Book Direct & Save - No Booking Fees

Naples Vacation Rentals with Private Pool

(203 rentals)
Naples House
Sleeps 8, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Relax & Enjoy the BBQ at the pool deck at this Home Minutes to Vanderbilt Beach!THE PROPERTY The Severina vacation rental is the nicest home on the block! Newly remodeled taste of Naples, walking distance to the sandy beaches of the Gulf of Mexico. There are touches of modern and Naples coastal...

View all property information

$648
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 0.5 miles to Delnor Wiggins Pass State Park

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Available December through February 2026! ALL inclusive rate $11,800/mo (rent, tax, cleaning, utilities, cable/WIFI, damage waiver, lawn/pool service all included). We have other available also. Quality workmanship, furnishings and accessories await you and yours; all situated on an oversized double...

View all property information

$333
avg per night
Naples House
Sleeps 9, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Naples beach retreat will put a smile on adults and children! Located ONE MILE to Vanderbilt beach this newly updated home has a brand new kitchen fully stocked for any cook to enjoy with brand new appliances and wine fridge. Children of all ages will be delighted with the game room with Pac Man arcade...

View all property information

Featured review

"Lovely house"

This is a lovely house. Very spacious, great kitchen, fun games room. Beautifully laid out garden with heated pool and spa, barbecue and pizza oven and plenty chairs , loungers etc.. A really good supply...

See all reviews

$550
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
12 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

TREAT YOURSELF TO THIS CHARMING POOL HOME! - Great location in the 600 block of 95th Ave, southern exposure (for sun lovers), screened lanai, a large open pool & patio area, fully fenced backyard, and an inviting open floor plan with vaulted ceiling and skylights in the living room. - All freshly...

View all property information

Featured review

"Great location, amenities and hosts"

This was the 2nd year in a row that we rented this location and we had a wonderful time. The uncovered pool is a huge highlight for us as we like to tan so we appreciate a pool without a screen. The distance...

See all reviews

$330
avg per night
Special Offer
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to Vanderbilt Beach, Delnor Wiggins State Park & Beac

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Fall in love with the spacious lanai and the brand new pool with spa! This home is southern exposure, on the desired 600 block and within walking distance (or cruiser bike ride) to both Vanderbilt Beach and Delver Wiggins State Park and Beach. The home is very spacious, with vaulted ceilings and a charming...

View all property information

Featured review

"An absolutely perfect home!"

My family of 5 (3 teenagers) stayed in the Pink Paradise home from Christmas Eve to New Year's Eve. I was tentative at first because I have never heard of Florida Rentals. I am familiar with rental companies...

See all reviews

$406
avg per night

Why Choose FloridaRentals.com?

No booking or service fees

No Booking or Service Fees

Save up to 25% compared to other websites - no hidden costs.

Connect Directly with Hosts

Connect Directly with Hosts

Book with confidence and get the best rates.

Florida's #1 vacation rental listings site

Florida's #1 Vacation Rental Site

Trusted by millions - your go-to for the perfect Florida getaway.

Naples House
Sleeps 8, 4 bedrooms, 2 bathrooms
5 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Single family home located in the desirable 500 block, with heated pool, fully fenced backyard for your privacy, garage and walking distance to Vanderbilt Beach & Delnor Wiggins State Park & Beach. A TOTAL REMODEL OF THIS HOME HAS JUST BEEN COMPLETED - (all floors, kitchen, baths, doors, closet...

View all property information

Featured review

"We really enjoyed our stay at Last Mango!!!"

We absolutely loved the house, the pool, the bikes, and the location. There was plenty of room for the four of us and the pool was heated just right. We were close to the beach, shopping, and dining. Ellie...

See all reviews

$393
avg per night
Special Offer
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms

Distance to beach: 10 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Calling all Golfers! COMES WITH FULL GOLF MEMBERSHIP UNLIMITED GOLF, NO TEE TIMES! This stunning, meticulously maintained property is available for rent JANUARY 2026, FEBRUARY 2026, MARCH 2026 AVAILABLE. ****January rate is $15,000/month**** 2,852 sq.ft., this luxurious 3-bedroom plus den, 3-bathroom...

View all property information

$408
avg per night
Naples Villa
Sleeps 6, 3 bedrooms, 2.5 bathrooms
2 reviews

Distance to beach: 5 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

VILLA World Tennis club Naples3 bedrooms, terrace with lake view and private pool Internet W-lan The house (fully air-conditioned) is located in the World Tennis Club in Naples, In the tennis club there are 16 tennis courts including 11 clay courts. swimming pool, whirlpool and sauna. The complex...

