Naples Rentals
From $367 per night (USD)VRBO
Park Shore-Luxury 3BR/3BA condo on Venetian Bay-boat slip, carport, private Park Shore beach pass
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
-Newly Listed- ***Cleaning and disinfecting our properties are highest priority and we are following all CDC guidel ...
From $367 per night (USD)VRBO
From $462 per night (USD)Expedia
I-349 - End Unit - Lake and Fountain View
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: We are located in a 13-acre subtropical oasis in the heart of Naples, FL very close to downtown and within a s ...
From $462 per night (USD)Expedia
From $428 per night (USD)VRBO
Wake Up to the Gulf – Stylish Condo with Direct Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to this Third-floor 2-bedroom, 2-bathroom condominium offering an unparalleled southwestern view of the Gulf. ...
From $428 per night (USD)VRBO
From $325 per night (USD)Expedia
Park Shore Resort, Top Floor BLDG G #341-Corner condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Park Shore Resort has all the amenities you could want with an on-site restaurant, Heated Pool & Hot Tub, BBQ`s, Tennis, ...
From $325 per night (USD)Expedia
From $345 per night (USD)VRBO
Beachside Moorings Escape with Bay Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gulf & Bay Views at Madrid Club — Your Moorings Retreat, Steps from the Beach Wake up to sunrise over Moorings Bay, spe ...
From $345 per night (USD)VRBO
From $309 per night (USD)Expedia
C-117 - Luxury Park Shore Resort Condo with Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Set within the lush 13-acre oasis of Park Shore Resort, guests enjoy a heated resort-style pool, on-site dinin ...
From $309 per night (USD)Expedia
From $545 per night (USD)VRBO
Luxury on the Water | Pool, Spa & Dock
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The House Everyone Asks About — Waterfront, Design-Forward, and Five Minutes from Fifth Avenue Every neighborhood has o ...
From $545 per night (USD)VRBO
From $287 per night (USD)VRBO
Beachfront 2BR/2BA Moorings condo with pool, gym, parking, and Wi-Fi.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Southwest Gulf Views, Five Floors Up — Beachfront at the Naples Continental Club Every evening ends the same way here: ...
From $287 per night (USD)VRBO
From $337 per night (USD)VRBO
Park Shore Resort-Top Floor-Great Views BLDGF #345
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Top floor condo1bdrm, that turns into 2. Extra living space perfect for a couple. Park Shore Resort has all the amenitie ...
From $337 per night (USD)VRBO
From $608 per night (USD)VRBO
Waterfront Naples Bay Resort - Club Included - 2 King Suites + Den
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Experience an extended stay on Naples Bay in this spacious 2,660-square-foot waterfront residence at Naples Bay Resort. ...
From $608 per night (USD)VRBO
From $417 per night (USD)VRBO
Coastal modern 1-bedroom apartment across the street from Naples beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Steps from the beach, the beautiful Moorings and Park Shore neighborhoods, and Venetian Village dining and shopping in t ...
From $417 per night (USD)VRBO
From $193 per night (USD)VRBO
5 Min to Beach & Downtown, w/ attached Guest Suite, 2-10 Guests, Fully Renovated
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
• Near Beach • Sleeps up to 10 • W/ Guest Suite • Perfect for Families and Groups. Rare, fully renovated Naples proper ...
From $193 per night (USD)VRBO
From $343 per night (USD)VRBO
Modern Luxury Condo in Downtown Naples - Walk to 5th Ave & Minutes to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the best of Naples from this brand-new luxury condo in the heart of Downtown Naples. Perfectly located just ...
From $343 per night (USD)VRBO
From $371 per night (USD)VRBO
Remodeled 3 bedroom condo in high end Park Shore of Naples. 1 blk from beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Naples is waiting for you at this beautiful fully remodeled 3-bedroom condo which was completed in late 2025'. Property ...
From $371 per night (USD)VRBO
From $443 per night (USD)VRBO
Minutes from 5th Avenue at Leading Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Be Our First Guests! This completely remodeled 2-bedroom, first floor condo features fresh, elegant coastal dé ...
From $443 per night (USD)VRBO
From $502 per night (USD)Expedia
E-231 - Deluxe Condo at Quiet End of Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Peaceful second-floor condo at Park Shore Resort featuring a split-bedroom layout with two queen beds and dire ...
From $502 per night (USD)Expedia
From $714 per night (USD)VRBO
Quattro at Naples Square
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Experience the ultimate in modern coastal luxury at Quattro at Naples Square, where contemporary design meets the relaxe ...
