Holiday rentals with outdoor seating in Grove City

4.98 out of 5 average rating, 102 reviews

Villa in Englewood

Coastal Retreat Villa with pool • near beaches

🌴 Escape to your getaway in sunny Englewood, Florida! Whether you're a couple seeking romance, a solo adventurer, a business traveler, or a family with kids, our home is designed for comfort & relaxation. Nestled in a prime location, it's the ideal home base to anyone looking to unwind and explore. Indulge yourself in this executive cozy, built from the ground in 2018 & featuring 3 bedrooms, 2,5-bath house with a Large (seasonally) heated swimming Pool (heating $ included during colder months)

4.87 out of 5 average rating, 109 reviews

50 Shades of Fray !

Beachy Chic without going over board. Modern Stainless Steel Appliances with White Quartz Crystal counter tops with a pass through to Family Room. Perfect Cozy spot in Paradise for Vacations and a perfect Get away! Two bedrooms and a pull out couch. Newly Renovated home. Bright with natural light, A Happy and Healthy Place! Karaoke, Dancing, Food Drinks, Thrifty and Classy Shops. Yoga, Beach and Boating. Pet friendly. (hurricane Ian destroyed our fenced in backyard. will update when repaired.)

4.86 out of 5 average rating, 128 reviews

Cottage in Englewood

Free Kayaks/bikes/walk to beach/pet friendly #3

"Perfect for family / friends/pets, who want to escape the stress into paradise on Manasota Key. One block from beach. 1 bed 1 bath beach cottage 1st floor has great spaces, king size bed and aqueen sofa bed, full kitchen, private lanai, electric grill/ garage/laundry area/free bikes/kayaks/ that you can enjoy at the beach or the bay. Great restaurants/bars/trails and much more just walking distance from the house. Beach toy, chairs/umbrellas/snorkeling gear included. Just come relax and enjoy.

Guest suite in Port Charlotte

4.96 out of 5 average rating, 112 reviews

Garage to a Tiny House Studio Near Shopping Center

Experience comfort and style in this charming, pet-friendly space, perfect for short getaways. Enjoy the privacy of your own entrance, along with a full shower, cozy living room, dining area, and bedroom, all within one convenient layout. The fully fenced backyard, shared with other tenants, features a grill and fire pit—ideal for relaxing evenings outdoors. While the space includes a kitchenette, access to the main shared house may be available if you need a full kitchen or laundry facilities.

4.9 out of 5 average rating, 51 reviews

Home in Rotonda West

My Favorite Florida Gateway! Full kitchen too.

Relax with the whole family at this beautiful and peaceful place! This place created for 5 to 6 persons. The couch in the living room can fit 1 adult and one child. Master bedroom has beautiful king-size bed, 2 good size closets and full bathroom. The second room has very sturdy and comfortable 2 twin beds, a good size closet and a soft carpet in between. This house has big living room with huge couch for the 5th person to sleep and 6th small person. The full kitchen had good size pauntry.

4.91 out of 5 average rating, 76 reviews

Cozy 2 bedroom 2 full bath home with Hot tub/Spa

Cozy 2 bedroom 2 full bath home located in the waterfront community of Grove City in Englewood. Bright and airy with everything needed for a restful and relaxed vacation, also available for seasonal rental. Peace and serenity await you in this quiet undisturbed community. 8 minute to beaches, golf course, shopping and restaurants. Use of outdoor grill, outdoor fireplace, fishing poles, beach chairs, and cooler. Also close access to intercoastal water way, stump pass and Boca grande.

4.99 out of 5 average rating, 105 reviews

Green Bamboo - saltwater pool, great backyard.

Welcome to Green Bamboo, the charming and cozy vacation rental located in the beautiful Englewood, Florida! With its prime location, Green Bamboo is the perfect place to explore all that the area has to offer, from the most amazing beaches in the US to world-class golf courses and spectacular sunsets. Home is situated in a peaceful and gorgeous neighborhood. Just a short drive away (5 miles) you will find beautiful beaches, boat rentals and vibrant shopping and dining options.

4.92 out of 5 average rating, 134 reviews

Villa in Englewood

Unwind at Casa Blu: Sun, fun, pool, close to Beach

Welcome to Casa Blu, your cozy retreat in Florida's sun-kissed paradise. Close to restaurants, parks, and beaches, and Old Englewood. Just 7 miles to Englewood Beach. The stresses of daily life melts away with its single-floor layout, comfy bedrooms with private baths await. Enjoy fast WiFi, Smart TVs, and a fully equipped kitchen. Unwind on the screened lanai or take a dip in the private saltwater pool. Everything's covered, from beach gear to a pack 'n play.

Superhost

4.75 out of 5 average rating, 4 reviews

Heated Pool + Pet-Friendly + Arcade Games + Bikes

Welcome to the Flamingo House in sunny Englewood! This family-friendly retreat offers comfort and fun with 3 bedrooms, 2 bathrooms, and a private heated pool in a fully fenced backyard—perfect for pets and kids alike. Just 6 miles from Englewood Beach, it’s the ideal spot for sun, sand, and relaxation. Enjoy outdoor dining, lounge poolside, and make lasting memories in this cozy coastal escape. Your perfect Florida getaway starts here!

5 out of 5 average rating, 236 reviews

Flat in Englewood

The Oz Parlor 2.9 mi beach hot tub pool

The Oz Parlor apartment was originally the main house of this whimsical property. It has loads of charm It is a great place to relax and Just Bee... Please note I don’t have cable TV my TVs are wireless I have Netflix and Amazon prime. Located in the Historic District of Englewood a lovely walk to fine restaurants, Indian Mound Park on Lemon Bay and 2.9 miles to Englewood Beach.

4.93 out of 5 average rating, 106 reviews

Cottage in Englewood

Bamboo Cottage, minutes to beach, no guest fee!

We pay Airbnb's Guest Fee. Save on Weekly and Monthly Stays! Discount automatically applies :). Welcome to The Bamboo Cottage! A peaceful and private 1940's Old Florida farmhouse tucked away in Englewood's Historical District. Centrally located within walking distance to Dearborn Street & Lemon Bay, and just miles to the beautiful beaches of Manasota Key!