Vacation rentals in Pine Level

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Top-rated vacation rentals in Pine Level

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Tiny home in Port Charlotte

5 out of 5 average rating, 6 reviews

A Slice of Paradise for a Fraction of the Price!

UP AND RUNNING AFTER HURRICANE! Luxury amenities are plentiful on your private 1/4 acre, dog friendly property. Hooked up to city water, cold air conditioning in all rooms, immediate demand hot water - like staying in a five star hotel minutes from the sand. A private, elegantly appointed master, two private loft bedrooms, sleeper sofa & cathedral 8-10' ceilings. Your exclusive adventure retreat has the use of free kayaks, beach chairs, 5G Wi-fi & Netflix, Prime, Paramount. A tropical paradise!

Guest favorite

Home in Sarasota

4.89 out of 5 average rating, 53 reviews

Lakefront Getaway in Sunny FL

Welcome to your lakeside retreat in sunny Florida! Our house offers stunning lake views and spacious, immaculate rooms. Just a short drive to Siesta Beach (#1 in the USA). The main house has 3 beautifully furnished bedrooms. The 4th bedroom in the separate guest house is included for groups of 10 guests; for smaller groups, it can be available for an extra fee. Relax by the large, clean pool in our private, gated property. Well-equipped kitchen, gazebo, grill, and family-friendly features await!

Guest favorite

Home in Sarasota

4.88 out of 5 average rating, 147 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.

Superhost

Home in Venice

4.78 out of 5 average rating, 9 reviews

Sunset Breeze Retreat

Welcome to your serene getaway in South Venice, FL! This cozy and spacious home is your perfect retreat, just minutes from breathtaking beaches and charming local shops and restaurants. Inside, unwind in comfort and style, with plenty of room to relax and enjoy quality time with loved ones. Embrace fun-filled evenings with a foosball table or savor the outdoors with a grill and beach supplies at your fingertips. Your dream vacation awaits in this inviting haven of relaxation and adventure.

Guest favorite

Condo in Sarasota

4.97 out of 5 average rating, 37 reviews

Siesta Key Village & Beach w pool & pet friendly

Location and value. No fighting traffic for hours to get to Siesta Key. Park the car and relax. The heart of Siesta Key village waits just outside the back door, and everything is within walking distance at this centrally located condo with a heated pool. The #1 voted beach in the USA and its powder soft sugar sand is an 7-minute walk. Paradise and serenity have been found. One of the few places that will allow your small dog to stay. Also one of the few you can rent for less than a week.

Guest favorite

Home in Sarasota

4.92 out of 5 average rating, 291 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.

Guest favorite

Cottage in Englewood

4.89 out of 5 average rating, 167 reviews

Good after Milton - Waterfall Pool! Beach! am

Great news! We've reopened after Milton! 3 Restaurants, stores, our beach access & Stumpy's Free Ride now open! In a prime Manasota Key location, our talented interior designer created this beach bungalow gem with 2 bedrooms and sofa sleeper, Smart Tv's & kitchen with dining set. Walk only 1 minute to our delightfully uncrowded beach! Swim Spa with waterfall & massage therapy jets in common area. free Kayaks. Quiet area. Login to your favorite streaming service with Smart TVs

Guest favorite

Home in Sarasota

4.88 out of 5 average rating, 8 reviews

Slowtide Cottage on Siesta Key

A high-end luxury cottage retreat on Siesta Key. No parties here -- the space was designed and outfitted for those who want a quiet place to relax. 2 bed 2 bath Cottage situated on the Intracoastal water of Siesta Key adjacent to the community pool, tiki bar, fishing dock, fishing pier and deeded private beach access. Meticulously remodeled former ww2 USAAF Barracks from the old SRQ Air Force Base. All new electrical, plumbing, lighting (Buster & Punch), Arhaus furniture.

Superhost

Home in Sarasota

4.86 out of 5 average rating, 7 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.

Guest favorite

Home in Sarasota

4.98 out of 5 average rating, 372 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!

Guest favorite

Home in Venice

5 out of 5 average rating, 15 reviews

New! Perfect Vacation Home w/pool

Enjoy this home that is fully renovated and designed for a perfect vacation. Hang out at the pool or head to the beach. Your family will be close to everything when you stay at this centrally-located place. 2.7 miles from the beach. 2 minute walk to Venetian Waterway Park trail. Close to Fox Lea Farms. Kitchen is fully stocked. Outdoor grill with utensils. Washer and dryer for your convenience. Beach towels, chairs and umbrella are provided.

Guest favorite

Home in Punta Gorda

5 out of 5 average rating, 10 reviews

Stunning! Luxury waterfront home

STUNNING!! LUXURY WATERFRONT HOME - HEATED POOL- Close to Harbor/Fish Village -PREMIER HOST reviews averaging 5.0 since 2018 on other site. -Modern, newly updated home with open layout allowing for enjoyment of the cool waterfront breezes. -Boat dock with very close Harbor access within 10 minutes. -Southern exposure, full sun, heated pool, and waterfront. Oversized pool extends along large portion of rear of home.