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Naples Vacation Rentals

(487 rentals)
Naples House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

Bring the whole family to this great place with lots of room for fun. This stylish home has room for everyone! 4 Large Bedrooms, spacious dining, games, and incredible outdoor living are a few highlights of this tropical oasis. Relax by the pool, man the barbeque, hop on the bikes for a quick ride, keep...

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$340
avg per night
Naples House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to your peaceful retreat on a beautiful 5-acre estate that backs up to 600 acres of county-owned land. This expansive 4BR/3BA home with a large heated pool offers comfort, privacy, and plenty of room to unwind. Enjoy multiple living areas, a fully equipped kitchen, Roku TV with live streaming,...

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$217
avg per night
Naples Estate
Sleeps 18, 8 bedrooms, 10 bathrooms

Distance to beach: 8 miles to Vanderbelt Beach

Key Amenities

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

About this property

This unique and tranquil estate is a one-of-a-kind masterpiece on 2.5 acres land surrounded by lush topical landscaping for ultimate privacy. The recently completed industrial-style home offers an open floor plan with 25 foot floor-to-ceiling windows in its expansive great room. Each room was meticulously...

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$2,203
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

AVAILABLE DATES: April 1, 2026 - December 29, 2026 - rental stay minimums apply) Golf Course By The Sea #2 - Penthouse Near the Beach!NO AVAILABILITY: January 1, 2027 - March 31 2027 - those dates are booked.*****Please refer to the RATES section of this listing for monthly rate details as...

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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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$67
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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$60
avg per night

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Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

The SpaceAmenities and Extras**Off-Season (Spring, Summer, Fall) are great times to rent for monthly stays - come stay and be a digital nomad! Enjoy working from Napels!- Ask us about monthly pricing!*‍Private SwimSpa Pool (hot tub/laps) Oasis Backyard Tiki Bar + Fire Pit + BBQ + Luxury...

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Featured review

"This place was such a relaxing and fun place to be!"

This place was such a relaxing and fun place to be. The backyard was definitely the highlight, with the SwimSpa, tiki bar, fire pit, and even an outdoor kitchen, we spent most of our time outside. Inside,...

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$168
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 10 miles to Naples Beach

Key Amenities

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

About this property

Excellent location in #1 rated luxury Lely Resort in beautiful Naples!Taste fully decorated furnished home with your own private pool and spa located in the gated community of Caldecott in Lely resort! Rated the #1 community in Naples where you can experience the amenities of a luxury clubhouse with...

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Featured review

"excellent home"

This is a wonderful home with a great location within Lely resort. The home is well maintained with everything you need for a winter seasonal rental. Fully stocked kitchen, and all the chairs, towels and...

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$350
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 4 miles to Tiger Tail

Key Amenities

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

About this property

multiplex condo with amazing lake viewThis brand new multiplex condo, a West Indies Style Architecture completed in 2021 will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a beach-driven color palette. There is an elevator and parking located underneath...

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$100
avg per night
Naples Townhome
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 50 yards to 5TH AVENUE BEACH

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

TWO BEDROOMS EACH HAVE A KING BED ,MULTIPLE DRESSERS AND AMPLE CLOSET SPACE TWO FULL BATHROOMS EACH CONTAINING A SHOWER AND TUB COMBINATION GROUND LEVEL PRIVATE OUTDOOR PATIO WITH BEAUTIFUL ORCHID GARDEN OVERLOOKING 5TH AVENUE LARGE OPEN LIVING DINING AREA LARGE FULL KITCHEN WITH A LARGE NUMBER OF...

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Featured review

"Sun dial"

Very nice, spacious condo, as advertised. Excellent position near to the beach and restaurants. Perfect for a couple. Randy and Amy were great hosts, very helpful, an easy check in. Would highly recommend....

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$195
avg per night
Naples Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

A beautiful twin Villa 3 Bedroom 2 Bath 2 Car Garage attached at Reflection Lakes of Naples. This Villa is tastefully done with a relaxing view of the lake from back patio. Amenities include lanai overlooking the lake, heated swimming pool, community center, fitness center, billiards, game room, and...

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New
Naples Condo
Sleeps 2, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

Castleton Gardens is a highly sought after gated condo community situated in central Olde Naples, walking distance from Gulf beaches, restaurants, and shops.This prime location is exceptional and ideal for a Southwest Florida getaway. This ground floor condo offers high-end finishings and convenience....

