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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, 4,376 reviews
"Amazing resort with and just a few steps from the beach! "
The price is NZ$286
includes taxes & fees
9 Jun - 10 Jun
Tropical Beach Resorts
Perfectly Located Home with Pool and Spa
9.8 out of 10, Exceptional, 21 reviews
"The house is great, with the ease of having a pool and the beach being only 2 blocks away. This was our first time visiting Anna Maria. We have been finding other options the last couple years since we used to go to Captiva and that was destroyed in the hurricane almost 2 years ago. The island is pretty small but has different sections to explore. We enjoyed Coquina beach for a coupem hours one day, the restaurants were good very vactiony normal island grub type places. We did enjoy a great meal...
Perfectly Located Home with Pool and Spa
Hibiscus Suites - Gateway to Siesta Key
2.5 star property
8.6 out of 10, Excellent, 2,006 reviews
"Good location, room are very good and specious, nice appliances. "
The price is NZ$233
includes taxes & fees
5 Jun - 6 Jun
Hibiscus Suites - Gateway to Siesta Key
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The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5 star property
9.6 out of 10, Exceptional, 165 reviews
"The units are very spacious, clean and tastefully decorated. The pool is underwhelming as is the hot tub. Access to the beach was as advertised but losing the lounge chairs and umbrellas by 5:00 p.m.,hours before sunset is not ideal, especially for those with mobility issues who want to remain for the sunset, a highlight of the day. My children looked forward to paddle boarding and kayaking (as advertised) and inquired several times during our multiple day stay but were told none were available....
The price is NZ$1,182
includes taxes & fees
19 Jun - 20 Jun
The Residences at Siesta Key Beach by Hyatt Vacation Club
The Ringling Beach House
3.5 star property
9.0 out of 10, Wonderful, 249 reviews
"We’re a family of 4 and this was perfect for us! Very nice! We would definitely stay again! "
The price is NZ$698
includes taxes & fees
6 Jun - 7 Jun
The Ringling Beach House
Captiva Beach Resort
2.0 star property
9.0 out of 10, Wonderful, 1,040 reviews
"Would recommend this place to others. Good price for so close to the Siesta Key Beach. "
The price is NZ$382
includes taxes & fees
5 Jun - 6 Jun
Captiva Beach Resort
Anna Maria Beach Resort
3.5 star property
9.4 out of 10, Exceptional, 157 reviews
"Had an amazing stay. Will definitely be back!"
The price is NZ$1,389
includes taxes & fees
16 Jun - 17 Jun
Anna Maria Beach Resort
Tiny House Siesta
2.0 star property
8.2 out of 10, Very good, 134 reviews
"Came to siesta keys for the first time, really enjoyed our time there and it was a beautiful tiny place"
The price is NZ$301
includes taxes & fees
9 Jun - 10 Jun
Tiny House Siesta
Pelican Post at Anna Maria Island Inn
3.0 star property
9.2 out of 10, Wonderful, 190 reviews
"Great property, it’s close to the beach, restaurants, checking in and out very easy (all done via text and phone). The beach across the street is beautiful. Definitely coming back."
The price is NZ$739
includes taxes & fees
5 Jun - 6 Jun
Pelican Post at Anna Maria Island Inn
Tradewinds Beach Resort
2.5 star property
9.2 out of 10, Wonderful, 353 reviews
"Friendly staff. Diane was very helpful."
The price is NZ$660
includes taxes & fees
16 Jun - 17 Jun
Tradewinds Beach Resort
Queen's Gate Resort
2.5 star property
9.0 out of 10, Wonderful, 380 reviews
"The Location 100 steps to the beach ! Property manager Kathy and assistant manager Pete were amazing they attended to every need we had , gave us a tour of the property and followed up every day on how our stay was ."
Queen's Gate Resort
The Sailor Park
3.0 star property
3.2 out of 10, 15 reviews
"This was a very welcome get away. Absolutely beautiful views. The owner is great. I definitely will come back. "
The price is NZ$292
includes taxes & fees
5 Jun - 6 Jun
The Sailor Park
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B
8.6 out of 10, Excellent, 27 reviews
