Lakewood Ranch holiday rentals

We found 12,422 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Lakewood Ranch that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the amenities that you expect and more, such as Wi-Fi and cable TV. At the end of the day, you'll be able to choose a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Lakewood Ranch

Showing deals for:1 Jan - 8 Jan

Outdoor dining
Living area
Pool
Dining
Exceptional
(81 reviews)

Charming Coastal Oasis 2Bed/2 Bath Cottage Close to Beach and Downtown-Southgate

Sarasota

8% off
AU$4,116
for 7 nights, 1 cottage
AU$588 per night
includes taxes & fees
Charming Coastal Oasis 2Bed/2 Bath Cottage Close to Beach and Downtown-Southgate
Living area
Beach
Interior
Arial view of the building - right on the beach!
Exceptional
(25 reviews)

Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6

Siesta Key

8% off
AU$4,489
for 7 nights, 1 apartment
AU$641 per night
includes taxes & fees
Good Vibrations- Stay right ON the beach in Siesta Key! Sleeps 6
Fireplace, large ceiling fan, and HDTV
Siesta Key Beaches are ranked in the global top-10
Main bedroom with direct access to enclosed balcony
Plenty of room to host an evening in
Exceptional
(14 reviews)

Sundeck with Ocean View, Private Access to Beach & 500ft to the Village

Siesta Key

8% off
AU$8,249
for 7 nights, 1 apartment
AU$1,178 per night
includes taxes & fees
Sundeck with Ocean View, Private Access to Beach & 500ft to the Village
Living area
Beach
Living area
Room
Exceptional
(150 reviews)

Villas By The Sea #2, Anna Maria Island Condo, one block from beach, heated pool

Bradenton Beach

8% off
AU$2,793
for 7 nights, 1 apartment
AU$399 per night
includes taxes & fees
Villas By The Sea #2, Anna Maria Island Condo, one block from beach, heated pool
Spacious eat-in kitchen
Beach chairs are offered for our guests in the private beach area of our complex
Terrace/patio
Pool
Exceptional
(99 reviews)

Great rates for September! SIESTA KEY GULF 2 bed 2 bath condo Jamaica Royale 104

Siesta Key

8% off
AU$5,822
for 7 nights, 1 apartment
AU$832 per night
includes taxes & fees
Great rates for September! SIESTA KEY GULF 2 bed 2 bath condo Jamaica Royale 104
View of River from house
Kitchen
Rainbow at The Cut House
Manatee River with 120 ft dock
Exceptional
(64 reviews)

Snead Island Cut Home - Oceanfront near Anna Maria , Boat docking, pet friendly

Palmetto

8% off
AU$4,556
for 7 nights, 1 home
AU$651 per night
includes taxes & fees
Snead Island Cut Home - Oceanfront near Anna Maria , Boat docking, pet friendly
French doors to the lanai and 60 inch TV on the wall.
Quiet spot in paradise
Patio French door with keypad left of door.
Gumbo tree in front yard
Exceptional
(92 reviews)

Quiet cozy home near Anna Maria Island, Robinson Preserve, DeSoto Nt’l Monument

Bradenton

8% off
AU$2,480
for 7 nights, 1 home
AU$354 per night
includes taxes & fees
Quiet cozy home near Anna Maria Island, Robinson Preserve, DeSoto Nt’l Monument
Pool
Anna Maria, Florida's ocean is your ultimate fun zone!
Your ideal mix of style, convenience, and comfort is ready and waiting for you.
Living, lounging, cooking—our space does it all.
Exceptional
(56 reviews)

Luxury Family Escape: Spacious 4BR, Pool, Close to AMI, Dining & Attractions!

Bradenton

8% off
AU$6,662
for 7 nights, 1 home
AU$952 per night
includes taxes & fees
Luxury Family Escape: Spacious 4BR, Pool, Close to AMI, Dining & Attractions!
Interior
Private kitchen
Living area
Interior
Exceptional
(69 reviews)

Waterfront/Kayak with Manatees/Heated Pool/Bikes/Firepit/Fish/close to Beaches

Bradenton

7% off
AU$5,039
for 7 nights, 1 home
AU$720 per night
includes taxes & fees
Waterfront/Kayak with Manatees/Heated Pool/Bikes/Firepit/Fish/close to Beaches
75" TV perfect for movie nights.
Sophisticated and serene Mediterranean beach home.
Living area w/views of pool, jacuzzi and canal offering easy indoor-outdoor flow
Private, heated pool and spa with canal views and your own private dock.
Exceptional
(14 reviews)

Casa del Siesta— Mediterranean Luxury by the Beach with Pool, Spa & Private Dock

Siesta Key

7% off
AU$11,148
for 7 nights, 1 home
AU$1,593 per night
includes taxes & fees
Casa del Siesta— Mediterranean Luxury by the Beach with Pool, Spa & Private Dock
Front (living) room
additional bar area seating
Outdoor fire pit. Please note guests are responsible for refilling propane
sliding door in kitchen leads to patio area
Exceptional
(129 reviews)

HEATED pool, bike to Siesta, quiet street, 1 MILE to SK beach, kayaks & bikes

Sarasota

5% off
AU$4,798
for 7 nights, 1 home
AU$685 per night
includes taxes & fees
HEATED pool, bike to Siesta, quiet street, 1 MILE to SK beach, kayaks & bikes
Interior
Sunset Royale Condominiums
Room
Interior
Exceptional
(53 reviews)

Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!