View all property information

Featured review

"Wonderful house in a great location"

We always love to come back to that wonderful furnished house in Naples with pool, located close to shops and beaches in Naples. As tennis players we recommend the place in World Tennis Club ( gated community),...

See all reviews

$237
avg per night
Naples Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Solterra Vacation Rental, a contemporary condo nestled in the picturesque Lely Resort. Prepare to indulge in the opulent amenities of this community, which includes a dazzling pool and inviting hot tub, promising a refreshing and rejuvenating experience. Boasting 3 bedrooms and 2 bathrooms,...

View all property information

Featured review

"Okay!"

Nice place! Had beautiful weather. Enjoyed our time. The pool was clean. The house was up to date and welcoming.

See all reviews

$436
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
10 reviews

Distance to beach: 1 miles to Vanderbilt Beach/BlueBill Beach Access

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

A three-bedroom, two baths plus den, beautiful Florida style private home with its own screen enclosed heated pool and spa plus a covered lanai is the perfect place to enjoy Naples. It is meticulously maintained with great attention to every detail. The residence boasts generously sized rooms, all tile...

View all property information

Featured review

"We love Dancing Palms Getaway!"

I travel to Naples every month for work and have stayed at Wayne & Delores' wonderful Naples Park home numerous times! My husband travels with me more when he knows I am staying at Dancing Palms Getaway....

See all reviews

$395
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Distance to beach: 1 miles to Park Shore

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Conway House is a fantastic family holiday home situated in a private location in Sun terrace, part of Old Naples. Whilst the house is central (only 5 mins drive to the beach and to the Coastland shopping centre) it is in a very quiet residential area and backs onto a beautiful lagoon.The villa is...

View all property information

Featured review

"Love the Conway House"

My wife and I have rented the Conway House for February and March for the last few years, and we hope to continue that arrangement for many years to come. The house is in an ideal location to beaches, shopping,...

See all reviews

$465
avg per night
Naples House
Sleeps 12, 5 bedrooms, 4 bathrooms

Distance to beach: 0.5 miles to Vanderbilt or Wiggins Pass

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Palm View 11020 Vanderbilt Drive, Naples, FL 34108 5 BEDROOMS • 4 BATHROOMS • SLEEPS 12!!!!!!!!!!!!!!!!!!UNDER RENOVATION!!!!!!!!!!!!!!!!!!!!!!!!! UPDATED PICTURES TO BE POSTED October 9th! Now with wifi controlled pool an spa!Relax, refresh, and recharge at Palm View...

View all property information

$1,042
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 8 miles to Naples Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Enjoy all of the Natural light and beautiful lake view in the GreenLinks Golf Villas!!THE PROPERTY This Naturally lit first floor 2 bed, 2 bath condo comfortably sleeps up to 6 guests. Located in the upscale Lely Resort and includes all the community amenities including a pool, hot tub, fitness center,...

View all property information

Featured review

"Cantina Review"

Nice condo, well located. Very clean inside. Overall good stay. Some points for improvement. Need additional internal bolt lock for main entrance door to be able to lock from the inside. Hot water tank...

See all reviews

$369
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Relax in this modern coastal home that is impeccably decorated with a clean and crisp design. The main living area’s wall of windows brings the outdoors in as you gaze out onto the pool, spa, 106 ft of waterfront, and beautiful, tall Royal Palm trees. Enjoy the abundance of outdoor space offering...

View all property information

Featured review

"Perfect Place to Stay in Naples!"

The photos of the house are wonderful, but the house is actually MORE lovely than the photos can depict. It is beautifully and comfortably furnished, and thoughtfully laid out so that the guestrooms are...

See all reviews

$877
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 0.8 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Sea Coast Living!look no further. Between the lovely coastal décor and the open floor concept, you have found a beautifully renovated home that is perfect for any length of stay here in Naples, FL You will immediately feel the SEA COAST LIVING you’ve been looking for as you enter the...

View all property information

Featured review

"Beautiful, clean home from home"

We had a great stay at Joe's house in Naples. There was everything we could need and more. The kids absolutely loved the pool! Everything about the house was perfect, so clean and tidy. Everything we needed...

See all reviews

$295
avg per night
Naples House
Sleeps 10, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

The Aqua is a brand new waterfront home on Crane Channel in Old Naples Aqualane Shores neighborhood. Be prepared for opulence, elegance and an extravagantly affluent property. Experience Naples living at its finest with this 4 Bedroom, 4.5 bath home. The Aqua has been designed with a modern flair and...

