Vacation rentals · Florida

Naples vacation rentals you can book direct

128 homes from independent hosts and managers · every one bookable on the host's own site

CielStay lists 128 homes for rent in Naples, run by independent hosts and property managers. All of them can be booked on the host's or manager's own website, across 11 booking sites. Some are also listed on Airbnb; each listing shows every place it can be booked.

They include 76 houses and 45 condos. The most common size is three bedrooms (57 homes). 11 homes sleep 10 or more.

Naples rentals at a glance

Counted from what hosts list. Check the listing before you book.

By size
Studio or 1 bedroom12
2 bedrooms37
3 bedrooms57
4 bedrooms15
5 or more bedrooms6
Sleeps 10 or more11
Homes that list
Air conditioning107
Pool101
Hot tub43
Pets allowed22
EV charger1

Homes in Naples for 6 or more

8 of the 84. Search them with your dates →

577 Bohemian Bliss · Heated Pool · Minutes 2 Beach

577 Bohemian Bliss · Heated Pool · Minutes 2 Beach

Located just moments from the beach, this chic bohemian inspired home provides the perfect backdrop for your seaside escape. Whether you're seeking tranquil relaxation or thrilling water sports, this coastal retreat promises an unforgettable stay immersed in chic bohemian style.

📍 Naples, FL
👥 6🛏️ 3🚿 2
$305 / night
538 Chic Tiki Cottage · Saltwater Pool· Walk2Beach

538 Chic Tiki Cottage · Saltwater Pool· Walk2Beach

Welcome to 538 Chic Tiki Cottage and Pool Home! This designer vacation home invites you to embrace the coastal lifestyle and indulge in the pleasures of Florida living.

📍 Naples, FL
👥 6🛏️ 3🚿 2
$328 / night
785 Sea Drift Cottage | 3BD/2BA ~ New Heated Pool

785 Sea Drift Cottage | 3BD/2BA ~ New Heated Pool

Introducing 785 Sea Drift Cottage - Your Perfect Coastal Getaway! Escape to the serene beauty of our newly renovated vacation home. Nestled in a tranquil coastal neighborhood, this retreat offers the perfect blend of comfort and relaxation. One small dog per reservation under 25lbs w/approval.

📍 Naples, FL
👥 6🛏️ 3🚿 2
$328 / night
561 Blue Haven Retreat · 2000 Steps to the Beach

561 Blue Haven Retreat · 2000 Steps to the Beach

Welcome to your Blue Have Retreat! This appointed 4-bedroom vacation home offers the perfect blend of luxury, comfort, and convenience and is less than 2000 steps away from the sun-kissed shores of Vanderbilt Beach. Book your stay today and start counting down the moments until your dream beach getaway!

📍 Naples, FL
👥 8🛏️ 4🚿 3
$370 / night
594 Sandy Shore Château w Heated Pool | Walk2Beach

594 Sandy Shore Château w Heated Pool | Walk2Beach

Soak up the sun while relaxing around the New Tropical Pool Area! This 3 Bedroom/3 Bathroom Pool Home has it all in the heart of the Vanderbilt Beach Area. Beaches are easily accessible by walking, biking or driving. Located nearby the Ritz Carlton, Turtle Club & LaPlaya this home is sure to please.

📍 Naples, FL
👥 6🛏️ 3🚿 3
$308 / night
667 NEW Heated Pool w Sun Shelf · Blocks2Beach

667 NEW Heated Pool w Sun Shelf · Blocks2Beach

This spacious home, designer furniture and soft textures are inviting you & your family to put on your fluffy slippers, sip a martini & stay awhile! The brand NEW, oversized, heated pool with sun shelf & poolside loungers is truly the place to be and where you'll be spending most of your time!

📍 Naples, FL
👥 6🛏️ 3🚿 2
$339 / night
637 Palms Oasis | Heated Private Pool | Walk2Beach

637 Palms Oasis | Heated Private Pool | Walk2Beach

Beautifully remodeled 3 Bedroom/2 Bathroom Pool home just minutes to white sandy beaches. Several options for shopping and dining are within a 5 minute drive. Beach chairs, towels and umbrella available for your days spent on the sand. Please don't hesitate to message with any questions.

