Condo holiday rentals in Naples

4.96 out of 5 average rating, 110 reviews

A serene courtyard features a large pool surrounded by lounge chairs and palm trees. An oversized spa is positioned adjacent to the pool, with lush green foliage framing the scene, offering a sense of tranquility and relaxation in the outdoor space.

Condo in Naples Park

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. Fabulous shopping, dining & nightlife in Mercato and surrounding area! The courtyard pool and oversized spa will have you sun ledge bathing by day and will illuminate the courtyard for a different ambiance eac

A spacious pool area is surrounded by lush palm trees and vibrant flowers. The water is calm, with small fountains creating gentle ripples. Loungers line the pool's edge, inviting relaxation under the sun. Sunlight reflects off the surface, enhancing the serene atmosphere.

4.96 out of 5 average rating, 344 reviews

Lely Greenlinks Golf Resort Luxury Condo

This beautiful and spacious 2-bedroom, 2 bath condo is luxurious, impeccably clean, well-stocked - and perfect for your next vacation getaway! Greenlinks Golf Resort is situated within the prestigious Lely Resort Golf & Country Club in Naples. It is just a two minute walk over to the clubhouse where you can tee off on the Lely Flamingo or Mustang golf courses. Ideal central location between downtown Naples and Marco Island, you are just 15 minutes from downtown or beaches in either location.

A cozy living area features a spacious light-colored sofa and two armchairs, complemented by a glass-topped coffee table. A ceiling fan provides airflow, while natural light pours in through large glass doors. A television is mounted on the wall, enhancing the room's functionality.

4.94 out of 5 average rating, 122 reviews

Lush tropical 1st floor getaway in Naples

Whether you're looking for a family-oriented or quiet, romantic vacation, we've got you covered! Our unit is tucked away at the south end of our complex where the trickle of the waterfall outside your lanai is the perfect backdrop to enjoying your morning coffee or perhaps a vacation cocktail! Our unit is completely remodeled in an updated coastal-chinoiserie style that is a combo of classic and contemporary, but also livable (we have two young children). Perfect backdrop to your time in SW FL!

4.9 out of 5 average rating, 187 reviews

Downtown Condo at Naples Pier Beach

Come enjoy a restful beach escape at the Naples Mariner, formerly a beautiful Motel built in 1966! Relax while enjoying your fully renovated condo located 60 yards from the Olde Naples Fishing Pier beach and 1 block from the 3rd Street Shops/Restaurants. A quick drive, bike or walk 1 mile north will place you on 5th Avenue - an area of shops, restaurants, bars and a playhouse. The condo has one designated parking spot, wifi, washer/dryer on premises, heated pool, courtyard & more. 'Sea' Ya!

A bright and airy living area features a comfortable sofa paired with decorative pillows. A glass coffee table rests atop tiled flooring, while a dining table is positioned nearby. A flat-screen TV is mounted on the wall, and wall art adds a coastal touch.

4.93 out of 5 average rating, 103 reviews

Luxury 2-Bedroom. Steps to Naples Beach & Town.

**Newly renovated, reopened December 2024** Spend your Naples getaway in this completely renovated sun drenched, luxury corner unit. Cross the street to the sunny beaches of the Gulf of Mexico. Stroll to the famous Naples Fishing Pier. Walk a block to 3rd St S for fine dining, casual eateries, boutiques, and more. Relax indoors with 3 flat-screen TV's or by the pool. At the end of your day grab your beach chair an view the spectacular Naples sunsets. It does not get any better than this!

A spacious heated pool invites relaxation, surrounded by lounge chairs placed along the deck. Lush palm fronds frame the view, enhancing the tropical ambiance. The pool area is well-maintained, with clear water reflecting the sun. Parking is visible beyond the poolside greenery.

4.92 out of 5 average rating, 143 reviews

NEW! ONE BLOCK to the Beach, Restaurants & Shops!

