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Pet Friendly Vacation Rentals in Naples

(123 rentals)
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your Happy Place that checks all the boxes! Three bedroom, 2 bathroom “Coach House” in the North Naples Gated Community of Carlton Lakes - the Best Spot in Naples! It is one of the few areas in Naples that allow tenants to have UP TO TWO PETS ANY SIZE! We have TWO OTHER nearly...

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Featured review

"We loved the home and location"

I stayed at this location with my wife in December for 3.5 weeks and we miss it already, great location and pet friendly. Super friendly neighbors and a safe gated community. Walking distance to Seed To...

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$189
avg per night
Naples House
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

One of a kind 2300 sq. ft pool home. Walk or ride to the beach. Free Delnor-Wiggins beach parking pass. New over-sized swimming pool and travertine stone pool deck. Property has Southern exposure, and is completely enclosed on all sides. Upscale everything: large screen TVs in living room and bedrooms,...

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Featured review

"Relaxing"

Everything was really clean comfortable. Pool was great and kept nicely warm. Kitchen had everything you could need The only down side was outdoor furniture needed adaquate cushions it was really uncomfortable

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$459
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Prepare to be inspired by this impeccably designed, professionally decorated, and meticulously landscaped ranch-style residence, ideally positioned along the 14th fairway in the prestigious Esplanade Golf & Country Club of Naples. Overlooking serene lake views, this home offers the perfect blend of...

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$566
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

PROPERTY IS BOOKED NOW through November 1, 2025 & DECEMBER 31, 2025 - APRIL 15, 2026 - All other dates are availableRelax and enjoy some time on the lanai overlooking the pristine lake. Custom lighting throughout. On-site property management: indoor & outdoor basketball/pickle-ball courts,...

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$136
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Modern open concept 3 Bed, 2 baths, one car garage first floor unit located in the Vineyards community, this property features updated kitchen with island, quartz countertops and new appliances. New luxury vinyl flooring throughout the home ). , nest thermostat.The Lalique pool and clubhouse are a few...

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$163
avg per night

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Naples Villa
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 8 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful seasonal rental including all new appliances located in lovely Quail Creek Village within an enchanting-gated community with the Country Club Lifestyle feel. An elegant escape with access to endless entertainment and a Golfer's Haven! Located on a cul-de-sac within easy to a small guest...

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$247
avg per night
Naples Mobile home
Sleeps 2, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner

About this property

Beautifully remodeled and furnished lives like a ranch home huge deck with very private setting that may be available December one completely furnished and ready for occupancy.. pet friendly and allowed..close to beaches, shopping, medical, and Southwest Floridas international Airport

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$130
avg per night
Naples House
Sleeps 12, 6 bedrooms, 5 bathrooms

Distance to beach: 2 miles to Lowdermilk park

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

6-bedroom vacation home just 3 minutes to Naples Beach with 3 king ensuites.In the heart of Naples' charming neighborhood lies this beautiful 6-bedroom vacation house. Imagine yourself relaxing by the heated private pool, soaking up the sun and enjoying the refreshing breeze. With free WiFi,...

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$285
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pet friendly
  • WiFi

About this property

Stunning contemporary home on the beach with breaktaking views of the Gulf of Mexico throughout the home. Four bedroom, four bath home is bathed in sunlight and offers "front row" beach and Gulf views from many vantage points, with incredible sights and sounds of the Gulf. The home has in...

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$2,000
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 3 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your Happy Place that checks all the boxes! Three bedroom, 2 bathroom “Coach House” in the North Naples Gated Community of Carlton Lakes. It is one of the few areas in Naples that allow tenants to have up to two pets of any size! We have two other nearly identical properties!...

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Featured review

"Great Place, Great Location"

We stayed here for 3 weeks. The condo was as described. Everything we needed was there and the house was clean. The complex has a great club house, work out facility and large pool and hot tub. The...

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$179
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

This singly family home blends coastal living with resort-style amenities. It has polished travertine flooring and an open, sun-filled layout. The home features its own screened in heated pool, hot tub, and outdoor grilling area. The three bedrooms are located upstairs. Located in the gated community...

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$216
avg per night
Naples House
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Rentals by owner
  • WiFi

About this property

Hello! Welcome to your Happy Place. We know you will love it here and make some fantastic memories to take home with you. We are 5 blocks from Vanderbilt Beach and just minutes from Delnor-Wiggins State Park. This is a Dog-friendly home.The outside patio is completely screened and is perfect for...

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Featured review

"Happy place"

It was really acute house. Clean and located in a mazing area by everything.If we plan on going back to Glorida we would rent again and it’s dog friendly.