"We rented this house based upon the photos showing the vintage style beach home and because the location was literally steps away from where we were getting married on the beach. We had a minor mishap during our stay that was completely our fault. The owner was very responsive and understanding. I highly recommend this beautiful beach cottage."
SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B
IMG MEMORIAL DAY & SUMMER DISCOUNTS! AMI White Sand Beaches/Pickle Ball/GOLF/FUN
10.0 out of 10, Exceptional, 7 reviews
"The house is absolutely beautiful. 4 bedrooms, 3 bathrooms (2 ensuite), well stocked , very nice lanai, big backyard, gas grill, the owner came right away when there was a small issue - she is Very nice. I would highly recommend this house to anyone who wants a beautiful place to stay. Looking forward to staying there again."
The price is NZ$972
includes taxes & fees
16 Jun - 17 Jun
IMG MEMORIAL DAY & SUMMER DISCOUNTS! AMI White Sand Beaches/Pickle Ball/GOLF/FUN
Sea Club I Beach Resort
3.0 star property
9.0 out of 10, Wonderful, 283 reviews
"The unit could use an update"
Sea Club I Beach Resort
Haley's at The Anna Maria Island Inn
3.0 star property
8.6 out of 10, Excellent, 347 reviews
"Peaceful "
The price is NZ$650
includes taxes & fees
9 Jun - 10 Jun
Haley's at The Anna Maria Island Inn
Charming 3 Bedroom 2 Bath Home with Pool Just 2 Minutes from Anna Maria Island
9.2 out of 10, Wonderful, 12 reviews
"Everything was great"
Charming 3 Bedroom 2 Bath Home with Pool Just 2 Minutes from Anna Maria Island
Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!
9.4 out of 10, Exceptional, 37 reviews
"Nice time"
The price is NZ$300
includes taxes & fees
5 Jun - 6 Jun
Waterfront Unit, Heated Pool, 70" TV, Tiki Bar & Grill, On The Marina!
The Pink House Unit B: A Cozy Retreat Steps from the Beach
9.8 out of 10, Exceptional, 68 reviews
"My husband and I enjoyed this amazing property for our anniversary! We loved the proximity to the beach and walkable to bridge street. We had a car, and went to the north end of the island, but also took the trolley which was super easy. This home is so comfortable, cozy, sweetly decorated and clean. We definitely want to go back again!"
The Pink House Unit B: A Cozy Retreat Steps from the Beach
Anna Maria Sunsets - studio
9.4 out of 10, Exceptional, 185 reviews
"Nice room, a little small but adequate, although an outside area for sitting (private) would have been nice. Excellent location across a busy street from a beautiful beach with a shady gazebo to sit in and next to a jet ski rental! Anna Maria Free Shuttle takes you up and down the island and runs every 20 minutes, with a stop very close by. Walking distance to the "Bridge Street" shopping and dining block!"
Anna Maria Sunsets - studio
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See all available properties in Lakewood Ranch
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.

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, 3,453 reviews
"Super cute and they took the cleanliness and quiet policy seriously "
The price is NZ$188
includes taxes & fees
10 Jun - 11 Jun
Kompose Boutique Hotel
Hyatt Regency Sarasota
4.0 star property
8.2 out of 10, Very good, 1,012 reviews
"Bathroom is really small with a sulfer smell when you flush. "
The price is NZ$345
includes taxes & fees
10 Jun - 11 Jun
Hyatt Regency Sarasota
The Westin Sarasota
4.0 star property
8.8 out of 10, Excellent, 1,017 reviews
"Very nice property close to so much. "
The price is NZ$417
includes taxes & fees
9 Jun - 10 Jun
The Westin 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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Lakewood Ranch holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Lakewood Ranch. 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 Lakewood Ranch. 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 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 holiday 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 Lakewood Ranch short-term rentals, that won’t be hard to do.

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?

Charming 3 Bedroom 2 Bath Home with Pool Just 2 Minutes from Anna Maria Island: This holiday home rental outside of Lakewood Ranch is located near the beach, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden.

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

Recent reviews of Lakewood Ranch properties
Expedia verified reviews