From $714 per night (USD)VRBO
From $354 per night (USD)VRBO
✨ Naples Continental Gem | Direct Beach Views + Lanai
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
From the 5th floor of the Naples Continental Club, the Gulf of Mexico doesn't just peek through — it commands the entire ...
From $354 per night (USD)VRBO
From $495 per night (USD)VRBO
Fully Renovated Luxury Beach Condo with Epic Sunsets
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Brand New Listing on a completely Redone condo. Welcome To Sunsets Bungalow-- This is not a regular rental, it's our Be ...
From $495 per night (USD)VRBO
From $334 per night (USD)VRBO
2-Bedroom Ocean Front Condo Naples Continental Club Unit 309
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Naples Continental Club is located on Gulf Shore Boulevard North, conveniently near everything that Naples has to of ...
From $334 per night (USD)VRBO
From $1884 per night (USD)VRBO
Spacious 4-bedroom house in Prime Old Naples Location
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Located in the heart of Old Naples—just four blocks from the beach—this beautifully appointed home offers the perfect bl ...
From $1884 per night (USD)VRBO
From $839 per night (USD)VRBO
Olde Naples Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
3 Bedroom 2 bath Olde Naples home with pool available for annual rental. 3 blocks to Naple's beach, walk to beach, 5th A ...
From $839 per night (USD)VRBO
From $1108 per night (USD)VRBO
Avion Park Luxury Home | Waterfront • Private Dock • Modern 3BR Naples
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Property Overview Enjoy the ultimate Naples waterfront lifestyle at Waterfront Luxury Retreat, a beautifully furnished 3 ...
From $1108 per night (USD)VRBO
From $304 per night (USD)Expedia
B-115 - Totally Updated - First Floor- Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Set within the lush 13-acre oasis of Park Shore Resort, guests enjoy a heated resort-style pool, on-site dinin ...
From $304 per night (USD)Expedia
From $181 per night (USD)VRBO
Tin City Condo walk to downtown bike to beach 2/2
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Downtown Naples 2-bedroom condo, featuring a cozy king bed and a full spare second bedroom with twin bed. First floor ...
From $181 per night (USD)VRBO
From $321 per night (USD)Expedia
Poolside Fun, Ocean Strolls! Naples Beach Getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Walk to 3rd Street Shopping | 1 Block to Beach | 1 Mi to 5th Avenue | 1st-Floor Condo Whether you’re seeking a quick se ...
From $321 per night (USD)Expedia
From $237 per night (USD)VRBO
Your Perfect Naples Retreat Relax at Park Shore Resort Snowbird Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Park Shore Paradise The Space: Welcome to your serene retreat in the heart of Naples! This charming condo, ...
From $237 per night (USD)VRBO
Click For PricingExpedia
Ideal Naples Getaway W/ Shared Pool, Tennis Courts, & Central AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Naples Escape The Space: The hustle and bustle and coastal vibes of Naples await you and your guests at th ...
Click For PricingExpedia
From $390 per night (USD)VRBO
Serene Luxury Awaits at Naples Bay Resort – Your Tropical Retreat!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: The Cottages at Naples Bay Resort The Space: Discover the pinnacle of relaxation and leisure, nestled with ...
From $390 per night (USD)VRBO
From $266 per night (USD)Expedia
Water view condo with WiFi, screened balcony, pool, tennis, & on-site dining
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Fabulous Park Shore Condo The Space: Take a load off at this gorgeous, Park Shore Resort condo! Offering a ...
From $266 per night (USD)Expedia
From $261 per night (USD)VRBO
Your Serene Escape Awaits Discover Paradise in Naples at Park- near beach & golf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: A Foot in the Shore The Space: Welcome to your home away from home in beautiful Naples, Florida! Nestled i ...
From $261 per night (USD)VRBO
From $622 per night (USD)VRBO
Luxury, High-End Old Naples Retreat | Steps from Fifth Ave and Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the best of Old Naples at Sun Dial 295 — a stunningly reimagined two-bedroom retreat in one of Naples' most s ...
From $622 per night (USD)VRBO
From $582 per night (USD)VRBO
Experience true luxury with this chic and modern condo in Naples.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Available December 2025 and January, February, March 2026! Experience the pinnacle of luxury living in Downtown Naples! ...
