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From $955 per night (USD)
VRBO
Seasonal - Annual - Monthly Steps from Beach and Shopping
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Upstairs Unit -- No Pets This 2 bedroom 2.5 bath unit is located on the second floor with a private balcony and private ...
From $955 per night (USD)
VRBO
$\TOMMY BAHAMAS CONDO\$
From $180 per night (USD)
VRBO
\"TOMMY BAHAMAS CONDO\"
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
Enjoy this beautiful 2 bedroom, 2 bath condo located approximately 5 miles from the beach (1300 sq. feet). Condo also o ...
From $180 per night (USD)
VRBO
From $784 per night (USD)
VRBO
Designer’s Luxury 3 Bedroom Pool Home .5 mile to Lowdermilk Beach Park!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
BLUEBELL IS NOW AVAILABLE FOR ONE SEASONAL RENTAL FOR JANUARY, FEBRUARY, AND MARCH 2026. BOOK NOW TO RESERVE THIS VERY ...
From $784 per night (USD)
VRBO
From $1390 per night (USD)
VRBO
Olde Naples Luxury Home 10 Houses from the Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Spacious Olde Naples home in a private setting only 10 houses from the beach and a short walk to 5th Ave and 3rd St. S. ...
From $1390 per night (USD)
VRBO
From $161 per night (USD)
VRBO
Enjoy Resort Style living at The Word Tennis Club in Naples, Florida
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
Comfortably furnished for any length of stay, our condo is located in the World Tennis Club, an 82 acre gated resort com ...
From $161 per night (USD)
VRBO
From $411 per night (USD)
Expedia
Prime Vacation Haven: Enjoy Naples in Style
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: We can't wait to welcome you to our well appointed single family vacation home conveniently located to everythi ...
From $411 per night (USD)
Expedia
From $1061 per night (USD)
VRBO
Amazing sunsets on Naples Bay - mins from 5th Ave - Contact for monthly rates
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Charming and completely furnished ranch located in historic, beautiful and warm Naples Florida with the Bay as your back ...
From $1061 per night (USD)
VRBO
Click For Pricing
Expedia
Townhome 10 minutes from the beach 3 Month Minimum
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Very nice 3 bedroom 3 bath townhome within 10 minutes driving distance to beach and downtown Naples, FL. Two master bedr ...
Click For Pricing
Expedia
From $128 per night (USD)
VRBO
Wonderful Naples, 2 Bed 2 Bath Condo, Close To Beaches, Retail And Restaurants
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Well equipped 2 bedrooms, 2 full bathrooms, second floor Condo that includes everything you need to make your stay rel ...
From $128 per night (USD)
VRBO
From $2544 per night (USD)
VRBO
Port Royal elegance for the traveler who desires the luxury and location.
Bedrooms:
6
Bathrooms:
4
Sleeps:
8
Located within walking distance to the beach, shopping and dining in downtown Old Naples this 4 bedroom, 7 bathroom home ...
From $2544 per night (USD)
VRBO
From $272 per night (USD)
VRBO
Serenity Place - 2 bedroom
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Located across the street from the Naples Botanical Gardens and less than 4 minute drive from Bayview Park, come and exp ...
From $272 per night (USD)
VRBO
From $240 per night (USD)
Expedia
Close to parks, beaches and downtown Naples
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Forget your worries and come and unwind in this serene one-bedroom in the heart of Bayview Art District. In less than a ...
From $240 per night (USD)
Expedia
From $224 per night (USD)
VRBO
Bayside Near the Beachside
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy all the stunning surroundings that Naples has to offer while never having to get in your car to drive anywhere at ...
From $224 per night (USD)
VRBO
From $1027 per night (USD)
Expedia
Ardissone Penthouse at Venetian Village
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Wow! Penthouse 305 at Ardissone is an exceptional opportunity to experience waterfront and beachside living steps to sho ...
From $1027 per night (USD)
Expedia
From $574 per night (USD)
VRBO
Naples Escape
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Modern and upgraded, our home is your home away from home. We have three large bedrooms. the Master offers a king bed ...
From $574 per night (USD)
VRBO
From $346 per night (USD)
Expedia
Moorings Condo, West of 41.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Note: Available January 1 thru February 15…..Welcome to our Naples getaway condo. Park in the private spot in great prox ...
From $346 per night (USD)
Expedia
From $1354 per night (USD)
VRBO
New Modern Home - Walk to beach
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Newly built modern home in the heart of Parkshore. Minutes walk to Seagate beach and Waterside shops. Huge resort style ...
