Vacation Rentals & Apartments in Naples

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12,757 apartments

Cottage on Treasure Island in the Gulf of Mexico

Treasure Island cottage

1 bedroom / 1 bathroom / sleeps 4

Match: $101 Stereo system Sea view Pets allowed

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Price per night from

$92

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Responds fast! avg. 2 hours 30 minutes

3 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$144

Lucky Me ! A Waterfont Retreat

Little Gasparilla Island house

3 bedrooms / 3 bathrooms / sleeps 8

3 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$287

Dog-friendly, waterfront condo w/ private hot tub & furnished balcony

Cortez house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 20 minutes

3 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$205

Coconut Hideaway: Gulf-Front Dream House!

Little Gasparilla Island villa

3 bedrooms / 3 bathrooms / sleeps 6

“The island get away that so many resorts promise you...but this” I've been here a few different times, and I'm always sad to leave. It is the island get away that so many resorts promise you...but this is the real thing! The beach is very secluded, and the people you do meet are very friendly. And you don't sacrifice comfort at all...the house is gorgeous and is the perfect place to relax in a hammock on the porch after a day in the sun. Pack light as there's not much you need to bring other than your swimwear and groceries! Sometimes vacations seem to add more stress-not here! Would highly recommend this to anyone who wants to really relax..great for families or a romantic getaway.

3 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$430

The Sanctuary On The Water - Naples

Naples house

4 bedrooms / 2 bathrooms / sleeps 15

3 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$310

Resort HOme Siesta Bay 2/2

Fort Myers Beach house

2 bedrooms / 2 bathrooms / sleeps 6

2 of 3 match: Sea view, Stereo system, Pets allowed

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Price per night from

$90

Beachy studio w/ a well-equipped kitchenette - just steps from the beach!

Madeira Beach studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 21 minutes

2 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$69

Newly refreshed beach studio w/ocean views & close to the beach!

Madeira Beach studio

Studio / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 21 minutes

2 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$69

Recently updated, beachside apartment w/ a full kitchen - steps to the beach!

Madeira Beach hotel apartment

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 19 minutes

2 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$100

Three bedroom house directly on beach with gulf vi

Siesta Key house

3 bedrooms / 4 bathrooms / sleeps 7

3 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$344

Coquina Beachfront Haven by BeachhouseFL - Last Minute Discounts! Beachfront

Indian Rocks Beach house

5 bedrooms / 4 bathrooms / sleeps 12

3 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$457

Beach Front Home. Panoramic sunsets. Unrivaled seclusion!

Little Gasparilla Island house

4 bedrooms / 3 bathrooms / sleeps 8

3 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$321

Responds fast! avg. 3 hours 11 minutes

3 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$401

LAST MINUTE SPECIALS! BEACH FRONT HOME - Private & Perfect, Paradise Awaits!

North Captiva Island house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 35 minutes

3 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$687

Beach House on Anna Maria Island-Rental Openings

Holmes Beach villa

3 bedrooms / 3 bathrooms / sleeps 6

3 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$229

One Of The Last One Story Beach Houses

Indian Shores house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 52 minutes

3 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$166

Quiet Family Lido Beach Condo (Lido Key)

Sarasota house

2 bedrooms / 2 bathrooms / sleeps 5

2 of 3 match: Pets allowed, Stereo system, Sea view

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Price per night from

$82

Free kayaks & bikes, 150 steps or the beach, 2/2 single private home

Manasota Key house

2 bedrooms / 3 bathrooms / sleeps 6

3 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$172

SUNSET BEACH HOUSE

Treasure Island house

3 bedrooms / 3 bathrooms / sleeps 6

“Christmas vacation” The house is beautiful , location is perfect. Quiet beach, lots of dolphins. The home owners were very accommodating. Bedrooms were spacious and beds were very comfortable. The House was stocked with everything you need, including wagon, beach chairs and lots of towels. Quiet neighborhood, very little traffic. I can’t think of any negatives!

3 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$242

2 bedroom 2 bathroom on the sand Gulf Front

Redington Shores house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 46 minutes

3 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$165

Blue Heron Cottage

Indian Rocks Beach cottage

2 bedrooms / 1 bathroom / sleeps 6

“Wouldn't stay anywhere else on Gulf Blvd.” My family has stayed at Blue Heron Cottages many times. What keeps us coming back is the fact they are sooo pet friendly. Our dogs are part of the family and are always welcome at Blue Heron. Cindy is just the best and after one stay she felt like an old friend. It is the perfect location on Gulf Blvd. close to Clearwater as well as St.Pete. Plus easy access to Tampa. Also the heated pool is the best ever. Can't wait for our next get away. Soon I hope !!!

3 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$149

Pet Friendly on Longboat Key

Longboat Key apartment

2 bedrooms / 1 bathroom / sleeps 6

“What a Find!!!” This is a one of the best locations on Longboat. We visit Longboat every year to see my father. We were able to find this condo out from just a simple google search. The condo was very clean. We loved the decorations and the full kitchen. We will return!!!

3 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$138

55+ Community with pool and club house

Longboat Key villa

2 bedrooms / 2 bathrooms / sleeps 6

2 of 3 match: Sea view, Stereo system, Pets allowed

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Price per night from

$81

New Listing! Hidden paradise 2 blks from water, ez parking, great location.