From $582 per night (USD)VRBO
From $553 per night (USD)VRBO
Modern Beachfront 2-bedroom condo in Beautiful Naples, FL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beachfront retreat 2 BEDROOM | 2 BATH | Private Lanai Gorgeous ocean views, stunning sunsets & just steps to the sand! ...
From $553 per night (USD)VRBO
From $502 per night (USD)VRBO
I-252 Updated With Views, Pool, & Near Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: This is unit and it features a lake and resort view from the screened lanai. We are located in a 13-acre subt ...
From $502 per night (USD)VRBO
From $319 per night (USD)VRBO
Beautiful 3 Bedroom, 2 Bath Fully Furnished Condo in Windstar on Naples Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Luxury 3BR Condo at Windstar on Naples Bay Your premier Florida getaway begins at this ground-floor, end-unit condo sit ...
From $319 per night (USD)VRBO
From $2341 per night (USD)VRBO
The Pier House – Timeless Old Naples Luxury Steps from the Beach & Third Street South
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to The Pier House, an Old Naples masterpiece where timeless coastal style meets top-tier finishes. With just ove ...
From $2341 per night (USD)VRBO
From $298 per night (USD)VRBO
Penthouse 803 | 180° Bay Views, Walk to Beach & Venetian Village 🌅
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Penthouse 803 at Pelican Point West — A Top-Floor 180° Bayfront Retreat in Park Shore, Naples *90 day stay requirement ...
From $298 per night (USD)VRBO
From $342 per night (USD)VRBO
Sunny Slice of Paradise at Bellasera Resort January-February Special
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
January - February 2026 Special 10% off nightly rate! Luxury condo at Bellasera Resort in Naples, FL, it features a bea ...
From $342 per night (USD)VRBO
From $188 per night (USD)VRBO
Beautiful 1BR/1.5BA condo directly across from Lowdermilk Beach in Naples!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Beautifully renovated first floor 1-bedroom, 1.5-bathroom condo situated directly across from Lowdermilk Park Beach. No ...
From $188 per night (USD)VRBO
From $558 per night (USD)VRBO
🌴 Olde Naples Luxury at The Mark | Walk to Beach + 5th Ave | Weekly Stays | Resort Pool & Spa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Nestled in the heart of Olde Naples, Residence 310 at The Mark on 8th offers a rare blend of luxury, location, and flexi ...
From $558 per night (USD)VRBO
Click For PricingExpedia
Elegant Naples Escape | Waterfront Luxury Meets Tropical Tranquility
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Step into your own slice of paradise in the heart of Naples! This stunning coastal retreat blends luxury, comfort, and l ...
Click For PricingExpedia
From $1209 per night (USD)VRBO
Olde Naples Gem | Beach, Dining & Resort Style Living
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Experience upscale Naples living at The Mark on 8th, a premier condominium in the heart of Olde Naples — just steps from ...
From $1209 per night (USD)VRBO
From $175 per night (USD)Expedia
Coastal Retreat Near the Beach and 5th Ave
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your perfect Naples beach retreat—where coastal comfort meets an unbeatable location. Ideally situated just ...
From $175 per night (USD)Expedia
From $476 per night (USD)VRBO
Naples 4BR Kayak Access, Heated Pool, BBQ, Lg Yard
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your private Naples paradise — a peaceful 4-bedroom, 2-bath coastal retreat just minutes from downtown Naples ...
From $476 per night (USD)VRBO
From $178 per night (USD)Expedia
Sophisticated Naples Getaway – Relax in Style
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Step into this elegant 2-bedroom, 2-bath condo and feel instantly transported to your personal Naples sanctuary. Bathed ...
From $178 per night (USD)Expedia
From $199 per night (USD)VRBO
Luxurious Naples Retreat – Steps from Dining & Shopping
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to Port au Villa, where sophisticated coastal living meets the ultimate vacation experience. This beautifully upd ...
From $199 per night (USD)VRBO
From $390 per night (USD)Expedia
Newly Listed waterfront Condo in Olde Naples
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your charming 2 bedroom, 2 bath waterfront oasis in Olde Naples, Florida. This Condo offers access to the wo ...
From $390 per night (USD)Expedia
From $888 per night (USD)VRBO
La Mer at Park Shore
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
La Mer - Penthouse 105 offers you the unrivaled combination of location, views and ultra luxury living. Every detail of ...
From $888 per night (USD)VRBO
From $255 per night (USD)VRBO
Royal Palm Retreat – Private Naples Pool Home Near Beaches and 5th Avenue
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to Royal Palm Retreat, a charming single-level vacation home in one of Naples’ most convenient locations. Just a ...
