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Naples Vacation Rentals

(505 rentals)
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

AVAILABLE FOR : APRIL, MAY of 2026Welcome to Naples' Forest Lakes community! This cozy ground floor level condo is located in a 2-story condo building with swimming pool/club house and 2 tennis court access for our condo residence/guests. This two bedroom and two bathroom condo sleeps four people....

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Featured review

"Beautiful Condo"

A beautiful apartment with everything you need for an enjoyable holiday in beautiful Naples. Very close to supermarkets, shops and restaurants. Also Agnes has a provided a-good manual on places to visit...

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$117
avg per night
Naples House
Sleeps 9, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Naples beach retreat will put a smile on adults and children! Located ONE MILE to Vanderbilt beach this newly updated home has a brand new kitchen fully stocked for any cook to enjoy with brand new appliances and wine fridge. Children of all ages will be delighted with the game room with Pac Man arcade...

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Featured review

"Lovely house"

This is a lovely house. Very spacious, great kitchen, fun games room. Beautifully laid out garden with heated pool and spa, barbecue and pizza oven and plenty chairs , loungers etc.. A really good supply...

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$400
avg per night
Naples House
Sleeps 8, 4 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Single family home located in the desirable 500 block, with heated pool, fully fenced backyard for your privacy, garage and walking distance to Vanderbilt Beach & Delnor Wiggins State Park & Beach. A TOTAL REMODEL OF THIS HOME HAS JUST BEEN COMPLETED - (all floors, kitchen, baths, doors, closet...

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Featured review

"We really enjoyed our stay at Last Mango!!!"

We absolutely loved the house, the pool, the bikes, and the location. There was plenty of room for the four of us and the pool was heated just right. We were close to the beach, shopping, and dining. Ellie...

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$405
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

This condo is available for lease for 2025/2026 winter season. Hurry, this unit will not last long!!! Contact owner and book this beautiful place for your winter stay! Life is good on "Paradise Coast" home to some of the healthiest, happiest and most relaxed people in the nation. The bay...

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$170
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2.5 bathrooms
1 review

Distance to beach: 5 miles to Naples Downtown and Pier

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Escape to paradise in our luxurious vacation home! Located just 5 miles from downtown and Naples beaches, our vacation home offers the perfect blend of convenience and tranquility.Enjoy breathtaking lake views right from the comfort of your own private oasis. Our lake view with its fountain adds an...

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Featured review

"Magnificent! What a lovely home."

Located in a gated community, this home was more than we had imagined. The home has very spacious rooms. The kitchen had every necessity covered. The master bath is luxurious with a walk in shower, large...

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$219
avg per night

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Naples Villa
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

Our beautiful home in Naples Florida on Airport Rd between Pine Ridge and Orange Blossom just south of the Ritz Carlton in prestigious wonderful Walden Oaks, a prime location overlooking the lake. It is 2000 sq ft of air conditioned luxury. Discount for 30-90 day booking call us or email use for special...

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Featured review

"Great Villa"

It is my pleasure to write a review because it is all positive. This villa has recently been beautifully decorated and renovated. It is located in a pleasant neighborhood that is easily walkable. There...

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$133
avg per night
Naples House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

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

About this property

FAMILY REUNION TIME!!!!! HUGE POOL & WALKING DISTANCE TO VANDERBILT BEACH!!!!!! HAVING A FAMILY REUNION IN SUNNY NAPLES THEN OUR HOME IS THE PERFECT VACATION GET AWAY !!! SHORT TERM, LONG TERM,VACATION,SEASONAL, ANNUAL,CORPORATE RENTAL 5 STAR SPACIOUS HOMESPRING AND SUMMER CHECK OUT SPECIAL...

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$288
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 2 miles to Fifth Avenue Beach

Key Amenities

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

About this property

This oversized condo is like no other. Completely remodeled with lots of customized features. Beautiful whitewash wood floors, beautiful white gray and blue palette makes this condo feel light and peaceful. A complete new kitchen with white quartz and lacquer cabinets makes cooking a joy. The 12’...

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Featured review

"Home away from home"

The condo was in great shape, recently updated. The owner Alina, was very accomodating. anything we needed she acted quickly and was great to deal with. we loved it so much we are coming back in 2024...

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$669
avg per night
Naples Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Solterra Vacation Rental, a contemporary condo nestled in the picturesque Lely Resort. Prepare to indulge in the opulent amenities of this community, which includes a dazzling pool and inviting hot tub, promising a refreshing and rejuvenating experience. Boasting 3 bedrooms and 2 bathrooms,...

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Featured review

"Okay!"