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Naples Condo
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 0.2 miles to Old Pier Pilings

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

White Sands is an updated old Florida style resort located in the heart of Old Naples and is an easy walk to the beach, shopping and dining on Fifth Avenue. White Sands Club offers a relaxed atmosphere with a heated pool and spa tub, outdoor BBQ grills and shuffleboard with bicycles, beach umbrellas,...

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Featured review

"Naples, Florida vacation rental 2026"

Florida rentals provided an easy and efficient way to find a winter escape to FL. The property advertised was one we had seen on a previous trip and were excited to try…it did not disappoint…it was...

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$147
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This brand new second floor condo, a West Indies Style Architecture completed in 2024 will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a neutral color palette.The condo consists of 2,010 SF total, one-car garage, a large master bedroom ensuite with an...

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$113
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

This is a new first floor classic coach home on a spacious corner lot featuring 3 bedrooms and 2 bathrooms.Introducing a pristine, never-before-occupied first-floor classic coach home nestled on an expansive corner lot. This elegant abode boasts three bedrooms and two bathrooms, offering an exquisite...

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$113
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 as of 05/01/2026 to 10/31/2026. Great price, walking distance to the beach and Venation village. 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...

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

Key Amenities

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

About this property

PLEASE NOTE: AVAILABLE MONTHS: MAY 1 - October 31 & December/ 2026Experience the Pinnacle of Naples Living: Your Top-Floor Sanctuary at TPC Treviso BayForget "vacation"—this is a lifestyle upgrade. Perched on the coveted top floor of the Acqua building, this stunning 2-bedroom,...

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$99
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to this Third-floor 2-bedroom, 2-bathroom condominium offering an unparalleled southwestern view of the Gulf.Situated on the third floor of a meticulously maintained building, this residence offers sweeping views of the Gulf of Mexico and direct beach access just steps from your door.Inside,...

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$350
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Step into this impeccably designed, brand-new first-floor condo boasting the captivating allure of West Indies Style Architecture, with one of the most tranquil views in the community from this former model home. From the moment you enter, you'll be enchanted by the ceramic tile flooring that spans...

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$142
avg per night
Naples Townhome
Sleeps 8, 2 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Welcome to your coastal retreat in one of Naples’ most sought-after communities. This beautifully remodeled two-story townhouse offers the perfect blend of comfort, privacy, and modern style—all within minutes of Mercato and Vanderbilt Beach. House is avaliable on a month to month basis. For...

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$203
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

first floor classic coach home with secluded garden viewThis wonderful first floor condo, a West Indies Style Architecture will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a beach-driven color palette. Pets are permitted with prior approval, an additional...

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Featured review

"A lovely condo. Very comfortable and homey."

A lovely condo in East Naples Florida. Close to the beach, nice restaurants,and shopping. Peaceful location and setting.with lake view and peaceful fountains. Beautiful sunsets from the lanai. A gorgeous...

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$140
avg per night
New
Naples Studio
Sleeps 3, 0 bedrooms, 1 bathroom

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Welcome to your peaceful retreat on a beautiful 5-acre estate that backs up to 600 acres of county-owned land. This modern studio apartment offers approximately 300 sq. ft. of comfortable, efficient living space, perfect for solo travelers or couples looking for privacy and plenty of outdoor space to...

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$94
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

This unique place has a style all of its own. Escape to our stylish 3-bedroom 2- bathroom oasis in Naples, FL, just moments from white sand beaches. Enjoy designer interiors, a private pool, hot tub, pergola with shaded outdoor dining, and fire pit—perfect for evenings under the stars. Ideal for...

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$486
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 first floor 2 bed, 2 bath condo is located in the heart of the Moorings neighborhood of Naples, just west of Route 41. Minutes to the Gulf of America and all downtown Naples has to offer. Everything is quickly accessible by foot, bike, or car, as well as sidewalks to the beach and Venetian Village....

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$133
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 1 miles to Vanderbilt Beach/BlueBill Beach Access

Key Amenities

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

About this property

A three-bedroom, two baths plus den, beautiful Florida style private home with its own screen enclosed heated pool and spa plus a covered lanai is the perfect place to enjoy Naples. It is meticulously maintained with great attention to every detail. The residence boasts generously sized rooms, all tile...

