Holiday rentals in Caloosahatchee River

4.99 out of 5 average rating, 249 reviews

A spacious room features a king-sized bed with a light quilt, flanked by bedside tables with decorative lamps. A wall-mounted television is positioned over a mini-fridge. Two bar stools are placed at a small table, complemented by wooden flooring and soft wall decor.

Farm stay in Fort Myers

Private farmhouse stay at Dim Jandy Ranch.

Take it easy at this unique and tranquil getaway. A beautifully appointed bed and bath in a separate building from the house. We have goats, donkeys and chickens and a Highland cow, all super friendly. Sit and relax on your private, beautiful lanai or any of our farm tables placed around the property. Join us as we feed the animals. Or even join in one of our Goat Yoga classes! We're easily located close to I-75, airports, shopping, beaches, downtown. Perfect for couples or solo travelers.

LocationFamilyAccess

The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.

4.99 out of 5 average rating, 254 reviews

LUX Villa w/ Private Salt Water Pool, Lanai, Canal

Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!

ValueFamilyBiking

A single-story house with a stone façade is set amidst green landscaping, featuring palm trees and a well-maintained lawn. A paved driveway leads to a two-car garage, while a mailbox is visible at the front, framed by a low stone wall.

4.93 out of 5 average rating, 29 reviews

Paradise Retreat Home

If you are looking for a family retreat, this is the best place for you! The pool and patio gives you plenty of space to play or relax. The outdoor kitchen gives you the opportunity to grill on the Bull 38' in propane gas grill. This home is fully equipped to make your family stay stress-free. Note: We love animals, but we do not have the space that they deserve; there will be a $350 fine for any pets brought in. As of April 2024, pool temperature will be set to 80 degrees all year round.

FamilyLocationNearby

4.98 out of 5 average rating, 85 reviews

Heated Pool + Hot Tub |3BR | Large Pool|Sleeps 10

•Prime Location: Just minutes from Sanibel & Captiva Islands • 10-minute walk to movie theaters, shops, and restaurants • 8 min to Fort Myers • 10 min to Cape Coral Water Park • 25 min to the airport • Perfect for families & remote work • 5 Smart TVs • Fast Wi-Fi • Family-friendly amenities & games • Fully equipped kitchen • Washer & dryer • Sofa bed • Beach towels & bathrobes • Outdoor living: • BBQ grill • Outdoor dining area • FREE onsite parking • Easy self check-in

LocationFamilyIndoor spaces

5 out of 5 average rating, 16 reviews

Villa510~3 En-Suites~Gulf Access, Heated spa~pool

Villa510 is a newly built waterfront retreat ideal for extended stays in Cape Coral. Enjoy peaceful salt canal water views and manatees from the lanai, then relax in your private heated pool and spa—perfect year-round. The outdoor kitchen and lanai create an easy, comfortable daily routine. Inside offers three private en-suite bedrooms, a den with optional airbed, open living space, and TVs in every room. Close to shopping, dining, and beaches—perfect for snowbirds seeking comfort and ease.

LocationFamilyBathroom

Guest favourite

A screened-in outdoor pool area features a curvy pool surrounded by a sunbathing deck. Poolside seating can be seen, while steps lead into the water. Clear blue skies and lush greenery provide a bright and open atmosphere.

4.99 out of 5 average rating, 93 reviews

We Got You! Loaded home w/ Heated Pool & Large Yar

Whatever the reason for your visit, the pool and large yard gives you plenty of space to play and relax! Got a little work to do? No problem. There are two office areas. We made your stay effortless with our fully equipped home in beautiful Southwest Florida! Your pup and kids can have a huge outdoor space along with a brand new bunk room that sleeps up to 6. We do welcome non-shedding dogs for a fee. This home is directly managed. Please note: work crews must be pre-approved.

LocationFamilySleep quality

Superhost

Home in Alva

5 out of 5 average rating, 4 reviews

Waterfront Farm Estate • Pool, Theater, Kayaks

Legacy Alva | Luxury Waterfront Estate | Kayaks, Otters, Pool, Firepit & Outdoor Theater Welcome to your private waterfront estate, where refined luxury interiors meet 1,000 feet of untouched riverfront. Every room has been thoughtfully designed with a high-end, curated aesthetic, creating a space that feels both elevated and deeply relaxing. By day, immerse yourself in nature and water: Launch your boat with ease on your private ramp and explore the river at your own pace

FamilyOutdoor spacesCondition

5 out of 5 average rating, 22 reviews

Home in LaBelle

Countryside Luxury Villa with Pool, Bbq

Enjoy with the entire family at this gorgeous, luxurious & modern lodge in La Belle, with Pool, BBQ area, firepit, a picnic area, a canal perfect for fishing and a basketball court, this amazing home welcomes up to 10 guests as it has 5 bedrooms and 5 full bathrooms. It's peaceful and at the same time perfect for family gatherings, celebrations and events. Near by The Labelle Brewing Co. and The Launch at LaBelle Yacht Club. Live the countryside experience with style!!

LocationValueTV

An expansive open kitchen and dining area showcases sleek white cabinetry and a large kitchen island. Wooden barstools provide seating at the island, while contemporary lighting fixtures hang above. Large windows enhance the airy atmosphere, revealing a modern living space in the background.

4.99 out of 5 average rating, 100 reviews

Modern City Loft in Downtown River District

Welcome to Gun-Loft, a custom-designed modern sanctuary in the Downtown River District. This expansive 3500 square foot city loft is tailored for those seeking to embrace the cosmopolitan lifestyle, with the perfect blend of urban luxury and cultural richness. Whether it's a leisurely stroll to the Edison Ford Home, an exciting night out, or a culinary adventure in the restaurants nearby, Gun-Loft offers an unparalleled experience in the city's most coveted location.

ValueLocationGetting around

5 out of 5 average rating, 55 reviews

Caloosahatchee Hideaway II-Waterfront Retreat

Relax with the whole family at the Waterfront Caloosahatchee Hideaway II ! This CHARMING Farmhouse HOME away from HOME is a 2 Bedroom, 2 Full bathroom, duplex that sleeps 6! Close to Babcock Ranch, Grace River Island Resort, Spring Training Facilities. This home is fully stocked from the kitchen to the linens. The evening sunsets don’t disappoint! We provide fishing poles, paddleboards and kayaks for the adventurous folks. Plenty of blankets, pillows and bedding.

LocationFamilyParking

4.96 out of 5 average rating, 26 reviews

Home in North Fort Myers

Secret Hideaway North Fort Myers

8 minutes to Historic Downtown Fort Myers. Alan Vallejera offers an exquisite luxury home, nestled in lush tropical settings. Ours Property is adult-only with a minimum age requirement of 25. Carefully curated to provide an unparalleled experience of comfort and elegance, surrounded by natures beauty and luxurious amenities designed to make your stay unforgettable. This rental is the perfect setting for a romantic vacation or relaxing staycation!

LocationValueCleanliness