📍 Naples, FL
👥 6🛏️ 3🚿 2
$295 / night
Tropical Modern Naples Retreat with Heated Pool

Tropical Modern Naples Retreat with Heated Pool

Tropical Naples Retreat with Heated Pool

📍 Naples, FL
👥 6🛏️ 3🚿 2.5
$269 / night

Homes in Naples with a pool

8 of the 101. Search them with your dates →

577 Bohemian Bliss · Heated Pool · Minutes 2 Beach

577 Bohemian Bliss · Heated Pool · Minutes 2 Beach

Located just moments from the beach, this chic bohemian inspired home provides the perfect backdrop for your seaside escape. Whether you're seeking tranquil relaxation or thrilling water sports, this coastal retreat promises an unforgettable stay immersed in chic bohemian style.

📍 Naples, FL
👥 6🛏️ 3🚿 2
$305 / night
538 Chic Tiki Cottage · Saltwater Pool· Walk2Beach

538 Chic Tiki Cottage · Saltwater Pool· Walk2Beach

Welcome to 538 Chic Tiki Cottage and Pool Home! This designer vacation home invites you to embrace the coastal lifestyle and indulge in the pleasures of Florida living.

📍 Naples, FL
👥 6🛏️ 3🚿 2
$328 / night
785 Sea Drift Cottage | 3BD/2BA ~ New Heated Pool

785 Sea Drift Cottage | 3BD/2BA ~ New Heated Pool

Introducing 785 Sea Drift Cottage - Your Perfect Coastal Getaway! Escape to the serene beauty of our newly renovated vacation home. Nestled in a tranquil coastal neighborhood, this retreat offers the perfect blend of comfort and relaxation. One small dog per reservation under 25lbs w/approval.

📍 Naples, FL
👥 6🛏️ 3🚿 2
$328 / night
561 Blue Haven Retreat · 2000 Steps to the Beach

561 Blue Haven Retreat · 2000 Steps to the Beach

Welcome to your Blue Have Retreat! This appointed 4-bedroom vacation home offers the perfect blend of luxury, comfort, and convenience and is less than 2000 steps away from the sun-kissed shores of Vanderbilt Beach. Book your stay today and start counting down the moments until your dream beach getaway!

📍 Naples, FL
👥 8🛏️ 4🚿 3
$370 / night
594 Sandy Shore Château w Heated Pool | Walk2Beach

594 Sandy Shore Château w Heated Pool | Walk2Beach

Soak up the sun while relaxing around the New Tropical Pool Area! This 3 Bedroom/3 Bathroom Pool Home has it all in the heart of the Vanderbilt Beach Area. Beaches are easily accessible by walking, biking or driving. Located nearby the Ritz Carlton, Turtle Club & LaPlaya this home is sure to please.

📍 Naples, FL
👥 6🛏️ 3🚿 3
$308 / night
The Naples Retreat

The Naples Retreat

☀ Walking distance to Veteran's Community Park - Dog Park, Tennis Courts, 8 unlit Pickleball courts and 6 lit!

📍 Naples, FL
👥 7🛏️ 3🚿 2
~$311 / night
estimate
541 SeaScape Cottage · Walk2Beach

541 SeaScape Cottage · Walk2Beach

Welcome to 541 SeaScape Cottage: A cozy 1-Bedroom Studio Near the Beach with Shared, Heated Pool

📍 Naples, FL
👥 2🛏️ 1🚿 1
$194 / night
The Sunset @ Naples Boutique | Walk 2 Beaches

The Sunset @ Naples Boutique | Walk 2 Beaches

Introducing The Sunset @ Naples Boutique! Our most spacious flat @ Naples Boutique; Sunset has 2 bathrooms w step-free entry showers, 2 bedrooms both w King beds. Conveniently situated oceanside of the US41, Vanderbilt beach to the left of us and Delnor Wiggins State Park beach to right.

📍 Naples, FL
👥 4🛏️ 2🚿 2
$485 / night

Homes in Naples

Homes with the host's own booking site first. Prices can change and may not be exact; the asterisk shows what each one includes.