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Featured review

"We love Dancing Palms Getaway!"

I travel to Naples every month for work and have stayed at Wayne & Delores' wonderful Naples Park home numerous times! My husband travels with me more when he knows I am staying at Dancing Palms Getaway....

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$271
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
6 reviews

Key Amenities

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

About this property

Beautiful, modern 3 bedroom and 2 full bathroom house, located in North Naples with a back yard that backs up to the woods which provides the utmost privacy.Walking into the home, you will enter an open living space boasting a modern equipped full kitchen. Reverse Osmosis System (Portable water)Outside,...

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Featured review

"The place is very quiet and clean"

I stayed in Naples for 2 nights and 3 days, and I loved it. It’s a very peaceful city, the beaches are close by (about 25 minutes), Baker Park is beautiful, and 5th Avenue is great for restaurants. I...

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$140
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Distance to beach: 10 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Fully stocked, well situated end unit on first floor. New appliances, bamboo and tile flooring, two TVs and everything you need for a comfortable stay. Our primary bedroom has a king size bed and the guest room has two singles.If you enjoy swimming and/or sunbathing we have the largest resort style...

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Featured review

"Would rent again."

Great location in Naples. Good size condo with extra space inside for everyone. Hugh pool. Nice washer and dryer which we needed having stayed a month.

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$66
avg per night
Naples Condo
Sleeps 4, 1 bedroom, 1 bathroom
5 reviews

Distance to beach: 50 feet to Vanderbilt Beach

Key Amenities

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

About this property

Vanderbilt Towers on the Beach, will rent by month. Prices quoted include all fees.NEWLY Remodeled Kitchen and Bath, high speed internet, Smart TVEnjoy our remodeled condominium with spacious, one-bedroom, master suite in beautiful Vanderbilt Towers II. The condominium will sleep four people,...

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Featured review

"Our home away from home."

We have stayed at Cathy's condo many times over the last 15 years and have consistently had a wonderful time. We regard the condo now as our home away from home and has everything we need. Cathy is always...

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$160
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
7 reviews

Distance to beach: 5 miles to Naples Beach

Key Amenities

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

About this property

Escape to Paradise: Your Dream Naples Getaway Awaits!Immerse yourself in luxury at this stunning, newly renovated golf course home, where relaxation meets excitement. Bask in the Florida sun from your private heated pool and spa, now enhanced with a 55" outdoor TV for the ultimate entertainment...

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Featured review

"Beyond Expectations"

We have been staying at Rob & Lauren Sayre’s home in Naples at the Glen Eagle country club since February 1st. They have been the perfect hosts providing everything we have needed for a perfect vacation....

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$300
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Experience Naples Living at its Finest: Your Perfect Getaway Awaits!Indulge in unlimited, fee-free golf at this exquisite Naples retreat! Nestled in a vibrant, all-ages community, this recently renovated corner unit offers the ultimate in comfort and convenience.Step into a haven of pristine air...

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Featured review

"High Point delivers the goods"

Great location, pristine executive golf course, 6 pools to choose from and beaches close by. We could not have asked for more. Our first time renting and we were blown away. Lauren & Rob (the owners) made...

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$150
avg per night
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • WiFi

About this property

All about the prime location!!! You will not find a better deal than this immaculate downtown condo. Nestled in the center of Olde Naples only two blocks from 5th Avenue South and just a short walk or bike ride to the famous white sand beaches of SW Florida. This light and bright corner unit has been...

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Featured review

"Fantastic Stay"

We had a wonderful time here on our vacation. The property worked perfectly for our family. We will definitely stay here again when we visit!

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$148
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4.5 bathrooms
1 review

Distance to beach: 0.1 miles to Miramar Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to an exquisite coastal retreat nestled in the heart of Naples, Florida, where timeless elegance meets modern luxury just moments from the powder-soft sands of the Gulf.This 4-bed, 5-bath, stunning residence captures the essence of upscale Florida living, offering an open-concept design flooded...

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Featured review

"564 109th n Naples Fl (Naples Park)"

Just felt like home the minute we walked in. Very well furnished, great heated pool and outdoor space-resort style.also very convenient location.

