Apartment holiday rentals in Charlotte County

#2) Bikes, Kayaks Sups, unmatched amenities & More

Welcome to Stump Pass Place! A perfect mix of comfort, nature and unmatched amenities. Just a 3 minute walk to our beautiful neighborhood beach or a just 4 minute walk to Stump Pass State Park at the end of our street. Here you can go to the beach, launch the water toys, and make some lifelong memories. Stump Pass State Park has one of the most beautiful pristine beaches in all of Florida! FREE Kayaks, Sups, beach cruiser bikes, beach chairs, umbrellas, boogie boards, coolers and so much more!

Wellen Park Golf and Country Club Sand Crane Condo

Calling all Florida lovers!! Want resort style living, championship golf and the comforts of home? Look no further than Sand Crane Condo. This brand new, relaxing, stylish and bright 1st floor (no steps) 2 bedroom 2 bath (King size bed & two twin XL beds) is located in Wellen Park Golf and Country Club. Walking distance from the amenities such as tennis, pickle and bocce ball and a stunning resort style pool and Tiki Bar and delicous restaurant. Beautiful beaches are only a short drive away.

Cozy Condo on the Course

This is a roomy 3 bedroom and 2 updated bathrooms unit located on the second floor (elevator access) in Heritage Landing Gated Community with golf course privileges. Amazing views of the nature preserve and the breathtaking sunsets are available from the screened lanai. Many great amenities from pickleball, weight room, aerobics room, spa, restaurant and 4 pools to access (one is right across the parking lot). You never have to leave to enjoy beautiful Florida weather and resort-style living!

Upscale Beachfront 1+BR,Kayaks,SUPs,Pets OK

Cozy/Private 1+ Bedroom Private Waterfront Suite (King and Sleep Sofa) with Kitchen and Full Bath with the Beach literally 20 Steps from your Front Door. 2nd BR/Bath option available for a small fee.This rental is in a quiet residential area, far away from restaurants/bars. This property is one of the few remaining "Old Florida" regions of the Gulf Coast of Florida, with subtropical rainforest surrounding, a hammock waiting for you on the beach, and a dock for fishing or boating 100 yds away.

Heritage Hideaway

Escape to this spacious, new build featuring an open-concept kitchen, 3 bedrooms, 2 bathrooms, and a large private patio. Enjoy full access to amazing amenities: a large pool, hot tub, fitness center, poolside restaurant with amazing food, and a relaxing spa with massages and a sauna. For outdoor fun, play pickleball, tennis, bocce ball, and even golf on the 18-hole course! This condo has everything you need for the perfect getaway! (Golf, spa, and poolside restaurant are additional cost)

Starfish 1A | On Manasota Key! | Dog Friendly

Stay in this freshly renovated 2-bedroom apartment with a pull-out sofa, just steps from the sunny shores of Manasota Key. Bright, beachy, and updated, this unit offers all the comforts of home and sleeps up to 6—perfect for families seeking a relaxed Gulf Coast getaway. Traveling with a larger group? We have 8 units on the same property, making it easy to book multiple units for family reunions, or retreats. And yes—we’re dog friendly, so your four-legged family members are welcome too!

Old Florida Charm near Beaches

Take it easy at this unique and tranquil getaway. Florida charm at its finest. Tropical garden setting in an historic home in your own private space. Walking distance to three restaurants including an original landmark restaurant, the Bean Depot. Fishing pier and boat ramp on the Myakka River to the gulf are also nearby. The house was originally owned by the Adams Family, makers of chewing gum ( chicklets and tea berry gum). Beautifully restored older home with lush tropical landscaping.

Golf Course Living at Its Best | 3BR Luxury Stay 8

Luxury meets location in this stunning 3BR/2.5 BA townhouse set directly on the golf course in Punta Gorda Isles. Step out your back door and you’re instantly on the fairway, with peaceful water views just beyond. Bright, open living spaces, modern finishes, and a fully equipped kitchen make it perfect for relaxing or entertaining. Each bedroom offers comfort and privacy. Just 1 mile from Fishermen’s Village, you’re minutes from dining, shopping, and waterfront activities

Walk to beach, pool, dock, restaurants, shopping

Manasota key 1-bedroom condo with balcony just 3 minutes from your private beach! Perfect for couples or solo travelers, featuring a comfy king bed, full kitchen, fast Wi-Fi, a refreshing pool, and onsite parking. Walk to the beach, local shops, dining, karaoke, & nightlife. Fish off the pier or reserve a dock slip. Ideal for those who sunbathe, shark teeth hunting, dolphin and manatee sightings, and watching sunsets. Book now, your perfect coastal getaway awaits!

Condo on the water

1 week min. Beautiful turn-key, fully furnished 1BR/1BA condo with sofa sleeper—wake up to stunning water views. Well-behaved pets are okay. Perfect for relaxation or adventure, sleeps 4. All utilities & amenities included, plus washer/dryer & dishwasher. Resort-style features: Olympic-sized heated pool, gym, pickleball, boat launch, picnic spots, gas grill, pier & gazebo. Low season Apr–Dec, High season Jan–Mar

Harbor Side Retreat

Welcome to your relaxing Florida retreat! This charming one-bedroom, one-bathroom private unit is perfect for solo travelers, couples, small families or remote workers looking to unwind near the coast. Located just minutes from Charlotte Harbor, Fishermen’s Village, and Sunseeker Resort, you’re in the heart of it all—yet tucked away on a quiet street for peaceful nights.

The Palms – 3BR Gulffront, Sand & Sunsets

Experience the beauty of Manasota Key from this spacious and newly updated 3-bedroom, 2.5-bath beachfront condo at The Palms. This corner unit sits on the first floor (just above covered parking), offering sweeping Gulf views, natural light throughout, and direct access to the beach, pool, and everything the island center has to offer — all within walking distance.