Holiday Homes in South Naples

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Featured Holiday Homes in South Naples

Stunning Naples Home w/ Pool, Patio, Water Views
4 bedrooms, desk, iron/ironing board, Internet

Stunning Naples Home w/ Pool, Patio, Water Views

10.0 out of 10, Exceptional, (2)
"We traveled to Naples for a wedding with family and friends. Our stay was very comfortable and accommodating! The property was amazing! It was super clean! I definitely would go back and stay here again! Love love loved it!"
Stunning Naples Home w/ Pool, Patio, Water Views
Lely Resort Home w/ Lanai - 1 Mi to Golf Course!
Fridge, microwave, stovetop, dishwasher

Lely Resort Home w/ Lanai - 1 Mi to Golf Course!

9.0 out of 10, Wonderful, (8)
"Very impressive"
Lely Resort Home w/ Lanai - 1 Mi to Golf Course!
Paradise Escape: Luxe Pool 7BR Villa -10 Min to Beach & DT - 3900ft2 -PickelBall
Outdoor pool, a heated pool

Paradise Escape: Luxe Pool 7BR Villa -10 Min to Beach & DT - 3900ft2 -PickelBall

10.0 out of 10, Exceptional, (10)
"We had a great time!"
Paradise Escape: Luxe Pool 7BR Villa -10 Min to Beach & DT - 3900ft2 -PickelBall
Exclusive Lely Resort House -Private Pool -Sleeps 6
Beach nearby

Exclusive Lely Resort House -Private Pool -Sleeps 6

10.0 out of 10, Exceptional, (15)
"What a beautiful home! We did not have to worry about a thing. The owner did a wonderful job of making sure everything we could think of was there. My kids loved the pool and the “cozy beds” we would highly recommend this home for anyone looki my for a relaxing time away! "
Exclusive Lely Resort House -Private Pool -Sleeps 6
Villa on golf course with heated saltwater pool.

Villa on golf course with heated saltwater pool.

10.0 out of 10, Exceptional, (102)
"Every thing was great. A perfect location and LELY is a perfect place to stay. The area is beautiful and perfectly maintained. This rental has everything for your comfort. I highly recommend staying here"
Villa on golf course with heated saltwater pool.
Lely Resort Masters Reserve Naples Home on Private Lake in Gated Community
Outdoor pool, a heated pool

Lely Resort Masters Reserve Naples Home on Private Lake in Gated Community

10.0 out of 10, Exceptional, (90)
"Great communication, great location. Everything was as described. "
Lely Resort Masters Reserve Naples Home on Private Lake in Gated Community
Crown Pointe Home w/heated pool, updated kitchen & baths....minutes to downtown & beaches!
Pool

Crown Pointe Home w/heated pool, updated kitchen & baths....minutes to downtown & beaches!

9.8 out of 10, Exceptional, (11)
"We have stayed at lot of properties in Florida over the past 20 years , and this by far was the best property for condition, cleanliness and furnished. Tammy the property manager was incredibly helpful. It made it a great holiday."
Crown Pointe Home w/heated pool, updated kitchen & baths....minutes to downtown & beaches!
New Construction New Furniture Naples Resort Style home Near Marco Island
Pool

New Construction New Furniture Naples Resort Style home Near Marco Island

9.4 out of 10, Exceptional, (3)
"We were spending time with family and this property was great! From check in to check out the manager was there to help with whatever we needed. We would definitely stay again."
New Construction New Furniture Naples Resort Style home Near Marco Island
Cozy cottage with secluded backyard, AC & W/D - public golf courses nearby
Fridge, microwave, oven, stovetop

Cozy cottage with secluded backyard, AC & W/D - public golf courses nearby

9.8 out of 10, Exceptional, (6)
"Inside very clean and well supplied. Liked that it has 2 full size bedrooms. Would definitely stay again."
Cozy cottage with secluded backyard, AC & W/D - public golf courses nearby
Private Outdoor Pool in Naples Vacation Rental!
Fridge, microwave, stovetop, dishwasher

Private Outdoor Pool in Naples Vacation Rental!

10.0 out of 10, Exceptional, (3)
"The house was super clean and perfect for our family of four. I would definitely recommend this house to my family and friends. They were super easy to communicate with during our stay when we had questions."
Private Outdoor Pool in Naples Vacation Rental!
2 Bedroom + Den overlooking the Golf Course with Heated Salt Water Pool
Outdoor pool, a heated pool

2 Bedroom + Den overlooking the Golf Course with Heated Salt Water Pool

10.0 out of 10, Exceptional, (11)
"We had a great stay at this house! The pool and the outdoor area were perfect for morning coffee and hanging out in the sun. The property was beautiful and it is easy to walk around the entire Lely resort. We loved the players club pool, bocce, pickleball and restaurant! It was easy to communicate with the owner, he was very responsive! We look forward to returning!"
2 Bedroom + Den overlooking the Golf Course with Heated Salt Water Pool
Beautiful Home with Pool on Golf Course in Lely
A heated pool

Beautiful Home with Pool on Golf Course in Lely

10.0 out of 10, Exceptional, (1)
"Gorgeous property on the Classics Golf Club 11TH hole Pool and hot tub Great BBQ Walking distance to the Classics GC Giant TV to watch the Masters Golf Tournament Suggestion- leave directions for hot tub on kitchen counter-top"
Beautiful Home with Pool on Golf Course in Lely
SUMMER SPECIAL Lely Resort- Players Club Included!
Beach

SUMMER SPECIAL Lely Resort- Players Club Included!

