Holiday houses in Naples

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Top-rated holiday rentals in Naples

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

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Superhost

Rental unit in Bonita Springs

4.8 out of 5 average rating, 65 reviews

Entire Charming Rental@ Bonita Springs

NEW! Cozy Tuscany studio is the best beach escape rental nestled in Bonita Springs, FL. Located less than a mile away from the best white sandy beaches Spacious studio, plush Queen bed, dishes, pots, linens, smart TV, secured WIFI, hair dryer & organic toiletries. Located between Fort Myers& Naples. Includes beach chairs, umbrella and cart. Foldable bed for xtra guest. Walking distance to great restaurants, boat rentals to watch dolphins/manatees, shelling, sunset Go Golfing or fun night life.

Guest favourite

Home in Pelican

4.9 out of 5 average rating, 10 reviews

Desirable Destination Cape Coral

New heated salt water pool with plenty of privacy for your family and friends to enjoy summer all year. Oversized living room with gorgeous bar area that leads out to pool . The dining and kitchen area open making entertaining superb. The gorgeous beaches of Sanibel Island, Fort Myers and Captiva just a few miles away. Close to downtown and Marina's with Plenty of restaurants and outdoor activities. Visit Matlacha, drive to Naples, or stay local and admire the yachts at the Cape Marina!

Guest favourite

Home in Captiva

4.87 out of 5 average rating, 92 reviews

Ricks Retreat in Captiva Island Florida.

BIG NEWS: Captiva is back to life. My house will be ready to receive new guests as of January 28, 2023 with all new bedding, furniture, new kitchen and baths, freshly painted inside and out--tropical-nautical theme. This is a ground level home-extra clean and bright. Comes fully equippped with all linens, towels, flat-screens, Wi-fi, parking. Few minutes stroll down the shell lane to the beautiful beach with no roads to cross. Short walk to village shops, restaurants, galleries. Paradise!

Guest favourite

Home in Marco Island

4.94 out of 5 average rating, 17 reviews

STUNNING Canal Ranch Walk to the Tigertail Beach

NEW LISTING! Newly Remodeled 4 Bed, 2 Bath that sits in a very exclusive location less than 2 blocks from Tigertail Beach! Our vacation home offers an abundance of updated space! Plenty of outdoor entertaining within the large enclosed pool area. Enjoy the several "extras" to use during your stay including, bikes, beach chairs, coolers, and much more! You won't find a better value for your family and be able to walk to the beach! Please note: TV in every room set up for streaming ONLY

Superhost

Home in Naples Park

4.7 out of 5 average rating, 10 reviews

Paradise Point - 1 Mile to the Beach!

With 3 bedrooms, 2 full baths, and plenty of room indoors and out for enjoyment. The Master is cool and spacious, with a King size orthopedic bed, ample closet space, soft-toned coastal décor, and an adjacent bath with a shower/tub combo. Bedroom two features a Queen bed and traditional wicker furnishings, bedroom three has an inviting Twin/Full bunkbed great for the kids and the living room offers a cozy queen pull out sofa. Complimentary House Attendant on call during your stay!

Guest favourite

Home in North Fort Myers

5 out of 5 average rating, 11 reviews

Paradise Found

PARADISE FOUND, you can vacation right here at your own LAKE SIDE PARK! Stunning, peaceful & beautiful waterfront property with your own little island. Fish, bird watch or feed the turtles from your private dock or double arched bridge. Huge back yard for enjoyment & safety of children & pets. Your vacation home has a sunny disposition & soaring ceilings. First floor master suite with sliders to pool/lanai. Two story ceilings in livingroom & gorgeous staircase to guest suites.

Superhost

Home in Burnt Store

5 out of 5 average rating, 4 reviews

Pool/heater/luxury/Oasis/Ideal/families

Enjoy this stylish , and relaxing house centrally located . -Top location -Matlacha Seafood Restaurants -10 minutes from Sun Splash Family Waterpark -Siesta Key Beach -Fort Myers Beach you can enjoy restaurants with an amazing sunset views . -Sanibel Beach -Fantastic neighborhood -Private patio with own umbrella and the opportunity to enjoy a beautiful sunset accomplish with a glass of wine . -private entrance -private parking space -excluded garage

Superhost

Home in Naples

4.83 out of 5 average rating, 12 reviews

"Tropical Retreat"

YOUR PRIVATE PARADISE AWAITS! QUIET & SECLUDED GEM OFF THE BEATEN PATH, YET CLOSE TO EVERYTHING NAPLES HAS TO OFFER. Minutes to the Beach during the day and the Mercato Entertainment District at night. Great options for Golfing, Fishing, Dining and Shopping close by. This home is PERFECT for weekly & monthly visitors! Unwind and enjoy a true vacation atmosphere either off the grid, or plug in for a perfect remote work environment.

Superhost

Cottage in Fort Myers Beach

4.89 out of 5 average rating, 28 reviews

DEJA BLUE 1000 FT from Beach Great for Families

1000 ft from the beach No car needed!!!! Walk around town or Trolley Best location on beach Perfect vacation spot, beautiful sunsets Newly renovated Close to time square restaurants and shopping. Relax on landscaped palm tree front patio 3 New flat screen tv’s and Brand new stainless kitchen Beach chairs, umbrella and towels are ready to go to the beach Backyard with grill Let’s book and start your vacation!!!!!!!!!!!!!!!!!!!!!!

Guest favourite

Home in Naples Park

4.93 out of 5 average rating, 129 reviews

675 FantaSea | New Heated Resort Pool & Fire Pit

Spend the day outside morning, noon & night and live out your FantaSea vacation! Lounge on the deck or in the heated pool on the sun shelf. On a cool night sit by the fire and relax in the Adirondack chairs. Desirable designer interior with coastal decor has the comfort of home with the feel of the sea. We are just a few minutes away from white sandy beaches with beautiful sunsets, amazing restaurants and upscale shopping centers.

Guest favourite

Home in Naples Park

4.92 out of 5 average rating, 138 reviews

Last Minute Deals! Naples with large heated pool

Enjoy everything that Naples has to offer. Warm beaches, nightlife, restaurants and great shopping are all less than 1 mile away. This newly upgraded, gorgeous, 3.5 bedroom and 2 full bath private house with large heated pool will make your vacation dreams a reality. We have everything you will need for a relaxing getaway! All you need to bring are your clothes, family, friends and Fido if you wish.

Guest favourite

Home in Fort Myers Beach

4.95 out of 5 average rating, 124 reviews

Blue Lagoon w/ heated pool-2 min walk to beach

FMB Reg 19-1212 . Hurricane Ian caused damage to the island but the home is back fully operational as it was prior to the storm & beaches look great! Come be part of #FMBStrong! Check the Town of FMB or Chamber Websites for more info. No refunds outside our cancelation policy. TRAVEL INSURANCE IS HIGHLY RECOMMENDED FOR TRAVEL DISRUPTION.