From $1354 per night (USD)
VRBO
From $703 per night (USD)
VRBO
1st Fl. 2 bedrm condo w,view of Naples Bay - 5 min from downtown, newly updated
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Fully equipped first floor 2 bedroom (one w/king bed, one w/twin beds), 2 bath condo with living room with queen sleep s ...
From $703 per night (USD)
VRBO
From $175 per night (USD)
VRBO
Beautiful Two Bedroom Near Beach With Back Porch and Carport!
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Spend your vacation right with a stay at our beautiful home in Naples! Close to the Gulf yet settled in a quiet neighbor ...
From $175 per night (USD)
VRBO
From $263 per night (USD)
Expedia
Il Santuario 17 Heated Pool and Spa Close to Beach and Fifth Avenue
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Private stanza in a quiet 4 plex on 2/3 acre down a private road. Recently built brand new pool and spa, lovely landsca ...
From $263 per night (USD)
Expedia
From $407 per night (USD)
VRBO
House w/ heated pool in central Naples 5min to beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3bds, 2 bath house that sleeps 8 only 2 miles from the beach. It is on this expansive lot that is centrally located in N ...
From $407 per night (USD)
VRBO
From $183 per night (USD)
Expedia
September October Special-$80 a night for a minimum of 5 nights-instant refund
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Private and quiet condo in the heart of Naples. The complex offers resort amenities: heated pool, pickleball, tennis, ra ...
From $183 per night (USD)
Expedia
From $572 per night (USD)
VRBO
Sweet Bay Cottage at Naples Bay Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Ideal location in world class Naples Bay Resort, this gated resort is amenity packed with an old Florida feel of lush la ...
From $572 per night (USD)
VRBO
From $454 per night (USD)
Expedia
Delightful Gulf views from the 11th floor!-WS1102
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
***Construction Notice: Adjacent building, Baypointe, is having parking lot pavers removed and reinstalled as well as re ...
From $454 per night (USD)
Expedia
From $231 per night (USD)
VRBO
Best Vacation Spot in Naples, Florida
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
90-days seasonal rent for 2 adults only. West of US 41 in a beautiful Park Shore area of Naples, Florida a wonderful va ...
From $231 per night (USD)
VRBO
From $531 per night (USD)
Expedia
Bright open 2 bedroom beachfront condo - CL0403
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
***Construction Notice: Adjacent building, Baypointe, is having parking lot pavers removed and reinstalled as well as re ...
From $531 per night (USD)
Expedia
From $704 per night (USD)
VRBO
Enjoy life in this 3 bedroom beachfront condo-CL12
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
***Construction Notice: Adjacent building, Baypointe, is having parking lot pavers removed and reinstalled as well as re ...
From $704 per night (USD)
VRBO
From $831 per night (USD)
Expedia
Enjoy a Gulf view in this updated unit - WS1003
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
***Construction Notice: Adjacent building, Baypointe, is having parking lot pavers removed and reinstalled as well as re ...
From $831 per night (USD)
Expedia
From $545 per night (USD)
VRBO
Beautiful 3 bedroom beachfront corner unit-CL0804
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
***Construction Notice: Adjacent building, Baypointe, is having parking lot pavers removed and reinstalled as well as re ...
From $545 per night (USD)
VRBO
From $823 per night (USD)
Expedia
Bright corner unit with stunning Gulf views-CL0701
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
***Construction Notice: Adjacent building, Baypointe, is having parking lot pavers removed and reinstalled as well as re ...
From $823 per night (USD)
Expedia
From $420 per night (USD)
VRBO
Enjoy this sunny 3 bedroom beachfront condo-CL0401
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
***Construction Notice: Adjacent building, Baypointe, is having parking lot pavers removed and reinstalled as well as re ...
From $420 per night (USD)
VRBO
From $545 per night (USD)
Expedia
Enjoy coastal living in this 3 bedroom condo-WS050
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
***Construction Notice: Adjacent building, Baypointe, is having parking lot pavers removed and reinstalled as well as re ...
From $545 per night (USD)
Expedia
From $602 per night (USD)
VRBO
Beautiful 2 bedroom steps from the beach - CL0203e
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
***Construction Notice: Adjacent building, Baypointe, is having parking lot pavers removed and reinstalled as well as re ...
From $602 per night (USD)
VRBO
From $704 per night (USD)
Expedia
3 bedroom 12th floor beachfront condo - CL1204
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
***Construction Notice: Adjacent building, Baypointe, is having parking lot pavers removed and reinstalled as well as re ...