Nice place! Had beautiful weather. Enjoyed our time. The pool was clean. The house was up to date and welcoming.

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$375
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 0.8 miles to Vanderbilt Beach

Key Amenities

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

About this property

Sea Coast Living!look no further. Between the lovely coastal décor and the open floor concept, you have found a beautifully renovated home that is perfect for any length of stay here in Naples, FL You will immediately feel the SEA COAST LIVING you’ve been looking for as you enter the...

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Featured review

"Beautiful, clean home from home"

We had a great stay at Joe's house in Naples. There was everything we could need and more. The kids absolutely loved the pool! Everything about the house was perfect, so clean and tidy. Everything we needed...

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$284
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
6 reviews

Distance to beach: 3 miles to Lowdermilk Park

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

1st. floor fully refurbished two bedroom, two bath condo located in the beautiful gated community of Naples Bath and Tennis Club. Parking directly adjacent to your front door. Lovely views of lake from your glassed in lanai. Really quiet and serene condo within a cul de sac of 8 units. The pool and...

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Featured review

"great central location so nothing is too far in Naples and easy to get to."

Diana is a great host, the booking was easy and the condo had everything needed for a great stay. Getting around was a snap with this central location getting to the beach or 5th Ave was just a few minutes...

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$129
avg per night
Naples House
Sleeps 5, 3 bedrooms, 2 bathrooms

Distance to beach: 6 miles to Delnor-Wiggins Pass Park and Beach

Key Amenities

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

About this property

Now AVAILABLE March & April 2026! ALL INCLUSIVE monthly rate May to Dec 19th $8,200. Dec 20th to Apr $9,880 (rent, tax, cleaning, utilities, cable/WIFI, damage waiver all included). Naples FL vacation rental.Located in Delasol, a resort style community, this rare 3 bedroom, 2 bath open floor plan...

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$256
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2.5 bathrooms

Distance to beach: 1 miles to 1st Avenue Beach

Key Amenities

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

About this property

Gorgeously furnished oversized fifth floor two bedroom with balcony and sunset views. 1111 Central development offers large zero entry pool with two spas, thoroughly equipped gym, game room, theatre room, co-working space, BBQ facilities and much more!15 minute walk to beach, 10 minute walk to 5th...

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$468
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Jacks

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Naples North - This condo is professionally decorated and shows beautifully, it has 2 outdoor seating areas, one that overlooks the lake with Pine Trees and Palms, the other is at the ront of condo as you enter the front door. The entire condo has been totally renovated. The condo is equipped with...

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$200
avg per night
New
Naples Condo
Sleeps 2, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

1st Floor and nestled into the serene nature preserve, the Palms has been completely remodeled. The Heated Pool (always set to 89 with a Waterfall) is also just 30 steps away. This is also the best location in all of Lely! Kick back and relax in this calm, beautifully redesigned space. Relax on the Lanai...

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$245
avg per night
Naples House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Featured in Naples coffee table books "Dream Homes" FLAMINGO PALMS is one of Olde Naples finest homes superbly located in the heart of Olde Naples historic district. Walk to some of Naples finest restaurants and shopping along Olde Naples Famous Fifth Avenue, Just 2 blocks away. Enjoy a round...

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$1,702
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 9 miles to Vanderbilt Beach

Key Amenities

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

About this property

A fully furnished Veranda I Condominium in beautiful Heritage Bay (HB) is available for annual rental, or seasonal rental, effective through all of 2025-7. This is a 2-bedroom unit with a Den/Office that also has a pull-out sofa bed. Rental also includes a 1 car unattached garage. Full golf membership...

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Featured review

"Home away from home!"

Our stay at this rental was awesome! We lacked for nothing in this fabulous space. Jim has thought of everything!

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$117
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 0.3 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • WiFi

About this property

Welcome to this beautifully redone single-family home in the heart of Naples—available as a seasonal rental! Featuring elegant marble floors throughout, this bright and airy residence is filled with natural light, creating a warm and inviting atmosphere. The open layout seamlessly blends style and...

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$238
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 3 miles to Delnor Wiggins

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

British owned second floor modern condo newly decorated. 2 bedrooms (king size bed in master and 2 singles in second bedroom) 2 bath condo + den and pull out double sofa bed. 3 TVs and WiFi. Ideal for golfers. Overlooks 17th green and lake. Elevator available. Lanai with outside furniture. Pool...

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$180
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Saturday to Saturday rentals.Beautifully appointed 2 bed, 2 bath condo located inside the gated community of Naples Cay. Stunning sunset views of the Gulf of Mexico and only steps from the white sand!Building amenities includes hot tub and heated pool, steam room, sauna, fitness centre, shared...

