Old Naples vacation rentals

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Top-rated vacation rentals in Old Naples

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

Guest favorite

Guest suite in Naples

5.0 out of 5 average rating, 131 reviews

By the Beach and 5th - Studio Guest Home & Pool

Great location! Newly renovated! A studio guest home with your own private entrance & your own full kitchen & bath! A non-smoking home only 1 mile from the beach, 5th Ave dining and shops, the mall, the zoo, beautiful Baker Park, and that's not all- Only steps away are local restaurants and shops! Bikes and beach equipment included! Did we mention the pool? Or that you can sing along to your fave tunes in the shower via a Bluetooth shower speaker? This home is 350 square feet of clean cuteness!

Nov 6 – 13

€ 194 per night
Guest favorite

Guest suite in Naples

4.98 out of 5 average rating, 333 reviews

Naples Loft

Beautiful new construction loft that offers 640 square feet of open floor plan! This unit sits above our two car garage , 130 feet from the main house. Full kitchen, microwave, coffeemaker, toaster, iron, and washer/dryer! Our home sits on 1.14 acres with a circular driveway in a very quiet neighborhood. Enjoy organic farm fresh eggs from our backyard chickens! If you have children, your welcome to play in the "island" (our kids play area) with a playhouse and climbing dome. Very relaxing place!

Jun 2 – 9

€ 131 per night
Superhost

Guesthouse in Old Naples

4.81 out of 5 average rating, 294 reviews

Waterfront Sea Cottage

*Newly rebuilt after Hurricane Ian. Expect some construction within the main home. Enjoy Naples in this private waterfront tiny cottage conveniently located on the Gordon River with gulf access near the heart of Downtown 5th Avenue. Our cottage is only 1.5 miles (2.4 km) from the beach and is located within walking distance to parks, shopping, bars, restaurants, and many outdoor activities. Located in a safe, vibrant, and transitioning community full of life and the true flavor of old Naples.

Mar 6 – 13

€ 108 per night

Popular amenities for Old Naples vacation rentals

Stay near Old Naples's top sights

Naples Pier277 locals recommend
5th Avenue South287 locals recommend
Cambier Park33 locals recommend
Downtown Naples45 locals recommend
Tin City193 locals recommend
Bayfront Inn 5th Ave Naples Downtown Hotel3 locals recommend

Other great vacation rentals in Old Naples

Guest favorite

Home in East Naples

4.94 out of 5 average rating, 100 reviews

Tropical Cottage by the Sea

Sep 8 – 15

€ 201 per night
Superhost

Home in East Naples

4.83 out of 5 average rating, 150 reviews

Bayshore Bungalow - Bayshore Arts District

Jul 6 – 13

€ 167 per night
Guest favorite

Apartment in East Naples

5.0 out of 5 average rating, 72 reviews

A Rare Charming Gem, Great Location, Clean Clean!

Jul 29 – Aug 5

€ 125 per night
Guest favorite

Condo in Old Naples

5.0 out of 5 average rating, 28 reviews

Downtown Naples Condo, Next to Famous 5th Ave

Nov 28 – Dec 5

€ 353 per night
Guest favorite

Condo in Old Naples

4.93 out of 5 average rating, 94 reviews

Perfectly located Old Naples condo

Sep 28 – Oct 5

€ 210 per night
Guest favorite

Home in Old Naples

5.0 out of 5 average rating, 30 reviews

Luxurious Olde Naples beach House

Jul 20 – 27

€ 1,247 per night
Guest favorite

Vacation home in Naples

5.0 out of 5 average rating, 49 reviews

Cozy brand new studio in the heart of Naples

Dec 17 – 24

€ 369 per night
Guest favorite

Apartment in East Naples

5.0 out of 5 average rating, 20 reviews

Cozy Guest Suite Close to Downtown

Jun 27 – Jul 4

€ 132 per night
Superhost

Vacation home in Old Naples

4.86 out of 5 average rating, 49 reviews

4-Star/marina/on water/5th ave/pools/Naples Bay

Nov 16 – 23

€ 495 per night
Guest favorite

Home in Naples

4.95 out of 5 average rating, 81 reviews

Lux Beachy Boho Pool Home~10 min beaches~3bd 3bath

Sep 30 – Oct 7

€ 524 per night
Guest favorite

Guest suite in Naples Park

4.91 out of 5 average rating, 53 reviews

839 GulfShore Studio | Walk 2 Mercato & Beaches

Jul 18 – 25

€ 169 per night
Superhost

Condo in East Naples

4.92 out of 5 average rating, 50 reviews

3 Pools, lazy river, walk to 5th ave restaurants!

Mar 5 – 12

€ 798 per night

Other great vacation rentals in Old Naples

Superhost

Apartment in Old Naples

4.8 out of 5 average rating, 15 reviews

Beautifully Renovated Condo, Walk to Beach/3rd St

Feb 21 – 28

€ 1,101 per night
Guest favorite

Guesthouse in Naples

4.91 out of 5 average rating, 94 reviews

Ecofriendly Yoga Retreat 6 min to Beach

May 19 – 26

€ 121 per night
Guest favorite

Guesthouse in Naples

4.97 out of 5 average rating, 29 reviews

Adorable Studio Guest House

Sep 6 – 13

€ 176 per night
Guest favorite

Home in East Naples

4.95 out of 5 average rating, 40 reviews

Large Poolside Studio! Private & close to 5th Ave!

Aug 30 – Sep 6

€ 189 per night
Guest favorite

Home in Naples

5.0 out of 5 average rating, 79 reviews

Cozy Vacation Home * Heated Pool*Near The Beach !

Oct 26 – Nov 2

€ 564 per night
Guest favorite

Home in Naples

4.94 out of 5 average rating, 68 reviews

Private Oasis in the ♥ of Naples ☀Heated Pool/Spa☀

Apr 17 – 24

€ 548 per night
Guest favorite

Home in Naples

5.0 out of 5 average rating, 17 reviews

Luxury home with heated pool

Jan 16 – 23

€ 505 per night
Guest favorite

Home in Naples

5.0 out of 5 average rating, 15 reviews

Paradise Pool House for 6/Chefs Kitchen/BBQ/Nr Bea

Sep 11 – 18

€ 620 per night
Superhost

Home in Naples

4.8 out of 5 average rating, 15 reviews

Spacious 3 - Bedroom home in the heart of Naples

Oct 18 – 25

€ 975 per night
Guest favorite

Home in Naples

4.97 out of 5 average rating, 92 reviews

Private Paradise | Large, Peaceful Studio w Patio

Oct 1 – 8

€ 141 per night
Guest favorite

Villa in Naples

5.0 out of 5 average rating, 41 reviews

Las Casitas in Naples #3

Nov 22 – 29

€ 131 per night
Guest favorite

Home in East Naples

4.92 out of 5 average rating, 36 reviews

THE TERRACOTTA, Pool! Close to 5th Ave and Beaches

Jan 31 – Feb 7

€ 705 per night

Quick stats about vacation rentals in Old Naples

Total rentals

310 properties

Rentals with a pool

230 properties have a pool

Pet-friendly rentals

70 properties allow pets

Family-friendly rentals

210 properties are a good fit for families

Total number of reviews

4K reviews

Nightly prices starting at

€ 65 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Collier County
  5. Naples
  6. Old Naples