From $704 per night (USD)
Expedia
From $167 per night (USD)
VRBO
Very Clean, Very Comfortable, Very Central, Very Homey.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
LOCATION>>>LOCATION>>>LOCATION!! A fabulous 2 bedroom 2 bathroom condo situated in the HEART of Naples. This 1000+ sq. f ...
From $167 per night (USD)
VRBO
From $660 per night (USD)
Expedia
Great Gulf views from this 8th floor condo - WS0801
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
***Construction Notice: Adjacent building, Baypointe, is having parking lot pavers removed and reinstalled as well as re ...
From $660 per night (USD)
Expedia
From $211 per night (USD)
VRBO
Naples Florida 3 bedroom condo 3 miles to Down Town, 3.5 miles to Golf Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This beautiful 3 bedrooms contemporary condo is located in East Naples in the heart of the Bayshore Art district with sh ...
From $211 per night (USD)
VRBO
From $635 per night (USD)
Expedia
Sweeping Gulf views - 12th floor condo-CL1203
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
***Construction Notice: Adjacent building, Baypointe, is having parking lot pavers removed and reinstalled as well as re ...
From $635 per night (USD)
Expedia
From $482 per night (USD)
VRBO
Beautiful Gulf views from this 9th floor condo - CL0902
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
***Construction Notice: Adjacent building, Baypointe, is having parking lot pavers removed and reinstalled as well as re ...
From $482 per night (USD)
VRBO
From $728 per night (USD)
Expedia
2 bedroom beachfront condo at Naples Cay - WS0903
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
***Construction Notice: Adjacent building, Baypointe, is having parking lot pavers removed and reinstalled as well as re ...
From $728 per night (USD)
Expedia
From $480 per night (USD)
VRBO
Beautiful Downtown Naples Close to All Naples Has to Offer
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Beautifully upgraded 4 Bdrm 2 bath main house and an adu we call the cabana, that festures 1 full bathroom and kitchen f ...
From $480 per night (USD)
VRBO
From $464 per night (USD)
VRBO
Luxurious Resort Near 5th Ave & Beaches
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come experience the best Naples has to offer while staying in this professionally decorated condo like no other. Eleganc ...
From $464 per night (USD)
VRBO
From $218 per night (USD)
VRBO
Beautiful, sun-filled, newly renovated 2 bed, 2 bath lakeside condo.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy the relaxed lifestyle of Naples, Florida in this beautiful, sun filled, newly renovated lakeside two bedroom, two ...
From $218 per night (USD)
VRBO
From $187 per night (USD)
Expedia
Spacious 4 bed, 3 baths in highly desirable Lake Park.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
If you are looking for a rental for less than 30 days, please inquire directly with host. Experience the best of Naples ...
From $187 per night (USD)
Expedia
From $361 per night (USD)
VRBO
Stunning Lake View-Emilio Sanchez Tennis Academy
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Enjoy beautiful wide lake views from your lanai, of this second floor condo. Completely renovated 2 Bed, 2 Bath home in ...
From $361 per night (USD)
VRBO
From $628 per night (USD)
VRBO
Centrally located 4 bedroom 3 bathrooms home with new pool!
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
This house is amazing for a family. Two master in suite bathrooms. Outdoor space with plenty of seating and a separate p ...
From $628 per night (USD)
VRBO
From $232 per night (USD)
VRBO
Midcentury Rambler with large backyard and open patio.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come stay at our bright and spacious home with comfy beds and newly renovated bathrooms. We have a large backyard and a ...
From $232 per night (USD)
VRBO
From $332 per night (USD)
VRBO
Palm Breeze
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This home has a very nice floor plan and features new kitchen and baths. High end appliances and granite counter tops. T ...
From $332 per night (USD)
VRBO
From $275 per night (USD)
VRBO
🏖️4 BR Canal Front Oasis- 1.5 Miles to Downtown!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
JUST A 1.5 MILE DRIVE TO DOWNTOWN NAPLES~!! A beautiful and tastefully decorated modern home featuring 4 bedrooms and ...
From $275 per night (USD)
VRBO
From $509 per night (USD)
Expedia
Vacay Your Way w/ Game Room & Heated Pool!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Bring the whole family to this great place with lots of room for fun. The home is conveniently located just 10 minutes f ...
From $509 per night (USD)
Expedia
From $181 per night (USD)
VRBO
B-1 - Waterfront Condo Near Naples Bay & Beaches
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Relax in this waterfront first-floor condo across Naples Bay from the City Dock and Crayton Cove. Enjoy a scree ...