Clearwater cottage

1 bedroom / 1 bathroom / sleeps 4

2 of 3 match: Sea view, Stereo system, Pets allowed

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Price per night from

$69

Affordable Anna Maria Vacation - close to everything

Holmes Beach house

1 bedroom / 2 bathrooms / sleeps 6

Responds fast! avg. 40 minutes

2 of 3 match: Sea view, Stereo system, Pets allowed

2 of 3 filters match

Price per night from

$92

3 of 3 match: Stereo system, Sea view, Pets allowed

3 of 3 filters match

Price per night from

$181

Seashell Resort

Redington Beach manor house

5 bedrooms / 4 bathrooms / sleeps 13

3 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$1,145

Oceanfront Naples Private Island, Paradise Found.

Naples house

3 bedrooms / 3 bathrooms / sleeps 9

“Great home in a great place” Mike met us at the dock at 3pm, as requested, and took us on a nice 45 minute boat ride to the house on Keewaydin. Very peaceful spot. We met Espen, the owner, at the house and he gave us the grand tour. The house had everything anyone could want. All the amenities, plus the view and sound of the gulf. We loved the house and the island. The remote location is just what we wanted. Great fishing, great beach (with nobody else on it, I might add). Our only regret is that we couldn't stay longer!

3 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$573

*DECEMBER SPECIAL* BEAUTIFUL 3BR 2BA, HEATED POOL, PET FRIENDLY, VERY PRIVATE

Englewood house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 44 minutes

3 of 3 match: Stereo system, Sea view, Pets allowed

3 of 3 filters match

Price per night from

$138

Large Island Home w/ Heated Pool Private Beach Access & Tropical Beach Bar/Grill

North Captiva Island house

4 bedrooms / 3 bathrooms / sleeps 11

Responds fast! avg. 35 minutes

3 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$745

Luxury House 50 yds from beach! Pool, spa, outdoor games area, bikes and kayaks

North Captiva Island house

3 bedrooms / 3 bathrooms / sleeps 10

“Beautiful, peaceful, relaxing!” We spent one week at the Compass Rose. The house is beautiful, and has an amazing view, close to the beach. Everything you need is available. Sherman was available, and helpful. Highly recommend for a relaxing getaway!.. Golf carts are fun, saw big turtles, lots of dolphins, great fishing trip with boats n fun.. Eric was an awesome Captain. Loved dinner at The Boathouse. Take advantage of Sandie's grocery shopping!

3 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$489

Gorgeous BEACH Ranch just STEPS from the Gulf of Mexico BEACHES, Heated POOL!!!

Bradenton Beach house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 6 minutes

3 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$228

Gulf Front Home on Palm Island, FL. Gorgeous Sunsets, Pet Friendly, No Crowds!!!

Don Pedro Island townhouse

2 bedrooms / 3 bathrooms / sleeps 6

3 of 3 match: Stereo system, Sea view, Pets allowed

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Price per night from

$229

Ocean View 3 bedroom, pool, North Shore Drive

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

“Amazing Oceanview Pool Home and Perfect Location On Anna Maria Island” Let me first say that Mark (the home owner) exceeded any and all expectations for our 15th wedding Anniversary! We booked last minute and when we wanted to stay an additional day Mark rescheduled planned maintenance in order to accommodate us. When we arrived there were fresh flowers, wine, cookies, music and a Anniversary Cake for us! The Beautiful ocean view pool home is in a perfect location on Anna Maria Island and equipped with everything you will need: floats for the pool, anything you would need to take to beach across the street, bikes to explore the island, a large kitchen stocked with everything you need to cook, very comfortable beds and spacious rooms, fresh orchids throughout the home, library of DVD's and books, and I could just keep going...make sure you take the bikes and explore - go to the Museum, to bean point, have fresh grouper sandwich at the Rod and Reel Pier, ride down to Two Scoops for an ice cream and take a walk on the City Pier, on Fridays at 12:30 you can pick up amazing fresh bread at Olive Oil Outpost with some other goodies, go have a custom snack at the Donut Experiment, A drink at the Sandbar Rest., Lunch or Dinner at the Waterfront is amazing, and more all a short bike ride away. All my wife and I can say is what a wonderful week and we will be back for sure!

Responds fast! avg. 7 minutes

3 of 3 match: Stereo system, Sea view, Pets allowed

3 of 3 filters match

Price per night from

$111

Aloha Baby- 5 Bedroom Luxury Pool Home !

Captiva Island house

5 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 3 hours 20 minutes

3 of 3 match: Stereo system, Sea view, Pets allowed

3 of 3 filters match

Price per night from

$1,013

Villa Glenn

Lehigh Acres bungalow

3 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 13 minutes

2 of 3 match: Sea view, Stereo system, Pets allowed

2 of 3 filters match

Price per night from

$92

Lakefront, Golf view, Heated pool

Rotonda West house

2 bedrooms / 2 bathrooms / sleeps 5

2 of 3 match: Sea view, Stereo system, Pets allowed

2 of 3 filters match

Price per night from

$100

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