577 Bohemian Bliss · Heated Pool · Minutes 2 Beach

577 Bohemian Bliss · Heated Pool · Minutes 2 Beach

Located just moments from the beach, this chic bohemian inspired home provides the perfect backdrop for your seaside escape. Whether you're seeking tranquil relaxation or thrilling water sports, this coastal retreat promises an unforgettable stay immersed in chic bohemian style.

📍 Naples, FL
👥 6🛏️ 3🚿 2
$305 / night
538 Chic Tiki Cottage · Saltwater Pool· Walk2Beach

538 Chic Tiki Cottage · Saltwater Pool· Walk2Beach

Welcome to 538 Chic Tiki Cottage and Pool Home! This designer vacation home invites you to embrace the coastal lifestyle and indulge in the pleasures of Florida living.

📍 Naples, FL
👥 6🛏️ 3🚿 2
$328 / night
785 Sea Drift Cottage | 3BD/2BA ~ New Heated Pool

785 Sea Drift Cottage | 3BD/2BA ~ New Heated Pool

Introducing 785 Sea Drift Cottage - Your Perfect Coastal Getaway! Escape to the serene beauty of our newly renovated vacation home. Nestled in a tranquil coastal neighborhood, this retreat offers the perfect blend of comfort and relaxation. One small dog per reservation under 25lbs w/approval.

📍 Naples, FL
👥 6🛏️ 3🚿 2
$328 / night
561 Blue Haven Retreat · 2000 Steps to the Beach

561 Blue Haven Retreat · 2000 Steps to the Beach

Welcome to your Blue Have Retreat! This appointed 4-bedroom vacation home offers the perfect blend of luxury, comfort, and convenience and is less than 2000 steps away from the sun-kissed shores of Vanderbilt Beach. Book your stay today and start counting down the moments until your dream beach getaway!

📍 Naples, FL
👥 8🛏️ 4🚿 3
$370 / night
594 Sandy Shore Château w Heated Pool | Walk2Beach

594 Sandy Shore Château w Heated Pool | Walk2Beach

Soak up the sun while relaxing around the New Tropical Pool Area! This 3 Bedroom/3 Bathroom Pool Home has it all in the heart of the Vanderbilt Beach Area. Beaches are easily accessible by walking, biking or driving. Located nearby the Ritz Carlton, Turtle Club & LaPlaya this home is sure to please.

📍 Naples, FL
👥 6🛏️ 3🚿 3
$308 / night
The Naples Retreat

The Naples Retreat

☀ Walking distance to Veteran's Community Park - Dog Park, Tennis Courts, 8 unlit Pickleball courts and 6 lit!

📍 Naples, FL
👥 7🛏️ 3🚿 2
~$311 / night
estimate
541 SeaScape Cottage · Walk2Beach

541 SeaScape Cottage · Walk2Beach

Welcome to 541 SeaScape Cottage: A cozy 1-Bedroom Studio Near the Beach with Shared, Heated Pool

📍 Naples, FL
👥 2🛏️ 1🚿 1
$194 / night
The Sunset @ Naples Boutique | Walk 2 Beaches

The Sunset @ Naples Boutique | Walk 2 Beaches

Introducing The Sunset @ Naples Boutique! Our most spacious flat @ Naples Boutique; Sunset has 2 bathrooms w step-free entry showers, 2 bedrooms both w King beds. Conveniently situated oceanside of the US41, Vanderbilt beach to the left of us and Delnor Wiggins State Park beach to right.

📍 Naples, FL
👥 4🛏️ 2🚿 2
$485 / night
667 NEW Heated Pool w Sun Shelf · Blocks2Beach

667 NEW Heated Pool w Sun Shelf · Blocks2Beach

This spacious home, designer furniture and soft textures are inviting you & your family to put on your fluffy slippers, sip a martini & stay awhile! The brand NEW, oversized, heated pool with sun shelf & poolside loungers is truly the place to be and where you'll be spending most of your time!