From $181 per night (USD)
VRBO
From $172 per night (USD)
Expedia
B-2 - Waterfront Condo Near Naples Bay & Beaches
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Relax in this waterfront second-floor condo across Naples Bay from the City Dock and Crayton Cove. Enjoy a scre ...
From $172 per night (USD)
Expedia
From $1005 per night (USD)
VRBO
NEW 3 Min to beach + Private Pool with 3 King Ensuites!!
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
Welcome to the beautiful 6-bedroom vacation house. Imagine yourself relaxing by the heated private pool, soaking up the ...
From $1005 per night (USD)
VRBO
From $345 per night (USD)
VRBO
Beautiful 2 bed 2 bath unit centrally located in Naples
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Enjoy your stay in Patsy's Paradise! First floor unit, free parking right at the door, easy walk out the back lanai to ...
From $345 per night (USD)
VRBO
From $782 per night (USD)
VRBO
DOWNTOWN Naples Pool Home in Lake Park!! Walk/bike/ drive to the beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Fully remodeled pool/spa home in Lake Park! Four bedrooms with three bathrooms, spacious living area with open kitchen a ...
From $782 per night (USD)
VRBO
Click For Pricing
Expedia
Penthouse Condo in Naples (Park Shore)
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Elegant Condo in Park Shore neighborhood with heated swimming pool and a private beach access. Walking distance to Fresh ...
Click For Pricing
Expedia
From $526 per night (USD)
VRBO
Modern Condo Steps from the Private Beach with Amazing Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Welcome to our Condo. We offer amazing Gulf views from our newly renovated unit in sunny Naples Florida! Enjoy and spr ...
From $526 per night (USD)
VRBO
From $420 per night (USD)
VRBO
Totally Renovated 3 BR / 2Bath condominium with access to Pelican Bay Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Completely Renovated. Suitable as a brand new 3br/2bath condo. Quiet. Family-friendly condo living community with attent ...
From $420 per night (USD)
VRBO
From $598 per night (USD)
VRBO
Enjoy this bright 10th flr beachfront condo-CL1003
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
***Construction Notice: Adjacent building, Baypointe, is having parking lot pavers removed and reinstalled as well as re ...
From $598 per night (USD)
VRBO
From $712 per night (USD)
Expedia
House with private pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our home is located in nice and quiet neighborhood, in the heart of Naples, 8 min from Downtown (5th avenue ). Our gues ...
From $712 per night (USD)
Expedia
Click For Pricing
VRBO
Waterfront property with access to private beach park
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
*Beautiful waterfront condo *on the bay and across the street from a *private beach park. Quiet area of Naples, close to ...
Click For Pricing
VRBO
From $438 per night (USD)
Expedia
THE TERRACOTTA, Heated Pool! Close to 5th Ave and Beaches
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to your home away from home. 5 MINUTES TO DOWNTOWN! Located on a quiet cul-de-sac, very close to all the hot sp ...
From $438 per night (USD)
Expedia
From $626 per night (USD)
VRBO
NEW LISTING! Gorgeous newly renovated pool home by the beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Completely renovated pool home, centrally located just minutes from the beach (1 mile) and Waterside Shops. Bright and ...
From $626 per night (USD)
VRBO
From $308 per night (USD)
Expedia
Park Shore Resort 1st Floor, BLDG A #105
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Park Shore Resort Has all the amenities you could want with an on-site restaurant, Heated Pool & Spa, covered picnic are ...
From $308 per night (USD)
Expedia
From $527 per night (USD)
VRBO
Park Shore Resort-Top Floor BLDG C #220*Peaceful*
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
*REMODELED, 2nd Floor Condo, lake views. Park Shore Resort has all the amenities you could want with an on-site restaura ...
From $527 per night (USD)
VRBO
From $301 per night (USD)
Expedia
Park Shore Resort-2nd Floor BLDGH #245 Water views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Second Floor Condo, "REMODELED"Beautiful lake views. All the amenities you could want with an on-site restaurant, Heated ...
From $301 per night (USD)
Expedia
From $626 per night (USD)
VRBO
STUNNING POOL HOME, 4 BEDS, NEWLY RENOVATED, CENTRALLY LOCATED
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Newly Remodeled 4bdrm/3bthrm, pool-home right in the heart of Naples. Walk, or bike to the beach!!! **Weekly, monthly, ...