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$603
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner

About this property

Single-family home. 2 bedrooms plus den, 2 bathrooms, 2 car garage, in-unit laundry (washer and dryer), air conditioner. Built in cabinets, breakfast bar, self-cleaning oven, microwave, refrigerator/freezer, dishwasher, disposal, vaulted ceilings, wheelchair accessible, screen lanai, smoke detector. Windows...

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Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

This newly renovated condo is directly on the 27 hole golf course and a few steps from the best pool/hot tub of many in the community. This corner first floor unit is fully equipped with new kitchen, appliances, baths, bedding and furniture. Smart TVs in every bedroom and family room. No stairs.Short...

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$121
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

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

About this property

first floor classic coach home with secluded garden viewThis brand new first floor condo completed in 2021 will impress as it features ceramic tile flooring throughout the main area, carpet in the bedrooms, beautiful appointed cabinetry and a neutral color palette. One small pet is permitted with...

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$132
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms
2 reviews

Key Amenities

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

About this property

Welcome to Your Ultimate Island Getaway!Discover the perfect vacation escape at our exquisite four-bedroom, three-bathroom house on the enchanting Isles of Capri, just minutes from Marco Island. Immerse yourself in a world of comfort, luxury, and endless entertainment in our recently remodeled 2,300-square-foot...

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Featured review

"Capri Island house."

The home is a newly remodeled four bedroom three bath with screened in heated pool. Quiet neighborhood. The house was very clean with all new appointments. Convenient to restaurants and the major highways. 10...

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$250
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 1 miles to Naples Pier

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Welcome to your dream vacation rental in downtown Old Naples! This beautifully curated, upscale 2-bedroom condo offers an unmatched blend of luxury, convenience, and style.Perfectly situated to enjoy all the charming amenities of Old Naples, you'll be within walking distance to the shops on...

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$193
avg per night
Naples House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • WiFi

About this property

Location! Location! Location! Naples! Centrally located minutes from downtown and 5th Ave this retreat has it all! Spectacular Gulf Coast beaches are accessible by a short drive or bike ride. You will find endless options of Fine Dining, Upscale Shopping at the Waterside or stroll though Quaint Boutiques....

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$299
avg per night
Naples House
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

Key Amenities

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

About this property

Welcome to your ultimate beach getaway in our brand-new, stunning beach house. Just a leisurely bike ride or walk from Vanderbilt Beach and the Mercato, this location perfectly marries convenience and tranquility.Our 4-bedroom, 3-bathroom residence is designed with an emphasis on leisure and comfort....

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Featured review

"Anniversary get away"

The house was good thank you for the rental we will return Mr&Mrs Furbay Maryland thanks again for making our 35th anniversary very special and relaxing

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$311
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 4 miles to Naples Beach

Key Amenities

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

About this property

Feels like a botanical village on the water! This unit is bright and open, multi-level 3bed/2bath (1 king bed & 2 full size beds in unit), with large volume ceilings. You can enjoy informal dining in the eat-in kitchen with breakfast bar, stainless steel appliances and granite counter tops. Includes...

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$117
avg per night
Naples House
Sleeps 5, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 2 miles to Lowdermilk Park

Key Amenities

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

About this property

This tranquil Vacation Lakefront home is centrally located in the heart of Naples. Biking distance to our world famous beaches (Lowdermilk/Clampass), Naples Zoo Naples Beach Hotel & Golf Club. Just a 5 minute drive to 5th and 3rd Avenues for the best shopping and restaurant experience. This single...

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Featured review

"Splendid"

We were fortunate to have spent a month in the serene and beautifully decorated Lake house. So accessible and only minutes from our favorite Naples beach. The house was comfortable, well-equipped and the...

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

Key Amenities

  • Air conditioning
  • Rentals by owner
  • WiFi

About this property

**FULLY AVAILABLE MARCH 2026**. Last minute cancelation! Welcome to the Cypress Woods Golf and Country Club community! This private 2nd-floor Coach Home is located in the gated Laurel Greens South community. With over 1,700 square feet and a 2-car garage our home offers 2 bedrooms, 2 full baths along...

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Featured review

"Great Place to Stay"

We had a wonderful time staying at this condo. The location is great and made it convenient to get around to various places. The unit is very clean and well stocked with everything you may need. We appreciated...