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Featured review

"Gorgeous Condo in Highly Desired Location"

From the time we first contacted Kevin till the day of check out Kevin always responded to inquiries within minutes. Check in was smooth and we loved the location. A short walk to the beach and super close...

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$389
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

JAN, MAR & APR 2026 are NOW available! Weekly rates available upon request. ALL INCLUSIVE monthly rate May to Dec 19th $4,960. Dec 19th to Apr $8,000 (rent, tax, cleaning, utilities, cable/WIFI, pool heat, damage waiver all included). Naples FL vacation rental.PRIVATE HEATED POOL – CLOSE...

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Featured review

"Very comfortable pet friendly home with an awesome pool!"

Our first visit to Naples was enjoyed so much because of this wonderful home in a quiet neighborhood. The location allowed for short trips to a couple of beaches, and to many nice restaurants and shopping...

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$209
avg per night
Naples Cottage
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

Enjoy sunny Old Naples at reasonable rates, 75 yards to the beautiful beaches of Old Naples at a charming guest house efficiency on an estate property. This property is located in the heart of the most exclusive section of of Old Naples, steps to the Gulf of Mexico and the fine shops of Fifth Ave and...

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$133
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Spacious 3 bdrm/3 bath condo in fabulous Vanderbilt beach location, just a 5 minutes walk from the beach. Watch beautiful sunsets from your lanai on the fourth floor of Regatta. This is a gated community with Resort style amenities, including a beautiful landscaped waterfall pool, a lap pool, a hot tub,...

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Featured review

"Excellent Regatta Rental"

Greatly enjoyed our recent stay at this spacious rental at the Regatta. Perfectly situated within a very short walk to Vanderbilt Beach and an easy drive to restaurants and shops. The unit has just been...

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$413
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 900 feet to One block to Lowdermilk Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Ready to take in all the amazing sights of Naples?!?! This property is open May 2026!Reach out right away for this popular season and your Naples getaway. Only one block to the beach and the new Four Seasons property!You can escape and enjoy the Florida sunshine, palm trees, plants, flowers,...

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Featured review

"Naples Paradise at Coquina Cove"

From the moment we arrived at the condo at Coquina Cove we felt right at home. The condo was beautifully set up with everything you could possibly want or need during your stay. The host Elise was great...

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$117
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Distance to beach: 10 miles to Tigertail Beach, Marco Island

Key Amenities

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

About this property

FULL GOLF MEMBERSHIP IS NOW AVAILABLEOct 2025 $5k/mo Nov 2025 - Apr 2026 N/A May 2026 $8k/mo ask about other monthsThe social member benefits are included in rental fee, full golf rental membership is available for an additional fee per Eagle Creek Golf and Country Club rules (currently plus...

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$267
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This spacious condo is the perfect home base for your trip to Naples. Enjoy all the amenities of the Cypress Woods Country Club and a short drive to gorgeous, warm beaches. Naples boasts a lively downtown with lots of shopping, restaurants and beautifully maintained streets for strolls in the evening....

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Featured review

"Comfortable large codo."

This condo is in a gated golf community. We transferred the golf membership and golfed and used their fitness facility. The condo had everything we needed. Two negatives. The noise from highway 75 when...

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$117
avg per night
Naples Apartment
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 4 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our property is a newly renovated 2-bedroom, and 2-bathroom unit located on the first floor of Cypress Woods Golf & Country Club. Cypress Woods is a hidden gem in North Naples offering a Golf course with narrow fairways and challenging greens, plus a dining room and banquet facility. There are two...

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Featured review

"Amazing!"

We so enjoyed our February stay at your condo. It is so beautiful, and all appeared to be brand new. Soo clean and well decorated. It was so well stocked for anything we could have possibly needed and so...

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$133
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2.5 bathrooms
4 reviews

Distance to beach: 14 miles to Marco Island or Naples

Key Amenities

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

About this property

Our home "Pelican" is brand new and has just been finished and finally furnished in September 2015. It offers 3 bedrooms (sleeps 6) plus a den, 2.5 baths and a private heated pool on a total living area of 2233 sq ft . It is furnished to a high standard and fully equipped with all the essentials...

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Featured review

"Perfect home for South Naples"

Nice big home with a screened in pool. Close to Marco Island and just a short drive to Naples Center. Jurgen, the owner, is great and so accommodating!

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$211
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautiful condo fully renovated !! 3 bedrooms and 2 bathrooms. AVAILABLE FOR THE DECEMBER 2025 - APRIL 2026 SEASON! Open concept floor-plan with enclosed living area lanai. Relax and unwind in the generously sized master suite, complete with a private en-suite bathroom featuring dual vanities. Offering...

