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Third Street South, Naples, Florida, United States of America

Third Street South vacation rentals

We found 2,532 vacation rentals — enter your dates for availability

Discover a selection of 2,500 vacation rentals in Third Street South that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including private pools and swimming pools. Prices start at $160 per night, and condos and houses are popular options for a stay in Third Street South. Either way, you'll find a rental for everyone's needs.
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Find the best place to stay — Third Street South

Bright and spacious mid-century home just 3 blocks from the beach in Aqualane Shores

Sleeps 8 · 3 Bedrooms · 2 Bathrooms
$203 avg/night
(1)

Romance on 3rd St South Old Naples

Sleeps 2 · 1 Bedroom · 1 Bathroom
$173 avg/night
(26)

Closest Vacation Cottage to Vanderbilt Beach with Resort Style Pool & Spa

Sleeps 6 · 3 Bedrooms · 2 Bathrooms
$210 avg/night
(151)

Luxury Beach Cottage -Naples ( new heated pool and hot tub) short walk to Beach

Sleeps 6 · 3 Bedrooms · 2 Bathrooms
$160 avg/night
(31)

2018 - NEWLY RENOVATED CONDO BY THE BEACH #2

Sleeps 4 · 2 Bedrooms · 2 Bathrooms
$225 avg/night
(28)

BEST LOCATION IN Naples! All Brand new renovations! 300 steps to Naples Pier!

Sleeps 4 · 2 Bedrooms · 2 Bathrooms
$210 avg/night
(118)

Search 2,532 vacation rentals

Top rated rentals — Third Street South
Stayed Apr 2021

Quaint, clean little cottage, perfect location!

Marilynn and Jerry are such amazing hosts. So friendly and accommodating. My sister, her 2 yr old grandson and I so enjoyed this quaint one bedroom cottage in beautiful downtown Old Naples just 2 or 3 blocks from the most beautiful beach, fabulous sh...

Kym H.
Kym H.
Stayed Apr 2021

PUT THIS ON YOUR BUCKET LIST!

Wow! This was a fantastic travel experience! The location is EVERYTHING! Steps from the gorgeous beach (we saw several dolphins!), steps from excellent restaurants/stores/cafes in Naples and the rental until was so well equipped with items for the be...

Susan S.
Susan S.
Stayed Apr 2021

Briarwood house with pool/hot tub

This house was really amazing. The beds were so comfortable, the pool and hot tub were very spacious, and it had everything there that we needed for our stay. The house is about a 15 min drive to the beach, and is in a safe gated community. We abso...

Melanie M.
Melanie M.
Stayed Apr 2021

is

Great location! Can walk to beach and restaurants/shopping. Our unit was updated and nice. Small but had everything (would be nice to upgrade beach chairs - we left a new umbrella too). Would stay here again. Great pool too and was surprised how quie...

Patricia B.
Patricia B.
Stayed Mar 2021

First Time In Naples

Simply wonderful! The condo is small but beautifully decorated and the location ideal. As first-timers, it couldn't have been more convenient. . . literally steps to the beach and a very short walk to shops and fabulous restaurants. The surrounding n...

Leann L.
Leann L.
Stayed Mar 2021

Naples Sojurn

This house is quite large and well laid out with the master suite on one side and the other bedrooms on the other. The master suite is very nice and spacious with a slider out to the lanai and a very spacious master bathroom. The master bed is king s...

debra B.
debra B.

Arlington

Stayed Mar 2021

Excellent property

This was our 2nd time renting in Briarwood. Nice, quiet neighborhood. This property was everything we expected it to be. Plenty of room, super comfortable. We especially enjoyed the pool and spa, sometimes two or three times per day! We hosted severa...

Jo B.
Jo B.
Stayed Mar 2021

Very nice property.

This was a very nice property towards the back within a large condominium community. Accommodations were clean and up to date. The grounds are meticulously maintained. Garage parking, especially in southern Florida is nice. Bikes, beach chairs, pool ...

Michael C.
Michael C.
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How many vacation rentals are available around Third Street South?

Our 2021 property listings offer a large selection of 2,532 vacation rentals around Third Street South. From 1,302 condo and apartment rentals to 1,141 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.