Vacation rentals in Lakewood Ranch

4.86 out of 5 average rating, 145 reviews

A tranquil lagoon-style pool is surrounded by lush tropical landscaping. Soft lighting enhances the evening atmosphere. A staircase leads to a second-level balcony, while shaded lounges offer a relaxing spot near the water's edge, creating a serene environment for guests.

Townhouse in Siesta Key

"Relax Here" -Royal Palm Suite- Siesta Key Beach

The pampering begins HERE: 3 bed/ 2.5 baths townhouse, sqft 1,850, 2 kings & 1 queen bed, an enchanting loft bedroom with it's own balcony and incredible Gulf / Beach views All 3 balconies have Gulf views!! Imagine sitting on your patio and watching people at the beach. Gumbo Limbo Rentals is a mini resort, 60 steps to the beach with only 2 duplexes sharing a black bottom lagoon pool which is heated during the colder winter months. Free: Wifi, beach chairs & sun umbrellas, 2-3 parking spaces

4.77 out of 5 average rating, 104 reviews

A bright studio apartment features a spacious bed dressed in light grey linens. Two bedside lamps provide soft illumination. A small kitchenette is visible, while a doorway leads to a bathroom with modern fixtures. Natural light enters through a door leading to the private patio.

Apartment in Siesta Key

Gertrude's Siesta | Patio & 1-min to Beach/Village

The Village Studio Top location on island! Apartment with full kitchen, private patio, gated courtyard, in world famous Siesta Village! Leave the car behind and walk to white-sand beaches, 20 bars and restaurants, ice-cream, shopping, daiquiris, live music, craft beer, fresh oysters and seafood. Experience a combination of fun ease and relaxation you can't get in other vacations! Book a special getaway now! - Tollbooth by AirbnbCorpMiddlemen, but this property is from GertrudeRentalsSiesta

Townhouse in Holmes Beach

An aerial view captures a beachside community with white homes nestled among palm trees. The coastline and ocean are visible in the background, while nearby buildings and roadways provide context for the location. The neatly arranged rooftops highlight the peaceful neighborhood ambiance.

4.99 out of 5 average rating, 137 reviews

Steps from the Beach! Heated Pool & Spacious Deck!

Welcome to Your Dream Beach Getaway! Steps (one block!) from the sugar-white sands of Holmes Beach. We provide bikes, paddle boards, and all the other beach gear you will need for fun in the sun! Nestled in a quiet beachside community on the famed Anna Maria Island, this newly renovated home is ready for your dream vacation! Enjoy the shared HEATED pool or stroll to shops, restaurants, and the vibrant attractions of Anna Maria Island— a quick walk or trolley ride away. Perfect for families!

4.93 out of 5 average rating, 110 reviews

Sunny Sarasota Vacation Home - VR2400236

Quiet Neighborhood - Single Private Home, Great Location! This beautiful home includes 3 bedrooms, 2 bathrooms and sleeps up to 10 people. Near #1 Rated SIESTA KEY BEACH & LIDO KEY BEACH. Come and relax in this newly renovated home. Large living room, dining room and lanai to accommodate your friends & family. 5 TV's, DVD players, Cable, Internet. Fully equipped kitchen & laundry. Bus stops, grocery stores & restaurants are near by. Base rate covers 6 guests; $20.00/night/additional guest.

4.88 out of 5 average rating, 153 reviews

5 minutes to private Siesta Key Beach + 2 pools

Best getaway, beach vacation, and staycation! The luxurious condo is on the 1st. floor and located on Siesta Key in a tropical setting. It is kid-friendly and has private access to its private beach on Siesta Key Beach within 5 minutes of walking distance (the Best Beach in the U.S.A.) with crystal white sand and turquoise waters of the Gulf of Mexico. There are two heated pools, barbeque areas, lighted pickleball and tennis courts, a fishing pier, a gym, and a sauna, all for your enjoyment.

A covered porch area features comfortable seating surrounding a low table, with a view of a heated pool. String lights create a soft illumination along the ceiling, while lush greenery surrounds the outdoor space, enhancing the tranquil atmosphere.