Welcome to your newly renovated condo in the heart of Olde Naples! Just ONE BLOCK to the beautiful Naples beaches and all of the shops and dining on 3rd Street! Your first floor condo suite is ideally situated just steps from the oversized heated pool. And with large windows you can let that warm Florida sunshine in. The studio also has a designated parking space, common laundry, kitchen, bathroom, dining table, king size bed, pull out single trundle bed and can sleep up to 3 people.

The image captures a view of a sandy beach leading to a pier extending into the ocean. Waves can be seen crashing against the pier, while green foliage frames the foreground, enhancing the natural coastal scenery under a clear blue sky.

4.98 out of 5 average rating, 129 reviews

Fun At The Beach

2024 Beautifully Remodeled Unit! Located 1 block from Naples Pier (rebuilding currently) and 3rd Ave Dining and Shopping. Private entrance to unit with designated parking. The pool is outside your door for easy access. The unit provides a master suite with a king and the extra room has 2 twins that can convert into a king. Please request upon booking. A laundry facility is located on the premises. Kitchenette provides cooktop and microwave/convection oven & a small refrigerator.

4.8 out of 5 average rating, 112 reviews

A screened balcony features two woven chairs and a small table, offering a space for relaxation. Lush greenery and a clear blue sky are visible beyond the railing, while the road and nearby buildings can be observed in the distance.

Condo in North Naples

Lovely 1 BR Condo steps away from Bonita Beach!

Welcome to our Bonita Beach Paradise that we would love to share with your family! This unit is newly renovated and all appliances, furniture, and fixtures are brand new! Enjoy ocean & 🌴 views from the condo! Equipped with all the furnishes you need to enjoy your vacation! 1 Bedroom + 1 Bath. Along with a pull out sleeper couch. Refrigerator, Oven/Range, Microwave, and in unit washer and dryer. Exactly a .25 mile walk to the beach, and within walking of local restaurants!

A bright living and dining area features a white dining table set with blue accents. A comfortable light-colored sofa is positioned nearby, inviting relaxation. Large sliding glass doors provide views of the balcony and surroundings, allowing natural light to fill the space.

4.93 out of 5 average rating, 111 reviews

Park Shore Resort Beautiful Top Floor 2 Bed 2Bath

Walk to Beach! Beautiful Top Floor Condo in Park Shore Resort. This wonderful and tranquil get-away is set in a tropical resort with lush tropical vegetation, waterfalls, a large, heated pool, and BBQ area. Newly renovated 2 beds 2 baths with washer and dryer. This top floor unit gives you a breathtaking view over this beautiful resort which offers pool, tennis, pickleball, poolside restaurant Hogfish Harry's. Let us welcome you to your own personal piece of paradise!

A tranquil evening scene features palm trees silhouetted against a colorful sunset sky. Reflections of dusky hues are visible on the calm water, while lights from nearby structures softly illuminate the surroundings.

4.89 out of 5 average rating, 106 reviews

Where Comfort Meets Tropical Tranquility

This second floor condo is located in the heart of the award winning Greenlinks Golf Villas Community, Lely Resort with access to two fantastic golf courses. The sparkling pool and soothing spa offer the perfect setting to relax, unwind, and rejuvenate. It is conveniently located with quick access to downtown Naples and Fifth Avenue, beaches and Marco Island. It is nestled in luscious and peaceful tropical gardens . Practice and enjoy pickle ball.

4.99 out of 5 average rating, 179 reviews

An open kitchen and dining area features a round glass table surrounded by rattan chairs adorned with tropical patterns. Stainless steel appliances are positioned next to light cabinetry. Expansive windows invite natural light, providing a view of the outdoor scenery.