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$106
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
9 reviews

Key Amenities

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

About this property

Enjoy your vacation in a beautifully furnished 2 bedroom, 2 bathroom condo at Vanderbilt Beach Harbour Club. This mid-rise condo offers stunning views of either the Gulf of Mexico or Vanderbilt Bay and sleeps up to 6 guests. Rentals are from Saturday to Saturday, with a 3-day minimum stay required. Thanksgiving...

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Featured review

"Vanderbilt Beach & Harbour Club"

My favorite place- right on the beach. Condo clean & well supplies.The staff is wonderful & helpful. Parking is easy & close to the condo. Also nice to have elevators.

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$299
avg per night
Naples Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

AVAILABLE FOR MARCH AND APRIL 2026 AS WELL AS FOR SEASON 2027. Available for short or long term. This pristine 3 bedroom, 2.5 bath townhome in Orange Blossom Ranch is a true gem! Recently renovated! Gated community. Family friendly community featuring 2 resort style pools, tennis courts, spa, fitness...

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Featured review

"Fantastic Long-Term Winter Stay!"

We spent a wonderful three months (January through March), and it was the perfect winter getaway! The property was exactly as described and provided a comfortable and relaxing home away from home. We particularly...

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$105
avg per night
New
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 3 miles to SEVERAL IN NAPLES

About this property

IT IS NOT A RENTAL HOME--IT IS MY PERSONAL FAMILYN FULLY FURNISHED HOME FOR YOU TO ENJOY!! WITH ACCESS AND MEMBERSHIP T0 A VERY ACTIVE CLUB WITH ALL THE AMENITIESA BEAUTIFUL CHARMING HOME 2,300 SF 3 BEDROOM / 2 FULL BATHROOMS HOME WITH POOL AND JACUZZI. HIGH END FURNISHINGS ARE WELL MAINTAINED AND...

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$367
avg per night
New
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This lovingly furnished condo in Winter Park, Naples, is your personal retreat under the Florida sun. Bright rooms, a peaceful atmosphere, and stylish details instantly create a sense of arrival and relaxation. Enjoy leisurely mornings and restful evenings, along with the perfect balance of tranquility...

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$114
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Vanderbilt Beach Award Winning and Barefoot Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Very Private - Absolutely beautiful. Full of wildlife. Two of the last four years, our guest have purchased in our Sterling Oaks community after renting our place. Everyone loves it here.AVAILABLE: 2026 - January 1 to April 1 for a three month lease: Our Sterling Oaks Home $7,470 month. Or you could...

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$117
avg per night
Naples Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

JUST LISTED - Condo with two bedrooms and two bathrooms now available with brand new appliances and many other updates with the most amazing golf course view from private balcony. Lease includes full golf privileges on championship 18-hole course along with access to all other amenities.Beautiful...

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$213
avg per night
Naples Condo
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

The main living area offers a nice flow from the front door to the lanai. The Master has a king size bed; one guest room has 2 twin beds and the other guest room has a trundle bed with standard size twins mattresses. All the beds have Casper mattresses. The layout of the condo offers a beautiful view...

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Featured review

"Wonderful place to stay!"

This condo is so comfortable and the owners, Sally and Brian, have included all of those thoughtful touches that make you feel at home. We loved our stay!

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$314
avg per night
Naples House
Sleeps 8, 4 bedrooms, 2 bathrooms
2 reviews

Key Amenities

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

About this property

Thanksgiving Week:- $550/day & Christmas and New Year Week:- $650/day !!!! ..Beautiful 4 bedroom 2 bath home with heated spa, jet propulsion, private fence. 2018 square feet under air. This vacation home is turnkey ready and comes with gas grill, bikes and all necessary equipment for the beach (chairs,...

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Featured review

"Amazing Rental"

This house is so clean; all the amenities and space are priceless. It has a great layout with four bedrooms and a quiet neighborhood. The location is minutes away from anything you would want to do. I couldn't...

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$367
avg per night
Naples House
Sleeps 10, 5 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Have fun with the whole family in this stylish place. This luxury pool home home getaway is close to everything Naples has to offer! Beaches shopping and restaurants are all within minutes of this home. 5 bedrooms gives plenty of room for everyone! The open concept kitchen, dining area and living room...

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$320
avg per night
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Naples Weather

 | 

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 487 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 $50 per night with an average price per night of $179.

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 202 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 19 oceanfront rentals in Naples available on FloridaRentals.com. Use our filters to search and book yours today!