4.96 out of 5 average rating, 121 reviews

The Bradford Cottage/Heated Pool /Mins to Siesta

If you are looking for a cozy retreat in a safe and private neighborhood than look no further! From the minute you step inside this immaculate private residence you will feel right at home. With a beautiful open floor plan with plenty of room to spread out, natural light that pours in every room and a spacious back porch overlooking the heated pool this is the perfect place to unwind and relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota you are in the middle of it all!

4.92 out of 5 average rating, 294 reviews

❤ Villa & Garden in Downtown ~ 5 Min to Beaches

Our bright and contemporary Heart Villa offers the quintessential Sarasota downtown and beach experience. It is nestled among tropical trees in a charming cul-de-sac in historic Laurel Park – right in the heart of downtown with loads of restaurants, boutiques, and sights on offer. Several fantastic beaches are just 5-mins ride away! And the villa's private garden is the perfect place to enjoy alfresco dining! We’ve poured our hearts & souls into this villa, it's our family business.

4.76 out of 5 average rating, 126 reviews

The image presents a panoramic view of Siesta Key Beach, highlighting the soft, white sand and clear water. Beachgoers can be seen enjoying the sun, with umbrellas providing shade. Nearby, beachside vegetation and nearby buildings create a vibrant beachfront atmosphere.

Cottage in Sarasota

Siesta Key Cottages Crescent 1B Beach/Pool/Hot Tub

4 separate BRAND NEW inside (renovated 12/24) 2 bedroom/2 bath (+Queen Sofa Bed+ Chair/Bed) pool homes (Each sleeps 7) ONLY A 4 MINUTE WALK TO SIESTA KEY BEACH #1 in USA (no major streets to cross): First Class! 2 Heated Pools, 2 hot tubs,2 gyms, Smart TV’s in all rooms, fine linens, towels, bikes, beach equipment, private porch, grill, fire pit, outdoor shower, private parking: Great restaurants / nightlife in walking distance. Running/Walking: You have miles of beach to take in!

An outdoor space features a modern tabletop air hockey game and a classic skee-ball machine, inviting friendly competition. The area is surrounded by a lush green garden, with wooden fencing providing privacy, while natural light streams in through screened windows.

4.94 out of 5 average rating, 18 reviews

Warm, Luxury Oasis in Central Sarasota

Choose to stay at a home which has it all. Professionally designed and hosted by a 10-year SuperHost, this property offers incredible value. Superbly comfortable beds and linens, SUPER FAST internet, thoughtful furnishings, tons of activities & games, fully equipped for babies and toddler needs, extremely central location, large, high-end TVs, a jacuzzi, 2-person hammock, in-ground fire pit…. And fur babies welcome… you name it, this home has it. Welcome to Sarasota Paradise.

A spacious living area features a light gray sofa arranged around a dark coffee table, with a neutral area rug underneath. A flat-screen television is mounted on the wall, and large windows allow natural light to illuminate the space, creating a welcoming environment.

4.98 out of 5 average rating, 388 reviews

The Cottage at Central Park II

If you are looking for the perfect family home to cater to your every need, then look no further! With plenty of space to spread out, natural light that pours into every room, an expansive and private fenced in yard, screened-in porch and outfitted kitchen- this is the perfect place to entertain AND relax. Minutes from the #1 rated Siesta Key beach and downtown Sarasota in one of the areas most sought after neighborhoods you are in the middle of it all!

4.82 out of 5 average rating, 135 reviews

Two wooden beach chairs are placed under a large blue striped umbrella, with a cooler positioned between them. The serene turquoise waters and sandy beach create a relaxing coastal scene, with gentle waves lapping at the shore.

Home in Bradenton Beach

50 Steps to Beach Villa Hot Tub 1bd modern cottage

Luxury Beach Cottage w/ HOT TUB, Fire Pit & BBQ. 1 bed/1bath sleeps 4 This is your chance to enjoy a unique getaway on the nicest beach! Stay in our newly remodeled beach cottage. White sandy beach & turquoise water is literally 50 ft from the door. Everything you need for a delightful & relaxing day at the beach is included. Chairs, beach towels, umbrella,. Enjoy the convenience of this premium location across Gulf blvd to Beach.