📍 Naples, FL
👥 6🛏️ 3🚿 2
$339 / night
637 Palms Oasis | Heated Private Pool | Walk2Beach

637 Palms Oasis | Heated Private Pool | Walk2Beach

Beautifully remodeled 3 Bedroom/2 Bathroom Pool home just minutes to white sandy beaches. Several options for shopping and dining are within a 5 minute drive. Beach chairs, towels and umbrella available for your days spent on the sand. Please don't hesitate to message with any questions.

📍 Naples, FL
👥 6🛏️ 3🚿 2
$295 / night
677 Beach Break ·Private Guest House · Heated Pool

677 Beach Break ·Private Guest House · Heated Pool

Welcome to the 677 Beach Break Mother-in-Law Suite! Centrally located in the middle of Naples Park, just under 1 mile to Vanderbilt Beach. This North Naples Guest House studio contains a queen sized bed, 1 private bath, living room, kitchenette, dining area.

📍 Naples, FL
👥 2🛏️ 1🚿 1
$156 / night
Tropical Modern Naples Retreat with Heated Pool

Tropical Modern Naples Retreat with Heated Pool

Tropical Naples Retreat with Heated Pool

📍 Naples, FL
👥 6🛏️ 3🚿 2.5
$269 / night
677 Beach Break ·Beautiful 3/3 Home w/ Heated Pool

677 Beach Break ·Beautiful 3/3 Home w/ Heated Pool

Farmhouse style meets the ocean @ 677 BeachBreak, just minutes to white sand beaches & Includes the Honeymoon Suite! Centrally located in North Naples & less than a mile to Vanderbilt Beach.

📍 Naples, FL
👥 6🛏️ 3🚿 3
$670 / night
505 Sunset Key Estate | Luxury Courtyard Pool Home

505 Sunset Key Estate | Luxury Courtyard Pool Home

Welcome to 505 Sunset Key Estate | Luxury Courtyard Pool Home Located on the coveted Vanderbilt Drive, this 5BD, two-story, heated pool home features Old Naples Charm w/ a North Naples location. Enjoy breathtaking sunsets from the private balcony or take a short stroll to world class, white sand beaches.

📍 Naples, FL
👥 12🛏️ 5🚿 4.5
$710 / night
779 Palm Paradise | Brand New Designer Pool Home

779 Palm Paradise | Brand New Designer Pool Home

Newly built, custom-designed luxury home w/ heated pool! Enjoy this 3BD/3BA +office and NEW heated pool for you & your guests to enjoy. Featuring all new stainless steel appliances which shine with the sparkling white quartz countertops!

📍 Naples, FL
👥 6🛏️ 3🚿 3
$354 / night
824 Twin Palms w/ Spacious Screened Lanai

824 Twin Palms w/ Spacious Screened Lanai

This recently remodeled cottage home, decorated in warm shades of sand, is the perfect home for your next vacation! Located just a mile from world-famous, white sand beaches, high-end shopping, fine-dining & waterfront restaurants, this comfortable 2BD/2BA home is sure to please!

📍 Naples, FL
👥 4🛏️ 2🚿 2
$185 / night
680 Barefoot Bungalow | Private Heated Pool Home

680 Barefoot Bungalow | Private Heated Pool Home

Welcome to 680 Barefoot Bungalow! Come relax & unwind in this modern, boho escape. Located just a short bike ride to the beach, this is the perfect vacation home if you're looking to go out & experience Naples or if you're looking to stay in & relax by the heated pool.

📍 Naples, FL
👥 7🛏️ 3🚿 2
$309 / night
Floridian Suite @ The Vanderbilt | Boutique~BnB

Floridian Suite @ The Vanderbilt | Boutique~BnB

Step into your personal haven in the heart of the Vanderbilt Beach area. Five room types to suit your needs. All combine top-tier comforts with calm, contemporary interiors to create inviting retreats. The elegant décor re-imagines old Palm Beach, with art deco furnishings and simple accents of color.