View all property information

$2,294
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to The Cambier Cottage, a charming vacation home nestled in the heart of Olde Naples, Florida. This delightful retreat seamlessly combines comfort, convenience, and artistic flair. Expertly handcrafted by a talented local Naples artist, every corner of this three-bedroom, three-bathroom haven...

View all property information

$875
avg per night
Naples Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

New rental at Lely Resort in Naples! Handicap accessible!THE PROPERTY This 3-bedroom, 2-bathroom condo sleeps 8 and is located in the Greenlinks Community which is highlighted by the community pool and hot tub. This resort-style pool is perfect for a nice cooldown or to lounge out and get some tan...

View all property information

$333
avg per night
Naples House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Coconut Plantation is the pinnacle of Naples luxury living. Prepared to be enchanted upon arrival as you are greeted by a lush landscape. Royal Poinciana frame this plantation style house that overflows with southern charm. A brick paver circular driveway provides the gateway to this southern style...

View all property information

$2,166
avg per night
Naples House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Featured in Naples coffee table books "Dream Homes" FLAMINGO PALMS is one of Olde Naples finest homes superbly located in the heart of Olde Naples historic district. Walk to some of Naples finest restaurants and shopping along Olde Naples Famous Fifth Avenue, Just 2 blocks away. Enjoy a round...

View all property information

$2,000
avg per night
Naples House
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

Relax with the whole family at this peaceful place to stay. Our vacation home is located within the beautifully maintained gated community of Briarwood in Naples. Its EXCELLENT location will make our 3 bedrooms, 2 baths with heated saltwater pool/spa home your favorite. Our home has a spacious open floor...

View all property information

$404
avg per night
New
Naples House
Sleeps 11, 4 bedrooms, 4 bathrooms

Distance to beach: 0.3 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This property has over 200 5 star reviews on other well known vacation websites. We are advertising this property here as an alternative to the other vacation websites.Closest To Beach Main House & Separate Villa 4 Bdrm , Huge Pool. Walk To Beach Best Value In Naples: We are local year round...

View all property information

$601
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This Naples Beach Cottage is available immediately. Located in The Moorings with 4 bedrooms and 3 bathrooms, pool and spa. Decorated with bright whites and blues which creates a coastal feel Naples is so well known for. One of the bedrooms can act as an office or bedroom depending on what works best for...

View all property information

$667
avg per night
Special Offer
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Southern Exposure, 3 br plus a dedicated office space and pet friendly. A spacious and inviting floor plan with vaulted ceilings, large kitchen, laundry inside the home. . . Walk or bike to Vanderbilt Beach and Delnor Wiggins State Park and Beach. . . Very nicely furnished with a coastal cottage decor...

View all property information

Featured review

"Fabulous!"

We really enjoyed our stay. The house was very clean and had everything we needed. We loved sitting in the shallow area of the pool or having a drink while watching tv under the covered porch. Thank...

See all reviews

$370
avg per night
Naples House
Sleeps 8, 3 bedrooms, 2.5 bathrooms

Distance to beach: 1 miles to Naples/Pier

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Charming Designer Cottage in Royal Harbor at $6,200/week or $20,000/month in season - A Coastal Retreat in Naples, FL. Escape to a stunning tropical retreat with partial bay view just minutes from downtown Naples and within walking distance to Tin City! This beautifully designed 2-bedroom, 2 and a half...

View all property information

$841
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Experience the ultimate beach getaway in this meticulously updated Naples Park beach house. Located on the coveted 500 block, mere minutes from Vanderbilt Beach, this charming abode offers a spacious layout with two serene guest bedrooms upstairs and a cozy master bedroom on the main level. Immaculately...

View all property information

$406
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

DEC, JAN, FEB, MAR 2026 are NOW available! Off-season weekly rates available upon request. ALL INCLUSIVE monthly rate May to Dec 19th $4,960. Dec 19th to Apr $8,000 (rent, tax, cleaning, utilities, cable/wifi, pool heat, damage waiver all included). Naples FL vacation rental.PRIVATE HEATED POOL –...

View all property information

Featured review

"Very comfortable pet friendly home with an awesome pool!"

Our first visit to Naples was enjoyed so much because of this wonderful home in a quiet neighborhood. The location allowed for short trips to a couple of beaches, and to many nice restaurants and shopping...

See all reviews

$254
avg per night
Naples Condo
Sleeps 8, 4 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A rare opportunity located in the heart of Old Naples at $55,000/month in season. This three-level residence offers simple and crisp spaces, creating a seamless flow from room to room with white limestone floors, imported Italian wood and glass custom doors and custom cabinetry in the kitchen and baths....