From $255 per night (USD)VRBO
From $293 per night (USD)VRBO
Discover Your New Favorite Stay! 2 Units, Outdoor Pool, Free Parking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $293 per night (USD)VRBO
From $438 per night (USD)VRBO
Thoughtfully Prepared for Your Best Stay Yet! 3 Units, Pool, Free Parking!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms. ✦ Each room is ...
From $438 per night (USD)VRBO
From $438 per night (USD)VRBO
Everything You Need for a Great Stay! 3 Units, Outdoor Pool, Free Parking!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms. ✦ Each room is ...
From $438 per night (USD)VRBO
From $149 per night (USD)VRBO
The Stay You’ve Been Looking For! Outdoor Swimming Pool, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 1050 sq. ft, equipped with complimentary toiletries, TV. ✦ C ...
From $149 per night (USD)VRBO
From $149 per night (USD)VRBO
The Getaway You’ve Been Looking For! Outdoor Swimming Pool, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 350 sq. ft, equipped with complimentary toiletries, TV. ✦ Cl ...
From $149 per night (USD)VRBO
From $149 per night (USD)VRBO
Comfort and Convenience! Outdoor Pool Onsite, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This listing is for a room within a hotel. ✦ Your room is 1050 sq. ft, equipped with complimentary toiletries, TV. ✦ C ...
From $149 per night (USD)VRBO
From $293 per night (USD)VRBO
Designed for Memorable Getaways! 2 Units, Outdoor Swimming Pool, Free Parking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms. ✦ Each room is ...
From $293 per night (USD)VRBO
From $149 per night (USD)VRBO
Everything You Need For The Perfect Vacation! Outdoor Pool, Free Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This listing is for a room within a hotel. ✦ Your room is 350 sq. ft, equipped with complimentary toiletries, TV. ✦ Cl ...
From $149 per night (USD)VRBO
From $346 per night (USD)VRBO
Cozy & Comfortable Bungalow 1 - 1.5 mile to 5th Ave, Beach and Old Naples!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Kick back and relax in this calm, stylish 2 bedroom/2 bathroom bungalow within a short 5 minute drive to 5th Ave! Situa ...
From $346 per night (USD)VRBO
Click For PricingExpedia
Pool House in the Heart of Naples!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Virtual Tour Link: https://www.youtube.com/watch?v=qQ5mfb8zh3s Spend your holidays and vacations in paradise! Escape t ...
Click For PricingExpedia
From $357 per night (USD)VRBO
Newly listed, two-bedroom and bath - three blocks from the Gulf and Old Naples
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
*** Please note the correct address is 385 8th Ave S. Naples, Fl. Google Maps is working on fixing the incorrect poste ...
From $357 per night (USD)VRBO
From $389 per night (USD)Expedia
A Find! 3 blocks to Gulf and Old Naples- A King, Full Kitchen + Laundry Find!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
**** note the correct street address is 387 8th Ave S. Naples, Fl while Google Maps fixes the address mistake. We call t ...
From $389 per night (USD)Expedia
From $499 per night (USD)VRBO
2-bedroom condo in Olde Naples - Short walk to beach and restaurants on 5th Ave.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Experience Naples like a local in this adorable 2-bedroom condo with pool. The space features a comfortable king bed, a ...
From $499 per night (USD)VRBO
From $175 per night (USD)Expedia
Sunset on Third – top floor 2BR/2BA Condo Steps from the Gulf & 5th Ave
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Sunset on Third in Old Naples, just two blocks from both Fifth Avenue S and the Gulf of Mexico! The lush & tr ...
From $175 per night (USD)Expedia
From $405 per night (USD)VRBO
Gorgeous 3/2 Minutes to downtown Naples & the sand
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to the ultimate beachside retreat! This bright and welcoming 3 bedroom, 2 bath home is perfectly located just ste ...
From $405 per night (USD)VRBO
From $459 per night (USD)VRBO
Sun-Soaked Naples Retreat - Steps from the Beach in Old Naples
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stay comfortably in Naples at this 2-bedroom condo. The quaint space features one queen bed and one full bed, perfect fo ...
From $459 per night (USD)VRBO
From $208 per night (USD)VRBO
Naples 2-bedroom Condo for Lease w/Stunning Water Front Views & Spacious Living!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful Condo for Lease Stunning Views & Spacious Living! Experience the best of waterfront living with this stunning ...