📍 Naples, FL
👥 2🛏️ 1🚿 1.5
$206 / night
Bahama Breeze @ Falling Waters Naples, FL

Bahama Breeze @ Falling Waters Naples, FL

Bright, airy 3BR/2BA in Naples' Falling Waters, with 10ft ceilings, open kitchen, and living room with large TV. Enjoy lake views from the lanai featuring an outdoor kitchen. Sleeps 6, with a luxurious master suite and den. Amenities include a pool, tennis, bikes, and beach gear.

📍 Naples, FL
👥 6🛏️ 3🚿 2
~$196 / night
estimate
Naples Pool Home Paradise! Minutes from the Beach

Naples Pool Home Paradise! Minutes from the Beach

Relax in this 3-bedroom home in Naples Park, minutes from beaches, shopping, dining, and entertainment. Enjoy the backyard oasis with heated pool & spa, screened lanai, putting green, fire pit, and cozy seating.

📍 Naples, FL
👥 12🛏️ 3🚿 2
~$330 / night
estimate
814 LeChicShack •Modern GuestHouse• Private Entry

814 LeChicShack •Modern GuestHouse• Private Entry

This newly renovated Guest House is conveniently located in the popular Naples Park neighborhood. Close by are Vanderbilt & Wiggins Pass Beaches, Mercato Shopping & Dining District, Ritz Carlton, LaPlaya & Turtle Club Resorts. Endless options of Dining, Shopping & Nightlife are just minutes away.

📍 Naples, FL
👥 2🛏️ 1🚿 1
$144 / night
577 SunnyDaze | Private Heated Pool | Walk 2 Beach

577 SunnyDaze | Private Heated Pool | Walk 2 Beach

Welcome to 577 Sunny Daze! Located just 4 blocks from the gorgeous, white sands of Vanderbilt Beach, this heated pool home blends easy beach living w/ inviting coastal comfort throughout.

📍 Naples, FL
👥 6🛏️ 3🚿 2
$309 / night
778 De La Sol • Southern Exposure Heated Pool Home

778 De La Sol • Southern Exposure Heated Pool Home

This recently updated Southern Exposure, Heated pool home is your next vacation destination! The 3/2 open-concept cottage features updated finishes throughout & a relaxing backyard oasis with oversized pool deck, tons of space for relaxing & a crystal clear, heated pool!

📍 Naples, FL
👥 6🛏️ 3🚿 2
$299 / night
677 Mod Beach Bliss | Heated Pool & Spa

677 Mod Beach Bliss | Heated Pool & Spa

Completely remodeled home with Heated Pool, lounge chairs & more! The backyard is its own private resort with heated pool and spa. The sun shelf allows you to cool off while in the pool and relax. Just a few blocks to the white sandy beaches & beautiful sunsets!

📍 Naples, FL
👥 4🛏️ 2🚿 2
$340 / night

All 128 homes in Naples

Questions about renting in Naples

How many vacation rentals are there in Naples?

CielStay lists 128 homes in Naples, counted from the homes live today. By type: 76 houses and 45 condos.

Can I book a vacation rental in Naples directly with the host?

Yes. Every home here can be booked on the host's or manager's own website. Each listing links to it, along with any other place the home is listed.

How do I book a Naples vacation rental directly with the owner?

Open a home and choose Book direct: it takes you to the host's or manager's own booking site, where you see their price and terms. You can also message the host first. CielStay doesn't take the booking or the payment. Booking direct often costs less, because no platform fee or commission is added; compare the final totals before you pay.

Where can I rent a house in Naples for 6 people?

84 homes here sleep 6 or more; 55 are houses, the rest condos or resort suites. Add your dates and group size in the search to see which are free.

Are there vacation rentals in Naples with a pool?

101 homes list a pool, and 43 homes a hot tub. Some pools are shared, in a resort or community, so check the listing if you want a private one.

Are there pet-friendly rentals in Naples?

22 homes list pets as allowed. Pet fees and limits vary by host, so check the house rules on the listing.

Are there rentals in Naples for large groups?

11 homes sleep 10 or more, and 6 homes have five or more bedrooms.

How are prices shown?

Each home shows one price with a note on what it includes; the asterisk explains how we work it out. Prices can change and may not be exact. If a host hasn't shared a fee with us, we can't include it. The host's site or booking channel has the final total; taxes are extra.

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