. The bed was comfortable, the bathroom was huge with an amazing shower. Mr. Carter was wonderful with communication. Wonderful beach just steps away! "
The price is AU$451
includes taxes & fees
30 Mar - 31 Mar
Anna Maria Sunsets - studio

The Inn On Siesta Key

3.5 star property
10.0 out of 10, Exceptional, (170)
"We were happy with everything!"
The price is AU$1,084
includes taxes & fees
16 Mar - 17 Mar
The Inn On Siesta Key

Sea Club I Beach Resort

3.0 star property
9.0 out of 10, Wonderful, (302)
"I love that this property is right on the beach. We were there over Christmas. The property was not fully booked, so it was fairly quiet. The Gulf was too cold for us, but we enjoyed using the the provided lounge chairs to relax on the beach. Lots of shelling to do. Not a lot of people at this time. Pool was not a bad temperature and was clean. The property looks like an old motor lodge, but they have kept it nice. Our room did not have a lot of updates, but it was sufficient. A roll of paper...
Sea Club I Beach Resort

Sip And Sea

3.0 star property
2.0 out of 10, (5)
"My husband booked this for us last night for Valentines Day, we tried several times to call and message to let them know when we would arrive and had a few more questions, after many attempts we didn’t even go as you have to call them to get the key and they never answered or replied to us. This is non-refundable so we didn’t go and we have lost our money. After seeing the first review I’m not sure why this is offered on any site. "
The price is AU$336
includes taxes & fees
12 Mar - 13 Mar
Sip And Sea

~ WE ARE OPEN! ~ BEACHFRONT ~ YES, THAT'S YOUR VIEW! ~

10.0 out of 10, Exceptional, (75)
"Really enjoy this area of the island. Plenty to walk to and most nearby have recovered pretty well from hurricanes. Nice condo with everything needed for a great week getaway from the cold winter"
~ WE ARE OPEN! ~ BEACHFRONT ~ YES, THAT'S YOUR VIEW! ~
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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Other types of properties in Lakewood Ranch you may be interested in

Kompose Boutique Hotel

3.0 star property
9.0 out of 10, Wonderful, (3684)
"Really enjoyed the hotel. Great service "
The price is AU$344
includes taxes & fees
16 Mar - 17 Mar
Kompose Boutique Hotel

Golden Host Resort - Sarasota

3.0 star property
8.4 out of 10, Very good, (1766)
"Floor in my room was a little dirty, had to wear shoes. Other than that all good, will come again."
The price is AU$245
includes taxes & fees
23 Mar - 24 Mar
Golden Host Resort - Sarasota

Hyatt Regency Sarasota

4.0 star property
8.2 out of 10, Very good, (1001)
"Add more k cups and fix valve on shower- it only comes out hot. "
The price is AU$441
includes taxes & fees
6 Apr - 7 Apr
Hyatt Regency Sarasota
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.

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?

Vacation Home w/ Ocean View, Resort Style Pool W/Slide Sleeps 16: This holiday home rental outside of Lakewood Ranch is located by the ocean, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Lakewood Ranch?

Choose from 24 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. You’ll find favourite places to visit such as Siesta Key Beach and St. Armands Circle 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.