From $208 per night (USD)VRBO
From $267 per night (USD)Expedia
3BR/3BA pool home/pet friendly in the heart of Naples near the beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Stay comfortably in Naples at this 3-bedroom house. Guests will find a tranquil retreat featuring one king bed, one quee ...
From $267 per night (USD)Expedia
From $335 per night (USD)VRBO
H-346 -Third Floor - Sunset Views From The Lanai!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: This unit features a lake and resort view from the screened lanai along with an updated interior and furnishin ...
From $335 per night (USD)VRBO
From $246 per night (USD)VRBO
NAPLES WATERFRONT - NEW 2 BR on the Bay w/ Pier,Steps to the Sandy Beach on Gulf
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
WATERFRONT-Bayside 5 steps to backyard Pier and Kayak dock. (Paddleboard included) Gulf of Mexico 100 steps- white sandy ...
From $246 per night (USD)VRBO
From $390 per night (USD)VRBO
Luxury Beachfront Oasis-Newly Renovate Condo, open concept with large island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover this 2-bedroom gem in Naples. This fabulous condo features two king beds, offering plenty of space for a restfu ...
From $390 per night (USD)VRBO
From $134 per night (USD)Expedia
Just Listed: Cozy 1-bedroom condo in fabulous Olde Naples near downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy a peaceful stay at this 1-bedroom condo in Naples newly renovated. This wonderful space offers a comfortable livin ...
From $134 per night (USD)Expedia
From $1221 per night (USD)VRBO
3-Blocks to Beach, Steps from 3rd Street Dinning, Waterfront Pool Home on Canal
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Key West style waterfront beach house in Aqualane Shores/Old Naples with direct gulf access with private boat dock. Brin ...
From $1221 per night (USD)VRBO
From $127 per night (USD)VRBO
Olde Naples Condo – Walk to Beach, 5th Ave, 3rd St South, Quiet 12-Unit Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Monthly rentals only. HOA approval required (approximately 10 days). Please inquire as early as possible to allow time f ...
From $127 per night (USD)VRBO
From $2918 per night (USD)VRBO
Olde Naples Beach House. Newly renovated, walk to beach and Four Seasons Resort
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Exquisitely renovated (11/2025) Olde Naples beach home. With soaring ceilings and boundless outdoor living spaces, this ...
From $2918 per night (USD)VRBO
From $179 per night (USD)Expedia
Cozy Palm Pad
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Relax in this charming two-bedroom, one-bath coastal retreat. Located in a quiet family-friendly neighborhood, this home ...
From $179 per night (USD)Expedia
From $121 per night (USD)VRBO
Palm Paradise
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy this charming two-bedroom, one-bath coastal retreat. Centrally located in a quiet family-friendly neighborhood, th ...
From $121 per night (USD)VRBO
Click For PricingExpedia
YOUR COASTAL RETREAT, WALK TO BEACH, SHOPPING AND 5TH AVE!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
DISCOVER YOUR PERFECT OASIS!! Step into this beautifully updated 2 bedroom 2 bath condo where modern elegance meets comf ...
Click For PricingExpedia
From $441 per night (USD)VRBO
Emerald Oasis Naples • Luxury Stay by 5th Ave
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Emerald Oasis Naples – Luxury Stay by 5th Ave Discover the best of Naples at Emerald Oasis Naples, a beautifu ...
From $441 per night (USD)VRBO
From $1032 per night (USD)Expedia
Luxurious Penthouse Spectacular Gulf Views in Naples, 3 Bedrooms
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Inside the guarded gates of the Naples Cay beach community is a rare 12th-floor penthouse condo. This unit is stunning a ...
From $1032 per night (USD)Expedia
From $429 per night (USD)VRBO
Oasis of Naples – Beach & Downtown Haven
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Oasis of Naples – Beach & Downtown Haven Discover the best of Naples at Oasis of Naples, a beautifully furnis ...
From $429 per night (USD)VRBO
From $437 per night (USD)Expedia
Beach Luxury Retreat • Walk to Beach & 5th Ave
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Beach Luxury Retreat – Your Downtown Naples Escape Discover the best of coastal living at Beach Luxury Retrea ...
From $437 per night (USD)Expedia
From $992 per night (USD)VRBO
Stunning Private Retreat in the Heart of Naples – Just 4 Blocks from the Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your perfectly appointed Naples escape—an exquisitely designed, fully private residence surrounded by lush tr ...