Condo in North Naples

Casa Bonita - Relax @ The Beach (Newly Remodeled)

Beach within steps of this beautifully remodeled condo! DOC's restaurant & jet ski rentals, directly across the street. Beach gear available along with a cart to transport. Luxurious king size bed with extra plush mattress topper. Queen size sofa with memory foam bed. Our studio will sleep up to 3 people (2 adults, 1 child)

Condo in Fort Myers Beach

The eight-story building stands prominently along the vibrant green waters of Lovers Key State Park. Lush landscaping surrounds the property, with residential docks and a restaurant visible along the water's edge, enhancing the serene coastal environment.

Lovers Key Resort/Ft Myers Beach/Condo/Pool/View

HIGH FLOOR Located on the 8th floor of Lovers Key Resort Unit 803, Fort Myers/Bonita Springs, FL. Private balcony overlooking the stunning water views of Lovers Key State Park and its beautiful environment Dolphins, manatees, exotic birds, and more spotted right from your balcony. Pool / Hot tub / gym

4.94 out of 5 average rating, 192 reviews

Popular amenities for Naples condo rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.93 out of 5 average rating, 138 reviews

A modern living area is highlighted by a white sectional sofa and a circular glass dining table surrounded by stylish white chairs. Large windows provide views of a tranquil outdoor space with greenery and water, complementing the bright interior decor.

Condo in Naples

Beautiful Pool 5m to the Beach Downtown & Shopping

A spacious lanai features two vibrant green chairs and a small table, overlooking a tranquil body of water. Lush greenery and a wooden bridge are visible, creating a serene view that enhances the outdoor living experience.

4.9 out of 5 average rating, 120 reviews

Park Shore Resort258 Top Loc. View, Pool, Tennis +

4.91 out of 5 average rating, 164 reviews

A panoramic view of the Gulf of Mexico showcases a sandy beach lined with palm trees. The image captures a vibrant beachfront area featuring a large building with a turquoise roof, surrounded by greenery, offering a lively atmosphere along the shoreline.

Condo in North Naples

Easy Breezy.

A private, landscaped patio features two swivel chairs positioned around a small table. Lush greenery and flowering plants surround the area, providing a serene view of a lake in the background. The natural setting invites relaxation and enjoyment of the outdoors.

5.0 out of 5 average rating, 91 reviews

Little Gem By the Beach and 5th w/Patio Old Naples

A modern kitchen features white cabinetry and a spacious island with white quartz countertops. Stainless steel appliances, including a microwave and oven, are visible. A television displaying a beach scene adds a touch of relaxation, while natural light fills the open layout.

5.0 out of 5 average rating, 45 reviews

Luxurious condo steps to beach with heated pool!

An outdoor dining area is showcased on a spacious lanai, featuring a round table surrounded by four cushioned chairs. A stunning view of the ocean and vibrant sunset colors are visible through expansive glass railings, enhancing the tranquil atmosphere.

4.96 out of 5 average rating, 23 reviews

Westshore 1201 at Naples Cay

An outdoor balcony features a round dining table surrounded by several chairs, offering stunning views of the ocean and a glowing sunset. The serene atmosphere is enhanced by soft colors in the sky, while a small table stands beside a chair.

5.0 out of 5 average rating, 24 reviews

The Club at Naples Cay 1101

The image captures a modern living space featuring a sleek staircase with wooden treads and glass railings. A gray sofa is positioned near a dining table with dark chairs, and large windows allow natural light to illuminate the area, showcasing views of the outdoors.

4.92 out of 5 average rating, 26 reviews

SoCe Flats 210 - Modern Loft Condo West Facing

Pet-friendly condo rentals

4.92 out of 5 average rating, 172 reviews

A cozy living room is presented with two comfortable couches and a glass coffee table. A large smart TV is mounted on the wall, displaying a scenic beach view. Soft lighting from lamps creates a relaxed atmosphere, while a decorative rug adds texture beneath the seating area.

Condo in Naples Park

Seas the Day! Beach*Wine*Dine*Relax. And repeat!