View all property information

$1,859
avg per night
Special Offer
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

BRAND NEW ON THE RENTAL MARKET WITH AN OPEN CALENDAR FOR YOU TO CHOOSE YOUR PREFERED DATES!! Beautiful 3 bedroom home with southern exposure located in the desirable 600 block. Walk, cruiser bike or take our local shuttle service to Vanderbilt Beach! This home offers an open floor plan, high ceilings,...

View all property information

Featured review

"Lovely house, great location and wonderful hosts!"

We loved this home! The location in north Naples was ideal- close to Mercato, Vanderbilt Beach / Wiggins state park. The home is EXCEPTIONALLY well equipped in every way from PLENTY of beach towels, to...

See all reviews

$311
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome! The home has a media area with a large-screen TV, a lanai with pool, full kitchen and dining area with seating for 8, and a small office/breakfast nook.There are 4 bedrooms and 3 bathrooms in the house: A Master suite, an in-law suite, and two smaller rooms to the front that share the remaining...

View all property information

$378
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Golfers will enjoy this newly decorated rental at Lely Resort in Naples!THE PROPERTY This 2-bedroom, 2-bathroom condo sleeps 6 and is located in the Greenlinks Community which is highlighted by the community pool and hot tub. This resort-style pool is perfect for a nice cooldown or to lounge out...

View all property information

$330
avg per night
Naples Bungalow
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

The home is located on Duck Chanell, Aqualane Shores, Naples. At the bottom of the street is the Gulf of Mexico incredible beaches.Three bedroom (King, Queen, two double beds). Three full bathrooms. The living room has a fold out sofa bed.The home is extensively renovated. A beautiful pool...

View all property information

$1,071
avg per night
New
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

BOATERS DREAM P00L SPA LOCATION IN BAYSHORE ART DISTRICTSummary! Coastal Naples getaway in the popular Bayshore Arts District! New (2020), modern home stocked for families. Enjoy private saltwater pool/spa, outdoor shower, large screened lanai. Close to pickleball & Celebration Park. Bring your...

View all property information

$844
avg per night
New
Naples House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Live Big - Amazing Naples Getaway Villa Evelyn Naples Oasis – Spacious 5BR Retreat with Private Pool & Acre of Tranquility Escape to Villa Evelyn, your private slice of paradise in sunny Naples! This beautifully appointed 5-bedroom, 3-bathroom home sits on over an acre of lush, serene landscape...

View all property information

$490
avg per night
Naples Condo
Sleeps 8, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Escape to Naples, Florida — recently ranked the #1 Best Place to Live in the U.S. (U.S. News & World Report)! Enjoy your winter in a newly purchased, fully renovated first-floor condo with all-new warm, seashore-inspired beach décor. This retreat is fully stocked with name-brand appliances,...

View all property information

$141
avg per night
Naples House
Sleeps 6, 3 bedrooms, 3 bathrooms
3 reviews

Distance to beach: 0.8 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

You’ve just found your perfect vacation home in Vanderbilt Beach! Coastal contemporary and young (all new construction amenities). This home will surely get your attention with all the features and tasteful details. Don’t hesitate.Walk to the beach to watch the Bocce games and sunsets,...

View all property information

Featured review

"Family Vacation"

I like to thank Ellie Penaranda the broker for the amazing service. She is prompt in response and finding vacation properties for me and my family. I also like to thank the property owners for the beautiful...

See all reviews

$367
avg per night
Naples Villa
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Villa Luna…. All you need to relax and enjoy your stay in Naples… family and pets friendly. Nice outdoor area fully fenced!!!! Pool and full privacy We will make your stay unforgettable !!! You will enjoy full privacy with our Guest House attached to the main house (1 king size...

View all property information

$197
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

You will love this beautiful and tastefully decorated house in the highly desirable neighborhood of Naples Park in Naples, Florida! Naples Park is a non gated area located walking distance to the beach and Mercato. The house is furnished with your comfort in mind. The master bedroom is en suite with...

View all property information

Featured review

"Paradise!"

What a beautiful home! We loved every minute of our stay. Everything is brand new, and so stylish. You can walk to the beach, there are two amazing beaches to pick from. The one with the Ritz was so nice....

See all reviews

$357
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to beach: 1 miles to Naples

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

This luxurious 3,000 square foot home is located in an upscale Naples neighborhood. Walk or bike to the beach or many local shops and restaurants. Swim in a 36’ heated, salt water pool. Lounge or barbecue in the large screened lanai. Lanai furniture provides dining for 8, cafe seating for 2,...