From $992 per night (USD)VRBO
From $410 per night (USD)Expedia
Naples Luxe Coral Oasis - Walk to the beach and 5th Ave
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Naples Luxe Coral Oasis – Luxury Designer Retreat, Walk to Beach & 5th Ave Welcome to Naples Luxe Coral Oasis, an upscal ...
From $410 per night (USD)Expedia
From $313 per night (USD)VRBO
850 Central | Walk to Beach, 5th Ave & Rooftop Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Some places you visit. Old Naples, you fall for — and there's no better place to fall from than the doorstep of 850 Cent ...
From $313 per night (USD)VRBO
From $742 per night (USD)VRBO
🌴 Old Naples Villa – Steps to 5th Ave & Pristine Beaches
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Experience luxury living in the heart of Olde Naples in this elegant four-bedroom, five-bathroom townhouse, perfectly po ...
From $742 per night (USD)VRBO
From $977 per night (USD)VRBO
On beach, outdoor pool, gym, gulf views from all main living areas
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Incredible Gulf/Sunset Views from all main living areas and MBR. This 4 bed (all en-suite), 5.5 bath home of 3966 sq ft ...
From $977 per night (USD)VRBO
From $258 per night (USD)VRBO
Brand New Listing at the Bayfront 1 bedroom 1.5 bath available Winter 2027!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Make your Naples experience exceptional with a stay in this elegant and upscale waterfront property with waterfront view ...
From $258 per night (USD)VRBO
Click For PricingVRBO
Bay Pointe at Naples Cay PH105
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Come experience Naples's luxury living in this beachfront penthouse located in the gated community of Naples Cay. This ...
Click For PricingVRBO
From $336 per night (USD)Expedia
Saltwater Pool & Spa Retreat in Central Naples
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
*Note: This home is finishing a beautiful remodel and will be ready Dec 22.* Updated 2BR, 2BA with 2 king beds, a trundl ...
From $336 per night (USD)Expedia
From $1446 per night (USD)VRBO
Villas Escalante in Old Naples
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 8
A rare opportunity located in the heart of Old Naples. This three-level residence offers simple and crisp spaces, creati ...
From $1446 per night (USD)VRBO
From $1165 per night (USD)Expedia
Naples Waterfront House! Spacious 5-bedroom house in Aqualane Shores Naples
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 12
Experience the very best of coastal living in this beautifully maintained Naples home, ideally situated in the highly so ...
From $1165 per night (USD)Expedia
From $244 per night (USD)VRBO
Olde Naples 2nd floor condo w/parking - 6 blocks to beach, 3 blocks to 5th Ave. dining & shopping
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
***Newly Listed*** Cleaning and disinfecting our properties are highest priority and we are following all CDC guide ...
From $244 per night (USD)VRBO
From $305 per night (USD)Expedia
Resort Residence near 5th Ave & Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome to a refined escape at Naples Bay Resort—where coastal elegance meets the ease of a full-service resor ...
From $305 per night (USD)Expedia
From $194 per night (USD)VRBO
Spacious 2-Bdrm Retreat-Bears Paw Golf Community
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your perfect Naples getaway in the heart of the exclusive Bears Paw Country Club , one of Southwest Florida’s ...
From $194 per night (USD)VRBO
From $552 per night (USD)Expedia
NEW! Ultra Luxe Home, Walk to 5th Ave w/ Spa
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
** Flexible stay options available—please inquire for details and availability. ** NEW! Ultra-luxury designer-furnished ...
From $552 per night (USD)Expedia
From $289 per night (USD)VRBO
Naples Bay Canal Waterfront condo with slip availability
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Spring, Summer and Fall, Welcome to 1195 Clam Court, Unit 202—an inviting waterfront condo designed for guests who want ...
From $289 per night (USD)VRBO
From $312 per night (USD)Expedia
Naples Beachfront Condo | Stunning Gulf Views | Steps to the Sand
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the beauty of beachfront living in this exceptional residence overlooking Naples' most prestigious stretch of ...
From $312 per night (USD)Expedia
From $940 per night (USD)VRBO
EverHouse at the Moorings
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to EverHouse in the Moorings, a refined coastal retreat offering privacy, space, and exclusivity in one of Naple ...
From $940 per night (USD)VRBO
From $1166 per night (USD)Expedia
Olde Naples Luxury Retreat | Private Pool Oasis | Near Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to your private tropical sanctuary in the heart of Olde Naples. Just five homes from the sugar-white sands and ...
From $1166 per night (USD)Expedia