4.96 out of 5 average rating, 107 reviews

Home in Siesta Key

Beachfront home with private access, walk to town!

Welcome to your own private getaway directly on Siesta Beach! Meticulous, updated unit with amazing location to the village and access to tow You will literally, walk out your door, down the steps, and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedroom 3 bathroom beachfront home with Gulf views that sleeps 8.

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What guests are saying

Sunshine Family Paradise With Heated Pool, Hot Tub

4.98 out of 5 average rating, 56 reviews2 weeks ago

We had a wonderfully relaxing and peaceful stay at Sammy's home. It was absolutely perfect for our family trip. The house is located in a quiet, lovely neighborhood, offering a great sense of privacy and calm. Everything was spotless and well-maintained, and the kitchen was fully stocked with everything we needed to prepare our meals comfortably. Sammy was an excellent host, super helpful and provided clear, detailed instructions that made everything easy from check-in to check-out. We truly enjoyed our stay and would highly recommend this place to anyone looking for a cozy, well-equipped home in a great location!

Home in Bradenton

What guests are saying

Five Beach Retreat * Best Value @ Shorewalk Resort

5 out of 5 average rating, 3 reviews1 month ago

this Airbnb was extremely well appointed with a full kitchen and everything and anything you could need! I’ve been to many Airbnb’s where I have to go out and buy toilet paper paper, products, wine, openers dishwasher soap, laundry soap, and that can add to the expense. This place had it all which I thought was very thoughtful by the owner.! The unit was extremely clean many condos. I’ve been and have very dirty floors, but not this one also very nicely decorated with a coastal style. The bed was very comfortable. I would most definitely recommend and stay here again myself. !

Apartment in Bradenton

What guests are saying

Slowtide Cottage on Siesta Key

4.91 out of 5 average rating, 11 reviews1 day ago

“Better than the Ritz” MAGICAL sunrises that are visible from just about anywhere on the property. Enjoyed peaceful evenings by the glistening water that surrounds. Enjoyed chatting with my 2 teenagers at the dining table on the screened in porch. My 14 year old son loved that he could fish all day and night. (Bait shop was only a 5 min drive) All 3 beds were luxuriously comfortable. Loved that each bedroom had its own bathroom tucked into it with luxury showers and tastefully simplistic design. The cottage is built with AUTHENTIC wood (cedar i think?) that adds to the feeling of being grounded in nature. Nice pool steps from the back door. Sunsets on the beach are an easy walk across the street. The “Our Place” toaster oven/air fryer works great. Cooking with a view is much more enjoyable! Wish I could live here and would love to return asap. Thank you Jack for your hospitality!!!

Home in Sarasota

What guests are saying

MAY SALE! 149/nt Sarasota BEACH, NEW Yard Pets OK!

4.87 out of 5 average rating, 83 reviews1 week ago

The space was very clean, well-maintained, it felt recently updated and matched the description and photos perfectly. Location was great being about 1 mile from beach parking. The bed was comfortable the kitchen was stocked with enough utensils and dishes. We had a comfortable and relaxing weekend away!

Vacation home in Nokomis

What guests are saying

Charming House / Great Location ~ with Heat Pool~

4.9 out of 5 average rating, 10 reviews3 weeks ago

we just spent a week at Ryan's place and it was amazing! the space was very clean and organized. this was one of the better equipped airbnb homes I have stayed in. the kitchen was well organized and had many convenient items most places do not have. there were beach chairs, sand toys, and even a wagon, which with having three kids was a blessing. the pool was amazing and maintained the temp of 88. I know some previous reviews discussed jet noise, as this is super close to SRQ but the jet noise was not an issue for us, and there were maybe 10 flights a day that we heard. Ryan was great at responding and providing instructions that were essential for our stay. we had a great time and my kids had the best time and are already asking when we can be back.