4.95 out of 5 average rating, 121 reviews

A panoramic view of a sandy beach stretches out towards the horizon under a clear blue sky, dotted with white clouds. Beach chairs are set up along the shore, with lush green vegetation in the foreground, leading to the water's edge.

Condo in Sanibel

100+ 5 Star Reviews and Right on The Beach!

4.86 out of 5 average rating, 211 reviews

An outdoor seating area is highlighted, featuring a table surrounded by four wicker chairs. A grill is positioned nearby, and the view opens to a serene waterway, complemented by lush trees and a bright sky scattered with clouds.

Condo in Cape Coral

Lovely Gulf Access/Kayak, Beach, Tiki Bar & Grill.

Condo in North Fort Myers

A spacious living area is highlighted by large windows offering scenic views of the lake. Comfortable seating arrangements include a sectional sofa and two armchairs, while a dining table with chairs is positioned beside a decorative rug. Natural light enhances the open layout.

Ground Floor Lake-Front Condo on 5 ac private lake

4.83 out of 5 average rating, 132 reviews

A bright living room features comfortable gray sofas and a large wooden coffee table. A flat-screen TV is mounted on the wall, and sliding glass doors open to a screened lanai, offering views of the outdoors and allowing natural light to fill the space.

5.0 out of 5 average rating, 32 reviews

Naples Golf Resort | Free Golf + Pool

4.86 out of 5 average rating, 59 reviews

A modern outdoor area features a sleek heated pool and jacuzzi, surrounded by landscaped greenery. Glass railings provide unobstructed views of the river. Natural stone surfaces complement the serene environment, creating a peaceful retreat for relaxation.

Condo in East Naples

Casa Di Napoli: 2/2 Chic Retreat / Private Pool

4.92 out of 5 average rating, 71 reviews

Spacious 2BR Lely Resort Condo w/Lake View | Pool

5.0 out of 5 average rating, 9 reviews

The Falls-Heated Pool with King Bed in Lely Resort

Condo rentals with a pool

4.9 out of 5 average rating, 263 reviews

A serene view of the Gulf of Mexico features soft waves lapping against a sandy shore, with clear turquoise water meeting an expansive blue sky. The adjacent image shows the condo's exterior with lush green landscaping, highlighting multiple units in a welcoming and well-maintained setting.

Condo in Sanibel

Rare walkout condo on Sanibel beach

4.95 out of 5 average rating, 153 reviews

An aerial view captures a sprawling landscape featuring residential areas interspersed with waterways. The horizon showcases the ocean, with buildings lining both sides of the main road. Lush greenery surrounds the area, providing a sense of tranquility and connectivity to nature.

Condo in Bonita Springs

Amazing Condo-1 mile from Bonita Beach

4.93 out of 5 average rating, 42 reviews

Park Shore Resort,Great views-Top Floor BLDGJ#454

A modern kitchen area is highlighted by sleek white cabinetry and a large island with seating for four. A decorative bowl rests on the countertop, while a stylish light fixture adds a contemporary touch. A glimpse of greenery is seen on the counter, enhancing the space.

5.0 out of 5 average rating, 46 reviews

Luxe Naples | Golf View | Players Club Spa & Pools

4.98 out of 5 average rating, 50 reviews

Downtown Naples Beach Condo, Off of Famous 5th Ave

An aerial view captures the vibrant coastal community, with turquoise waters meeting sandy beaches in the distance. Palm trees and residential properties create a lush landscape. A private parking lot is visible near the foreground, indicating easy access to the beach and surrounding amenities.

4.97 out of 5 average rating, 64 reviews

Luxury condo. 300 steps to beach & Naples Pier.

An aerial view of a large outdoor pool surrounded by palm trees and lounge chairs. Umbrellas provide shade over several seating areas, and vibrant landscaping enhances the tropical setting, complementing the pool's unique shape and inviting blue water.

4.92 out of 5 average rating, 37 reviews

GreenLinks Retreat - Pool, Hot Tub, Tennis, Golf