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$206
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Imperial country club is an upscale gated community near all amenities This newly remodeled condo is spacious and comfortable It overlooks a lake and the fifth hole of the golf course A pool and tennis courts are a 2 minute walk This terrific condo is available year round or seasonal

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$78
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 4 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

***KEY FEATURES*** 3 Bedroom - 1 King, 1 Queen, 1 full w/ 2 twin mattresses 2 Bathrooms - with shampoo, conditioner and body wash Large Connect 4 game Outdoor Dining area located in lanai Smart TVs Washer/Dryer on premises Private Heated pool with safety fence provided Private Hot tub***CUSTOMER...

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Featured review

"Amazing property !"

This house was clean and located perfectly near all the beaches , shopping and restaurants! The back yard was paradise with a pool , jacuzzi and lanai with TV ! We can’t wait to go back !

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$420
avg per night
Naples Condo
Sleeps 6, 0 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Remodel 2-bedroom 2 baths lake front condo. Small dogs are welcome. Golf course, restaurant and Pro shop short distance from Condo. Spacious master suite offers Walkin shower, TV, Queen bed and sliding door to Lania. Guest bedroom has a tumble bed and queen bed, Tv With the second bath right outside...

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$259
avg per night
Naples Condo
Sleeps 5, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • WiFi

About this property

Turnkey, 3 bedroom, 2 bath condo. It is located in the heart of Naples within a 15 minute drive to Mercato, 15 minutes to Fifth Avenue and 10 minutes to the beach. The Fairways at Emerald Greens is a quiet, friendly community with tennis courts, pickleball courts, a heated pool, hot tub and clubhouse....

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$195
avg per night
Naples House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

FEBRUARY OFFER: BOOK 6 NIGHTS-GET ONE FREE NIGHT. No expense was spared in the renovation, featuring elegant Travertine stone and marble flooring, captivating tray ceilings, and a welcoming country-contemporary indoor dining room. Each bedroom offers restful sleep on memory foam & pillow top mattresses,...

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$364
avg per night
Naples Villa
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Lake Views, Pickleball, and a Lanai You’ll Never Want to Leave – New Naples Vacation HomeWelcome to Your Next Favorite Vacation Spot! Picture this: You, sipping coffee on a breezy lanai, gazing over a peaceful lake and nature preserve—while mentally preparing to dominate at pickleball...

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Featured review

"Beyond Perfection ️"

Alexzandra’s home is simply wonderful. She is amazing at responding immediately and able to answer any questions. Her home is warm, comfortable, and close to everything Naples and the surrounding area...

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$145
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 4 miles to Delano Wiggins Park

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

We also have TWO virtually identical units that are EXTREMELY PET FRIENDLY at a neighboring gated community with loads of amenities where we can allow up to TWO PETS ANY SIZE! Please call us at two, three, nine, five, nine, five, nine, one, six, zero.Welcome to your Happy Place that checks all...

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Featured review

"Diamond of a location"

We rented this property from May till October. It has a great location and close to everything!! Grocery stores, Walmart, Sam’s Club. Great places to grab breakfast, lunch and dinner. Downtown Naples...

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$162
avg per night
Naples House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

New and Renovated home with all new furniture 2 large living rooms TV and Internet 4 bedrooms with 6 beds A huge swimming pool and outdoor furniture Full kitchen Laundry Garage for vehicle parking Clubhouse close with a swimming pool, hot tub, and fitness center Close to Dunkin Donuts,...

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$450
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Available annually, seasonally, weekly and monthly.Annual and Monthly (outside of peak season) - $ 2000 per month including utilities.Seasonal prices Jan - April range from $4500 - 5500 per monthIt’s gorgeous! Furniture all brand new!Take a look at this fully furnished, fantastic...

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Featured review

"Perfect snowbird escape condo"

Rented this condo for 2 months, Jan and Feb 2024, and enjoyed very much our first time in Naples as snowbirds from NY. The view from the screened in lanai is over the heated pool to the 10th green of the...

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$173
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Vanderbilt Beach/ Delano Wiggins State Park

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your Happy Place that checks all the boxes! Three bedroom, 2 bathroom “Coach House” in the North Naples Gated Community of Carlton Lakes. It is one of the very few communities in Naples that allow tenants to have up to two pets of any size! It is also the perfect location to enjoy...

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$201
avg per night
Naples House
Sleeps 3, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Pool
  • Rentals by owner
  • WiFi

About this property

One Bedroom, one Bath, Laundry, Kitchen Seating in Garden Facing Lake Parking for 2 vehicles Includes all utilities and WiFi Club House - Two Pools - Tennis - Pickle Ball Courts Horse Shoes, Shuffle Board

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$90
avg per night
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