From $626 per night (USD)
VRBO
From $495 per night (USD)
VRBO
Paradise vacation in the heart of Naples 52
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
If you are trying to combine the perfect family vacation with luxurious day, this is the perfect home for you! Centrally ...
From $495 per night (USD)
VRBO
Click For Pricing
VRBO
Beautiful top floor corner 2 bed/2 bth condo in Old Naples. Walk to shops/beach.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy the beautiful sunrise from the the lanai of this spacious/ luxurious/clean top floor corner unit in the landmark C ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Light-filled 2 bedroom/2 bath top floor corner unit in the landmark Colonnade.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Walk to 5th Av. and 3rd St. shops and restaurants, and to the beach to enjoy the breathtaking sunsets. Enjoy the comfort ...
Click For Pricing
Expedia
From $451 per night (USD)
VRBO
OLD NAPLES Downtown Starfish
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to the heart of beautiful, sunny Naples! Your new home away from home. This 2 bedroom, 1 bathroom apartment is ...
From $451 per night (USD)
VRBO
From $471 per night (USD)
Expedia
Old Naples Coastal Paradise
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to the heart of beautiful, sunny Naples! Your new home away from home. This 2 bedroom, 1 bathroom apartment is ...
From $471 per night (USD)
Expedia
From $421 per night (USD)
VRBO
Fall Naples Park Shore Resort Penthouse Hog Fish Harry’s
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Naples Park Shore Resort "your home away from home". The warmest of welcomes awaits your arrival at our tropical hideaw ...
From $421 per night (USD)
VRBO
From $181 per night (USD)
Expedia
Subtropical Oasis -Naples, Fl Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: This is unit 1 of a 2 unit complex located within a few miles of the Naples city limits. This two bedroom and ...
From $181 per night (USD)
Expedia
From $165 per night (USD)
VRBO
Sunny Naples - Subtropical Oasis Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Summary: This is unit 2 of a two unit complex located within a few miles of the Naples city limits. This two bedroom an ...
From $165 per night (USD)
VRBO
From $741 per night (USD)
Expedia
Heart of Old Naples. Walk to beach, 5th Ave and 3rd St!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This beautiful modern condo with elevator is only 4 blocks from the beach. Located in the heart of Old Naples, walking d ...
From $741 per night (USD)
Expedia
From $484 per night (USD)
VRBO
Boaters Bayshore Bungalow on a Canal with Gulf Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This ranch home is located on a canal with direct access to the Gulf/Naples Bay(no bridges). Amazing water sports access ...
From $484 per night (USD)
VRBO
Click For Pricing
Expedia
Old Naples! Charter Club of Naples Bay. Seasonal Resort Rental
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Picture perfect seasonal resort. Check out the Charter Club of Naples Bay Resort. Our 2 bed, 2 bath unit is on the 3rd ...
Click For Pricing
Expedia
From $284 per night (USD)
VRBO
Charming Private Sanctuary Heated Pool & Spa 15
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Beautifully restored four plex with brand new Italian carerra marble and heated pool and spa. The grounds are completel ...
From $284 per night (USD)
VRBO
From $399 per night (USD)
Expedia
“Rare Find” Paradise on Naples Bay! In the prestigious Royal Harbor!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Location Location Location! World famous Naples Beach is less than 2 miles away! Wake up and enjoy coffee on the brand ...
From $399 per night (USD)
Expedia
From $180 per night (USD)
VRBO
Beautifully Remodeled with Heated Pool and Spa 19
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Incredible private retreat with shared heated pool and hot tub. Centrally located to renowned shopping, and restaurants. ...
From $180 per night (USD)
VRBO
From $196 per night (USD)
Expedia
First floor condo for rent with pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The city of Naples perched on the Gulf of Mexico in southwest Florida, is famous for its high-end shopping, world class ...
From $196 per night (USD)
Expedia
From $513 per night (USD)
VRBO
New! Stunning Expansive Gulf+Bay Sunset Views,LargeDeck, 2 Living Rms & 2 Bedrms
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Wow! Rarely available! Reserve your year-round panoramic sunset views that are absolutely breathtaking in one of the bes ...
From $513 per night (USD)
VRBO
From $229 per night (USD)
Expedia
Charming 2 bedroom home
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to our charming home in the heart of Naples. Completely renovated and waiting for you to enjoy! Super safe and Q ...