View all property information

$800
avg per night
Naples House
Sleeps 10, 5 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Wonderful & well-built in 2007! Open & bright,...

View all property information

$2,544
avg per night
Naples Condo
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to beach: 100 yards to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Gorgeous Golden Gate Estates single family home is available for Season, 2024! This spacious new home has 4 bedrooms, den, 3.5 baths, and has stunning upgrades everywhere you look! Start with the curb appeal and lush landscaping, then go inside where you will find a light and bright open floor plan with...

View all property information

$467
avg per night
Naples House
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

This home is located only three blocks from the beach! Enjoy a beautiful back yard living space, completely enclosed by greenery for privacy and beauty while you enjoy the pool, hot tub, or fire pit along with full outdoor grilling area. Renovated interior with an open kitchen / living room, this home...

View all property information

$1,871
avg per night
New
Special Offer
Naples Villa
Sleeps 10, 5 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Why settle for ordinary when you can have EXTRAORDINARY-the BEST of the BEST for your Naples getaway! Experience the epitome of coastal luxury in this three-story GULF-access estate home with a private dock and boat lift, perfectly positioned on the widest canal in the prestigious Conners neighborhood...

View all property information

$914
avg per night
Special Offer
Naples House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

FAMILY REUNION TIME!!!!! HUGE POOL & WALKING DISTANCE TO VANDERBILT BEACH!!!!!! HAVING A FAMILY REUNION IN SUNNY NAPLES THEN OUR HOME IS THE PERFECT VACATION GET AWAY !!! SHORT TERM, LONG TERM,VACATION,SEASONAL, ANNUAL,CORPORATE RENTAL 5 STAR SPACIOUS HOMESPRING AND SUMMER CHECK OUT SPECIAL...

View all property information

$330
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

A modern, contemporary style home, has 3 bedrooms, 2 baths with views of the pool and lake from almost every room, boasts a 65" flat screen TV in its' ultra-comfortable living room. The formal dining room seats six and there is a dinette set in the well-equipped kitchen.The Master Suite...

View all property information

Featured review

"Accuracy Matters"

When considering which house with a pool to rent during the middle of January, 2022, we chose this house which advertised their pool deck - on Florida Rentals Site - "which was oriented to the southwest...

See all reviews

$281
avg per night
Naples House
Sleeps 8, 4 bedrooms, 3.5 bathrooms

Distance to beach: 10 miles to Tigertail Beach, Marco Island

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

FULL GOLF MEMBERSHIP IS NOW AVAILABLEOct 2025 $5k/mo Nov 2025 - Apr 2026 N/A May 2026 $8k/mo ask about other monthsThe social member benefits are included in rental fee, full golf rental membership is available for an additional fee per Eagle Creek Golf and Country Club rules (currently plus...

View all property information

$267
avg per night
Naples House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to the Cypress House!Professionally decorated 3 bedroom and 2.5 bathroom home in the heart of Old Naples. The Cypress is on a quiet mahogany tree-lined street just a short walk to the beautiful beaches and refreshing waters of the Gulf of Mexico as well as popular dining, shopping, and the...

View all property information

$1,156
avg per night
Naples House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Enjoy our 3-bedroom + office, 2-bathroom home in the Glen Eagle Golf and Country Club community of Naples. Enjoy stunning views of the 10th green and 11th tee box right from your private pool and hot tub. Home has been completely renovated from top to bottom. Monthly rentals only - golf membership is...

View all property information

$371
avg per night
Naples House
Sleeps 10, 5 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your own slice of paradise in Naples, Florida. Nestled in a prime location, just 5 blocks away from the vibrant 5th Avenue shops and restaurants, and a mere 2 blocks from the sun-kissed beach, this opulent 3-story estate is a dream come true. With 6 spacious bedrooms, this residence exudes...

View all property information

$1,967
avg per night
Naples Villa
Sleeps 7, 3 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 1 miles to VANDERBILT BEACH/WIGGENS PASS BEACH 2

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Love the beach? Located in north Naples just steps or a short bike ride to sugar sand Vanderbilt Beach and Delnor Wiggens State Park. Watch the dolphins as you enjoy a walk on over six miles of beautiful beaches. Relax in our private pool and spa in the enclosed lanai with a view of the lake or check...

View all property information

Featured review

"Fabulous Home & Location"

We stayed at Renee & Dan's home for 5 weeks from early January to early February. We are from Missouri and the weather can get a little cold. On an earlier trip to the Naples area, we fell in love with...

See all reviews

$322
avg per night
Full map
Map