Siesta Key

8% off
AU$3,553
for 7 nights, 1 apartment
AU$508 per night
includes taxes & fees
Get here fast, then take it slow... Right — ON — Siesta Beach at Condo Kokomo!
Private kitchen
Terrace/patio
Room
Private kitchen
Exceptional
(7 reviews)

For family fun or a romantic escape close to sarasota and the area"s beaches

Bradenton

9% off
AU$2,413
for 7 nights, 1 villa
AU$345 per night
includes taxes & fees
For family fun or a romantic escape close to sarasota and the area"s beaches
Outdoor dining
Pool
Property grounds
Room
Excellent
(156 reviews)

Right on the Waterfront Marina - Suite 117 - 7150 N Tamiami Tail, Sarasota FL

Sarasota

8% off
AU$1,197
for 7 nights, 1 room
AU$171 per night
includes taxes & fees
Right on the Waterfront Marina - Suite 117 - 7150 N Tamiami Tail, Sarasota FL
Exterior
Marina
Living area
Private kitchen
Exceptional
(43 reviews)

Siesta Key Beachside Condo-direct beach access

Siesta Key

8% off
AU$3,908
for 7 nights, 1 apartment
AU$558 per night
includes taxes & fees
Siesta Key Beachside Condo-direct beach access
Interior
Interior
Exterior detail
Private kitchen
Exceptional
(21 reviews)

Bayshore Gardens remodel with hot tub + fire pit + walk to park.

Bradenton

8% off
AU$3,674
for 7 nights, 1 home
AU$525 per night
includes taxes & fees
Bayshore Gardens remodel with hot tub + fire pit + walk to park.
Heated waterfront pool
Outdoor dining
Waterfront restaurant on premisis with live music
Fitness facility
Very good
(164 reviews)

SARASOTA Waterfront hotel Room KING BED # 215 ON SARA BAY 7150 N Tamiami Trail

Sarasota

8% off
AU$1,197
for 7 nights, 1 room
AU$171 per night
includes taxes & fees
SARASOTA Waterfront hotel Room KING BED # 215 ON SARA BAY 7150 N Tamiami Trail
Pool
Private kitchen
Dining
Terrace/patio
Exceptional
(65 reviews)

Ila's Beach House: Near IMG-Heated Salt Pool- Pets OK-Modern Organic Smart Home

Bradenton

8% off
AU$5,064
for 7 nights, 1 home
AU$723 per night
includes taxes & fees
Ila's Beach House: Near IMG-Heated Salt Pool- Pets OK-Modern Organic Smart Home
Private kitchen
Living area
Outdoor dining
Private kitchen
Exceptional
(106 reviews)

Shorewalk The Palm Condo 2Bed/2Bath Close to IMG / Beach

Bradenton

6% off
AU$2,546
for 7 nights, 1 apartment
AU$364 per night
includes taxes & fees
Shorewalk The Palm Condo 2Bed/2Bath Close to IMG / Beach
View of spacious main pool and clubhouse. Dry sauna and gym inside.
Quiet and safe neighborhood for families to swim, walk, bike, and fish
Front Entrance
Enclosed patio brand new furniture (purchased June 2024)
Exceptional
(102 reviews)

Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!

Siesta Key

5% off
AU$5,543
for 7 nights, 1 apartment
AU$792 per night
includes taxes & fees
Gulf & Bay Club Bayside, 1st Floor, CLEAN, 5 STARS & EXCELLENT REVIEWS!
Beach
Pool
Bathroom
Room
Exceptional
(38 reviews)

Adorable 1-bedroom condo in beautiful Bradenton Beach with AC

Bradenton Beach

8% off
AU$2,982
for 7 nights, 1 apartment
AU$426 per night
includes taxes & fees
Adorable 1-bedroom condo in beautiful Bradenton Beach with AC
sitting area by coffee station
Plush greens outside of the pool area
third bedroom details
Full kitchen
Exceptional
(23 reviews)

Free Early Check-in / Min to Beaches/ Heated pool

Bradenton

8% off
AU$3,709
for 7 nights, 1 home
AU$530 per night
includes taxes & fees
Free Early Check-in / Min to Beaches/ Heated pool
Room
Terrace/patio
Interior
Dining
Exceptional
(13 reviews)

Gracie's Cottage 15 min to Beach

Bradenton

8% off
AU$3,553
for 7 nights, 1 home
AU$508 per night
includes taxes & fees
Gracie's Cottage 15 min to Beach
Dining table + 2 barstools for extra seating
Enclosed patio area with private pool
Pool
Property grounds
Exceptional
(57 reviews)

Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks

Sarasota

5% off
AU$4,478
for 7 nights, 1 home
AU$640 per night
includes taxes & fees
Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks

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Explore the riverfront setting in Lakewood Ranch

The riverfront, wildlife and beaches are the perfect backdrop to your holiday home in Lakewood Ranch. This welcoming city is known for its bars, bird watching and sporting events. Lido Beach and Siesta Key Beach are just a couple of the must-see attractions in the area. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Lakewood Ranch

Are you hoping to discover things to do while you're in town? Venture out of your cosy holiday rental and experience everything that Lakewood Ranch has to offer. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • University Park Country Club (3 mi / 4.8 km)
  • Premier Sports Campus at Lakewood Ranch (3.2 mi / 5.1 km)
  • Sarasota Jungle Gardens (8.3 mi / 13.4 km)
  • Mote Marine Laboratory & Aquarium (10.6 mi / 17.1 km)
  • Rosedale Golf and Country Club (2.8 mi / 4.5 km)
  • Waterlefe Golf and River Club (7.3 mi / 11.7 km)

Exploring the natural features in Lakewood Ranch

Whether you're an active traveller or just want to appreciate the scenery, Lakewood Ranch is a great place to get out in nature. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Lido Beach (11.5 mi / 18.5 km)
  • Siesta Key Beach (12.7 mi / 20.5 km)
  • Tampa Bay (25.3 mi / 40.7 km)
  • Nathan Benderson Park (2.8 mi / 4.5 km)
  • Marie Selby Botanical Gardens (9 mi / 14.5 km)
  • Riverwalk (10.5 mi / 16.8 km)

Seasonal weather in Lakewood Ranch

If you're planning a holiday around warm-weather activities, August, July, June and September are the hottest months to visit, when temperatures average 28°C.

Transport to and around Lakewood Ranch

Fly into Sarasota, FL (SRQ-Sarasota-Bradenton Intl.), the closest airport, located 7.8 mi (12.6 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to St. Petersburg, FL (SPG-Albert Whitted), which is 27.4 mi (44.1 km) away.

Frequently asked questions

What is the best area to stay in Lakewood Ranch when booking a holiday rental?
When considering a holiday rental in Lakewood Ranch, Florida, the area around the Main Street is an excellent choice. This vibrant neighbourhood offers a blend of shopping, dining, and entertainment, making it a convenient base for visitors. You'll find a variety of properties here, ranging from charming apartments to spacious family homes, suiting different preferences and budgets.One of the top attractions in this area is the Lakewood Ranch Cinemas, where you can enjoy the latest films in a comfortable setting. Additionally, the nearby Nathan Benderson Park is a fantastic spot for outdoor activities, featuring scenic walking trails and a beautiful lake for kayaking and paddleboarding.
When is the best time to visit Lakewood Ranch for a holiday rental?
The best time to visit Lakewood Ranch for a holiday rental is during the peak season from January to March, with February being particularly popular. This period attracts visitors seeking warmth and outdoor activities, as the climate is pleasantly mild, typically ranging from 15 to 25 degrees Celsius. It's an ideal time for enjoying the area's beautiful parks, golf courses, and vibrant local events.February stands out as a fantastic month, offering a lively option filled with activities like farmers' markets and outdoor festivals. The pleasant temperatures make it comfortable for leisurely strolls around the scenic Lakewood Ranch Main Street, where you can savour delightful dining options and boutique shopping.For those looking for a more budget-friendly experience, consider visiting in October. This month presents a lovely opportunity to enjoy the quieter side of Lakewood Ranch while benefiting from lower rental rates. The weather remains enjoyable, allowing for pleasant walks and exploration of the local scenery without the crowds.
What are the top attractions in Lakewood Ranch?
In Lakewood Ranch, visitors can enjoy a variety of attractions that showcase the area's charm and natural beauty. The Main Street at Lakewood Ranch offers a vibrant shopping and dining experience, where guests can explore boutique shops and enjoy local cuisine. Nearby, the Lakewood Ranch Golf and Country Club provides excellent golfing opportunities amidst picturesque landscapes.For outdoor enthusiasts, the vast Lakewood Ranch Nature Trail features scenic walking and biking paths through lush greenery, allowing for a peaceful escape into nature. Families can also visit the nearby Nathan Benderson Park, which hosts various events and activities, including kayaking and paddleboarding on the stunning lake. Additionally, the area's proximity to the beautiful Gulf Coast beaches makes it easy to enjoy sun-soaked days by the ocean.
Are all fees included in the Lakewood Ranch holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Lakewood Ranch holiday homes with parking?
Stayz offers a wide selection of holiday homes in Lakewood Ranch with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Lakewood Ranch holiday homes?
You can find great discounts on holiday homes in Lakewood Ranch on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Lakewood Ranch holiday home booking on Stayz?
To find Lakewood Ranch holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Lakewood Ranch?
A long-stay holiday home in Lakewood Ranch is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Lakewood Ranch holiday home?
Book your Lakewood Ranch holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Lakewood Ranch?
Prices for holiday homes in Lakewood Ranch vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Lakewood Ranch to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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