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Featured review

"Beautiful rental, excellent location"

We recently stayed at this rental in Naples, and it was absolutely perfect. The property was clean, spacious, and equipped with all the amenities we needed for a relaxing vacation. The location was ideal—just...

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$163
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Golfers will enjoy this newly decorated rental at Lely Resort in Naples!THE PROPERTY This 2-bedroom, 2-bathroom condo sleeps 6 and is located in the Greenlinks Community which is highlighted by the community pool and hot tub. This resort-style pool is perfect for a nice cooldown or to lounge out...

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$267
avg per night
New
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool

About this property

Just minutes from Vanderbilt Beach and Delnor-Wiggins Pass, Pool Paradise is a vibrant coastal retreat with a private pool, hot tub, and lush tropical landscaping. The backyard invites long afternoons under the palms with a shaded lounge area, gas grill, and plenty of space to lounge. Inside, refreshed...

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$342
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

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

About this property

Never miss a sunset from this beautifully appointed beach house, located just steps from Naples Famous Pier and beautiful white sand beaches, this home's location can't be beat! A luxurious luxury home with all the bells and whistles. Enjoy sunsets from the rooftop deck or stroll down to the...

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$1,881
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This beautiful condo is located in the extremely desirable active Huntington Lakes, which is just minutes from all of the amazing shops, restaurants and the BEACH! This 2-bedroom condo, is fully FURNISHED and stocked with everything that is needed. It is a gated community with plenty of activities such...

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$117
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Escape to our stunning Bayfront oasis located at 4459 Crayton Rd. in the highly sought-after Park Shore neighborhood of Naples, FL. Our luxurious 4 bedroom, 4 bathroom home boasts breathtaking panoramic views of the bay, a newly renovated interior with bright and beachy décor that's quintessentially...

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$1,286
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Experience the ultimate beach getaway in this meticulously updated Naples Park beach house. Located on the coveted 500 block, mere minutes from Vanderbilt Beach, this charming abode offers a spacious layout with two serene guest bedrooms upstairs and a cozy master bedroom on the main level. Immaculately...

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$387
avg per night
Naples Villa
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Why settle for ordinary when you can have EXTRAORDINARY-the BEST of the BEST for your Naples getaway! Experience the epitome of coastal luxury in this three-story GULF-access estate home with a private dock and boat lift, perfectly positioned on the widest canal in the prestigious Conners neighborhood...

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$867
avg per night
New
Last Minute Deal
Naples House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Live Big - Amazing Naples Getaway Villa Evelyn Naples Oasis – Spacious 5BR Retreat with Private Pool & Acre of Tranquility Escape to Villa Evelyn, your private slice of paradise in sunny Naples! This beautifully appointed 5-bedroom, 3-bathroom home sits on over an acre of lush, serene landscape...

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$479
avg per night
Naples House
Sleeps 10, 5 bedrooms, 5 bathrooms

About this property

This finely decorated home is the pinnacle of luxury Old Naples living. The Balmoral has five bedrooms and plenty of living space, with tall ceilings and large windows for tons of light. The open living room and kitchen layout overlooks sliding glass doors that lead directly to the pool. The pool area...

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$1,774
avg per night
Naples Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to VANDERBUILT BEACH

Key Amenities

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

About this property

This meticulously maintained first-floor condo is situated on the 16th hole of a pristine golf course, offering picturesque views of both the serene lake and lush fairways. The property features two well-appointed bedrooms, two bathrooms, and a spacious den, providing ample living space. A large lanai...

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$139
avg per night
Naples Condo
Sleeps 7, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 3 miles to The Naples Beach and Pier

Key Amenities

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

About this property

This is a top floor condo with soaring cathedral ceilings and some of the best views in the community. The cathedral ceilings in the living room, dining room, sitting room and kitchen add a lot to the feeling of openness you get when you walk through the door. You will love the wide open views from your...

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Featured review

"Home Away From Home!"

We had a wonderful 3-month stay in this ideally located, quiet, 3rd floor condo that overlooks a 7th green and beautiful water view. The accommodation is very clean, has a well-equipped kitchen, and new...

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$153
avg per night
Naples House
Sleeps 12, 6 bedrooms, 7.5 bathrooms

Key Amenities

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

About this property

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Open & bright, loaded w/upgrades! Absolutely...

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$1,809
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to the Cypress House!Professionally decorated 3 bedroom and 2.5 bathroom home in the heart of Old Naples. The Cypress is on a quiet mahogany tree-lined street just a short walk to the beautiful beaches and refreshing waters of the Gulf of Mexico as well as popular dining, shopping, and the...