Home in Sarasota

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Popular amenities for Lakewood Ranch vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Lakewood Ranch's top sights

The Mall at University Town Center326 locals recommend

University Town Center52 locals recommend

Bonefish Grill30 locals recommend

Lucky Pelican23 locals recommend

Nancy's Bar-B-Q20 locals recommend

Main Street At Lakewood Ranch15 locals recommend

Private vacation rentals in Lakewood Ranch

4.93 out of 5 average rating, 27 reviews

A tranquil beach scene features clear turquoise waters with gentle waves lapping the shore. Several individuals are seen swimming and enjoying the water, while the sandy beach stretches under a blue sky dotted with soft clouds. Sparse greenery lines the beach in the background.

Home in Nokomis

Last minute May ,house 2 Mil beach .Pets welcome

A sandy path meanders through tall grasses and shrubs, leading towards the calm ocean waves. A clear blue sky stretches overhead, enhancing the natural coastal scenery. The pathway is bordered by wooden fencing, guiding visitors to the beach.

4.97 out of 5 average rating, 237 reviews

Your private retreat near Siesta Key Beach.

A serene seascape captures the horizon where the sun sets over calm waters. Clouds create a gradient of blues and yellows in the sky, reflecting upon the gentle waves. The coastline is visible in the foreground, enhancing the tranquil setting.

5 out of 5 average rating, 7 reviews

Centrally located beautiful home, be near it all!

4.99 out of 5 average rating, 145 reviews

My Peaceful place on the bay.

4.92 out of 5 average rating, 115 reviews

A private saltwater pool is featured within a serene setting, surrounded by lush greenery and a white fence. Comfortable lounge chairs are positioned nearby, and a large circular seating area with bright cushions provides additional relaxation space. The sunny atmosphere complements the tranquil environment.

Home in Siesta Key

Siesta Peace Retreat a private home rental

5 out of 5 average rating, 65 reviews

Home in Holmes Beach

Private Luxurious Ground Level Home

A spacious living area features a light-colored sectional sofa, accompanied by a large ceiling fan. A modern television is mounted on the wall above a sleek console. Floor-to-ceiling glass doors provide views of the outdoor seating area and surrounding greenery.

4.77 out of 5 average rating, 22 reviews

Chic Contemporary Resort Getaway

5 out of 5 average rating, 20 reviews

A charming entryway features double glass doors, framed by vibrant tropical plants. A welcoming doormat greets guests, while comfortable outdoor seating is arranged around a decorative table with glassware and a woven basket, creating an inviting space to relax.

Cottage in Holmes Beach

Orchid Villa by Beach Boutique Rentals

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Other great vacation rentals in Lakewood Ranch

A single-story house is framed by lush greenery and plants, with a well-kept lawn in the foreground. A driveway leads to a garage door, while a covered porch is visible with outdoor seating for relaxation.

5 out of 5 average rating, 4 reviews

Cottage by the Sea

5 out of 5 average rating, 16 reviews

Sunny Family Retreat Heated Pool

A screened-in pool area features a clear blue pool with a shallow entry. Sun loungers are positioned alongside the pool, and outdoor seating is arranged nearby. The space is bathed in natural light, creating an inviting atmosphere for relaxation.

4.81 out of 5 average rating, 36 reviews

[The Island Date Home]Heated Pool•Family Friendly•

4.99 out of 5 average rating, 83 reviews

A canopy of sprawling oak trees extends over a paved road, creating a natural tunnel. The tree branches are adorned with Spanish moss, and a white fence lines the pathway, enhancing the serene outdoor setting.

Camper/RV in Sarasota

HOME HOME ON THE RANCH. SARASOTA FL.

4.92 out of 5 average rating, 170 reviews

The exterior of a vibrant blue cottage is showcased, surrounded by tropical landscaping featuring palm trees and flowering bushes. Sun loungers are visible in the backyard, along with a large umbrella that provides shade for outdoor relaxation.

Cottage in Anna Maria

Blue Heron Cottage - Anna Maria Island

5 out of 5 average rating, 6 reviews

Luxury ~ Heated Pool ~ Games ~ near AMI, IMG, SRQ

4.72 out of 5 average rating, 58 reviews

Guesthouse in Bradenton

Roxy’s Village 1