From $229 per night (USD)
Expedia
$Sunny FL Oasis with Private Pool – Your Perfect Getaway!\nAvailable Season 2025$
From $501 per night (USD)
VRBO
Sunny FL Oasis with Private Pool – Your Perfect Getaway!\nAvailable Season 2025
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Escape to Paradise in this stunning home just minutes from beautiful beaches, shopping, and entertainment! Whether you'r ...
From $501 per night (USD)
VRBO
From $133 per night (USD)
VRBO
Comfortable Top Floor Condo with Pool, Great Location!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
Condo Description: 2 Bedrooms, 2 Bathrooms, Den/Office. Livingroom, open kitchen and a balcony with view of preserve. Bo ...
From $133 per night (USD)
VRBO
From $870 per night (USD)
VRBO
Biohacking Hub - Sauna, Ice Bath, Infrared Therapy
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Solana Mind House, a stunning 3-bedroom Tulum-style retreat with a sleek and modern interior that offers ever ...
From $870 per night (USD)
VRBO
Click For Pricing
Expedia
Work or Family Group Trip! Central & 1mi to Gulf
Bedrooms:
2
Bathrooms:
4
Sleeps:
13
Enjoy 3 bedrooms in a home with great open concept in central Naples. The private enclosed back yard lets you enjoy the ...
Click For Pricing
Expedia
From $380 per night (USD)
VRBO
Group Beach Trip! 1 mile to Gulf, Near Everything!
Bedrooms:
2
Bathrooms:
4
Sleeps:
16
Work groups and large families welcome! The moment you enter, you are welcomed to the great room with a kitchen, dining ...
From $380 per night (USD)
VRBO
From $316 per night (USD)
VRBO
Garden-level 3-bedroom Park Shore condo - Beautifully renovated!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Garden level, 3 bedroom, 2 bath condo in desirable Park Shore. Renovated with brand new tile floors, stainless steel app ...
From $316 per night (USD)
VRBO
From $216 per night (USD)
VRBO
Olde Naples comfort, two blocks to beach, restaurants, shopping
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Now you can experience life in US News and World Reports 2024 #1 Best Place to Live in the US! Enjoy that immediate " ...
From $216 per night (USD)
VRBO
From $731 per night (USD)
Expedia
Stunning property in Royal Harbor, Is finest location Naples bay downtown 5th
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
Experience the ultimate urban retreat in Naples with this stunning house that offers the perfect blend of convenience, l ...
From $731 per night (USD)
Expedia
From $530 per night (USD)
VRBO
Westshore 1201 at Naples Cay - Gulf Views & Steps to the Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Vacationing at Westshore 1201 will feel as if you are at a private retreat tucked away from the rest of the world! Our c ...
From $530 per night (USD)
VRBO
From $143 per night (USD)
VRBO
Condo; Access to pool/tennis courts ; 10 mins from beach/downtown Naples
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy some fun in the sun while staying at this multifaceted second-floor condo in Winter Park. It's location is prime a ...
From $143 per night (USD)
VRBO
From $466 per night (USD)
VRBO
Tropical Oasis!! New Construction! In the Heart of Naples!! PET FRIENDLY!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Beautiful new home with many amenities and spaces to enjoy your time in Naples! This ultra-spacious 4 bedrooms and 2.5 b ...
From $466 per night (USD)
VRBO
From $222 per night (USD)
Expedia
2 Miles to the Beach and 5th Ave
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Brand new listing! We invite you to stay at this stylish, yet affordable luxury home with a gourmet kitchen right in the ...
From $222 per night (USD)
Expedia
From $220 per night (USD)
VRBO
Gecko Cottage - 2 miles to the beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This charming 1970s cottage is in a peaceful neighborhood just outside the heart of downtown Naples and Fifth Avenue Sou ...
From $220 per night (USD)
VRBO
From $1908 per night (USD)
Expedia
Luxury Modern Newly Built House in Naples
Bedrooms:
6
Bathrooms:
4
Sleeps:
8
Beautiful, spacious, one level luxury home with design décor and cozy atmosphere. You will enjoy the outdoor living by t ...
From $1908 per night (USD)
Expedia
From $279 per night (USD)
VRBO
Serene Luxury Awaits at Naples Bay Resort – Your Tropical Retreat!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Cottages at Naples Bay Resort Our calendar is updated in real-time & our nightly rates are accurately displayed. Si ...
From $279 per night (USD)
VRBO
From $548 per night (USD)
Expedia
Best Location in Olde, South Naples!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Best Location in Olde, South Naples! Please reach out to our office with your requested dates as we can see the calenda ...
From $548 per night (USD)
Expedia

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Results: 833 Rentals