10.0 out of 10, Exceptional, (1)
"If you are looking for a great place to stay in Naples look no further, The house is immaculate with everything you need for an amazing vacation. Access to the incredible Player’s Club is offered, do not miss this opportunity to become a member during your stay..Last but not least Jack and Battina, the hosts, are incredibly helpful and responsive."
SUMMER SPECIAL Lely Resort- Players Club Included!
Upscale/Newly Renovated, 4 bed, heated pool, in Majors w/ Player's Club access
Outdoor dining

Upscale/Newly Renovated, 4 bed, heated pool, in Majors w/ Player's Club access

2.0 star property
Upscale/Newly Renovated, 4 bed, heated pool, in Majors w/ Player's Club access
LELY Resort Gated Naples Pool Home Naples with Players Club Membership
A heated pool

LELY Resort Gated Naples Pool Home Naples with Players Club Membership

LELY Resort Gated Naples Pool Home Naples with Players Club Membership
Experience the irresistible charm of Cayo Coco Cottage!
Aerial view

Experience the irresistible charm of Cayo Coco Cottage!

2.0 star property
Experience the irresistible charm of Cayo Coco Cottage!
Deluxe home in a resort community with amazing views, pool, & hot tub
Interior

Deluxe home in a resort community with amazing views, pool, & hot tub

Deluxe home in a resort community with amazing views, pool, & hot tub
Cozy Townhouse and Resort-style Living – Ole at Lely Resort!
Pool

Cozy Townhouse and Resort-style Living – Ole at Lely Resort!

Cozy Townhouse and Resort-style Living – Ole at Lely Resort!
Spacious villa with beheizb. Saltwater pool focused directly on the lake, south side
Point of interest

Spacious villa with beheizb. Saltwater pool focused directly on the lake, south side

9.6 out of 10, Exceptional, (43)
"Our home away from home. Had a great stay..was very well equipped and comfortable. The late check-in on February 1 at 6 PM and early check out on February 14 by 10 a.m.. meant we really only had 12 days which was a bit disappointing. Also, we were surprised to learn about the $15 charge per day to heat the pool. We were very grateful for the help from the property manager who lived close by… Thank you very much!"
Spacious villa with beheizb. Saltwater pool focused directly on the lake, south side
Cozy 3-bedroom home w/ private fenced yard - 12 min from 5th Ave. Pet friendly!
Fridge, microwave, oven, stovetop

Cozy 3-bedroom home w/ private fenced yard - 12 min from 5th Ave. Pet friendly!

10.0 out of 10, Exceptional, (11)
"This was our second time renting this beautiful house, my sisters and I love how close it is to everything. We enjoyed playing some of the board games provided every night with the kids. The back yard is great for the kids and my sisters dog to run around in. We didn't cook while staying, but the kitchen was well stocked with everything you would need."
Cozy 3-bedroom home w/ private fenced yard - 12 min from 5th Ave. Pet friendly!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in South Naples

GreenLinks Golf Villas at Lely Resort
Outdoor pool, pool umbrellas, pool loungers

GreenLinks Golf Villas at Lely Resort

3.0 star property
9.4 out of 10, Exceptional, (508)
"Everything was fine, except there were no working phone in the room, unable to get in touch with reception."
The price is AU$767
includes taxes & fees
8 Jan - 9 Jan
GreenLinks Golf Villas at Lely Resort
Naples, FL. Lely Resort Gorgeous 2 bed, plus den sleeps 6. Free Golf till 10/15
Outdoor pool, a heated pool

Naples, FL. Lely Resort Gorgeous 2 bed, plus den sleeps 6. Free Golf till 10/15

9.8 out of 10, Exceptional, (16)
"Very good!"
Naples, FL. Lely Resort Gorgeous 2 bed, plus den sleeps 6. Free Golf till 10/15
Luxury Golf Villa in Beautiful Lely Resort w/ Pool
A heated pool

Luxury Golf Villa in Beautiful Lely Resort w/ Pool

10.0 out of 10, Exceptional, (30)
"Everything about the condo was perfect. Well definitely book again. "
Luxury Golf Villa in Beautiful Lely Resort w/ Pool
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.