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$987
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

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

About this property

Experience the ultimate in luxury living in this stunning residence located in prestigious Olde Naples, just steps away from the white sugar sand beaches of the Gulf of Mexico. Recently renovated to reflect today's lifestyle, this Key West architectural gem boasts over 3,600 square feet of interior...

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$1,299
avg per night
Naples Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Conveniently located just minutes away from Vanderbilt beach and downtown Naples, our home serves as the ideal base for your adventures in Naples. Whether you're here for business or pleasure, you'll find everything you need for a memorable stay. We look forward to hosting you!If traveling...

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$307
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 2 miles to Clam Pass

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Location, location and everything you could ask for at this beautiful, centrally located condo in the most convenient location in all of Naples. Truly a gem, this freshly renovated condo enjoys tranquil western facing sunset views and quiet nature where you can watch golfers putt on the green and tee...

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$170
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 2 miles to Clam Pass

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

(April 1, 2026 and beyond is available - rental stay minimums apply) Golf Course By The Sea #2 - Penthouse Near the Beach!Golf Course By The Sea #1 - the original condo in this complex was and continues to be such a hit, we have added a new (secondary) condo top floor in the same complex - hence...

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Featured review

"Excellent stay"

Thank you to this host for a most wonderful first-time non hotel longer-term rental experience. We will never return to a hotel after experiencing such a wonderful condo stay at a fraction of the cost...

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$128
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 100 yards to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • WiFi

About this property

Close to Vanderbilt Beach, located in CALUSA BAY. This Southern exposure first floor condo has been recently furnished and offers a beautiful long-lake view. Luxury vinyl flooring throughout, new furnishings, kitchen with breakfast bar and separate dining area and stainless steel appliances. The master...

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$131
avg per night
Naples House
Sleeps 7, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to Bolero Oasis - In the heart if Naples - Close to Beaches and RestaurantSummary: Escape to this stunning three-bedroom, two-bathroom pool home located in the heart of beautiful Naples, Florida. Whether you’re here for a family vacation, a romantic retreat, or a fun getaway with friends,...

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$350
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 1 miles to Vanderbilt Beach & Delver Wiggins State Park & Bea

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

You’ve just found your perfect vacation home in Vanderbilt Beach! Coastal contemporary and young (all new construction amenities). This home will surely get your attention with all the features and tasteful details. Don’t hesitate.Walk to the beach to watch the Bocce games and sunsets,...

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$377
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Barefoot Beach / Delnor Wiggins State Park

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Vacation mode: ON at $6,500/month in-season! Welcome to sunny North Naples, where this chic 2-bedroom, 2-bath vacation condo is your ticket to laid-back luxury. Fully remodeled and thoughtfully designed, it’s the perfect home-away-from-home—whether you're here to unwind, explore, or both....

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$188
avg per night
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Naples Weather

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7624°  5312°
JANUARY
Ocean 6518°
7826°  5513°
FEBRUARY
Ocean 6518°
8027°  5814°
MARCH
Ocean 6820°
8429°  6217°
APRIL
Ocean 7423°
8932°  6820°
MAY
Ocean 7926°
9133°  7323°
JUNE
Ocean 8328°
9334°  7323°
JULY
Ocean 8529°
9334°  7423°
AUGUST
Ocean 8731°
9233°  7423°
SEPTEMBER
Ocean 8529°
8831°  6921°
OCTOBER
Ocean 8228°
8328°  6217°
NOVEMBER
Ocean 7624°
7826°  5613°
DECEMBER
Ocean 7021°

FAQ

How many vacation rentals are there in/around Naples?

There are 505 Naples vacation rentals available on FloridaRentals.com. From condo rentals to house rentals and beyond, find a unique vacation rental for you to enjoy a memorable vacation in Florida.

How much does it cost to rent a vacation rental in Naples?

There are vacation rentals available in Naples for as low as $70 per night with an average price per night of $239.

Can I find a vacation rental in Naples?

Yes, you can find vacation rentals in Naples close to Naples Botanical Garden, Corkscrew Swamp Sanctuary, and Naples Pier. Don't forget to stop in to Loudermilk Beach or Revs Institute.

Do any vacation rentals in Naples have a pool?

Yes, there are 208 vacation rentals with a pool in Naples on FloridaRentals.com. Search using our filters and book one for your next vacation!

Are any Naples vacation rentals on the ocean?

There are 21 oceanfront rentals in Naples available on FloridaRentals.com. Use our filters to search and book yours today!