Beachfront holiday rentals in Naples

5 out of 5 average rating, 28 reviews

Apartment in Old Naples

Luxurious condo steps to beach with heated pool!

Relax Off 5th is a 1 BR beach rental condo in the heart of Old Naples, FL, and is perfectly situated a 1/2 block off famous 5th Avenue lined with restaurants and shops and 4 short blocks to the beach. The condo is located in a charming "Old Florida" building surrounded by multi-million dollar estates with a heated pool in the courtyard. The unit is equipped with high speed wifi and has a dedicated work space and desk in the unit. There is a wifi enabled keypad to ensure simple contactless entry!

Apartment in Fort Myers Beach

4.82 out of 5 average rating, 112 reviews

Oceanfront Views + Balcony Sunsets Bikes Included

“Caihlin, you were a phenomenal host.” – Sandy, May 2025 ☀️ What You’ll Love: • Unbeatable Views: Floor-to-ceiling glass sliders open to the Gulf—watch dolphins, sunsets, and seabirds from your private balcony. • Free Beach Bikes: Cruise the beach or explore nearby Lovers Key with the 2 bikes we provide. • Updated Interior: Modern kitchen, stainless appliances, granite countertops, and a cozy living area with coastal decor. • Comfy King Bed: Sleep to the sound of waves in a plush king-size

4.9 out of 5 average rating, 152 reviews

Private Sand Beach Backyard | Hot Tub | BBQ Grill

Our Naples Beach Paradise is centrally located minutes to Vanderbilt beach, Mercato, and great restaurants! This home features a fun outdoor space which includes a beach backyard, hot tub, fire pit, horseshoes, and a grill. We brought the beach directly to your backyard! Every room has a smart TV with LED lights installed behind each one. We have 3BRs, two lead to the outdoor space and 2 full bathrooms. Expect to have all the essentials so that you can just kick back and relax during your stay!

4.95 out of 5 average rating, 129 reviews

Beach Bliss Haven | Steps to Vanderbilt | Hot Tub

Welcome to your Naples getaway, just steps from Vanderbilt Beach! Our home combines comfort & convenience, perfect for families or couples. Inside, enjoy a fully-equipped kitchen, cozy living space, and plush bedrooms. Outdoors, your private hot tub awaits—ideal for unwinding after a day at the beach. Amenities include high-speed Wi-Fi, washer/dryer, and beach essentials. Within walking distance, you'll find great dining, shopping, and water activities. Book now for the ultimate Florida escape!

Apartment in Fort Myers Beach

4.95 out of 5 average rating, 111 reviews

Romance! Awesome Beach & Views! 5 Stars

Feeds the senses & nourishes the soul! Away from the crowds and noise is this spectacular, waterfront (on the beach) 5 Star corner condo allowing you private unobstructed views of the Gulf, San Carlos Pass, Fort Myers Beach, City Lights, Back Bays, wildlife and is on Lover’s Key State Park Beach (#4 in US & 3 miles of pristine white sand shelling beach and 700 acres of nature). Don't risk your chance for a lifetime memorable experience anywhere else. There is bridge construction currently.

4.93 out of 5 average rating, 30 reviews

Home in Naples

Tivoli Paradise Salt Pool & Spa Villa with a Water

Step into the comfort of this luxurious 4BR 3Bath waterfront pool villa in Naples, FL. Situated in a tranquil, family-friendly neighborhood of Briarwood, it promises a serene retreat, close to golf & country clubs, restaurants, and numerous attractions. ✔ 4 Comfy BRs (3 BR w King beds! 1 BR w two TWIN XL Beds) ✔ Salt Spa and Pool ✔ Lake view ✔ Bicycles ✔ High-Speed Wi-Fi PETS REQUIRE APPROVAL PRIOR TO BOOKING ($300/small dog). Pool heat $25/night June 1-Sept 30, $35/night Nov 1-May 31

5 out of 5 average rating, 75 reviews

Stylish & Cozy ★ Walk to Beach ☀ Pool ♕ King Beds

Welcome to Aquarelle Beach House (ABH), built in 2019 & located on the 500 block of Naples Park! ABH is furnished in modern, coastal style, the perfect space to enjoy your beach vacation & everything Naples has to offer: → Short 1 mile walk/ride to beach → Private, heated pool → Drip coffee, Espresso maker, Keurig →Stocked kitchen with beverage/wine fridge → Dine poolside in the covered back patio → Minutes from dining, shopping, and supermarkets! Click the ❤ to add to wishlist!

Apartment in Bonita Springs

4.75 out of 5 average rating, 77 reviews

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!

4.84 out of 5 average rating, 176 reviews

Home in Fort Myers

Blue Beach Bungalow....

3 large bedrooms (3 king sized beds) with TV in everyroom, plus a full den, laundry room, HEATED pool and the house has its own beach with an in-ground fire pit that seats 12, lounge chairs, and sunset views! Walking distance to shopping centers, great restaurants, 20 minutes to RSW Airport and Fort Myers' white-sand beaches, perfect for a romantic get-away and 10 minutes from downtown Fort Myers Completely remodeled in July of 2021 with brand new appliances electronics,

4.98 out of 5 average rating, 42 reviews

Apartment in Park Shore

Westshore Naples Cay #202- Stunning Ocean view

Relax with the whole family at this peaceful location. Located in the neighbourhood of Naples Cay, our condo will sweep you into the charm and excitements of Naples - the capital of happy hours and live music! Our spacious condo is beautifully furnished, featuring top of the line appliances. The open balcony is the highlight of the space with beautiful views of the beach! Stay cool with central A/C and wind-down comfortably with king size beds in BOTH rooms!

Apartment in Fort Myers Beach

4.92 out of 5 average rating, 103 reviews

Lovers Key Beach Club Private Beach

* Minimum age to book is 25 please. * 7 night minimum Lovers Key beach front, with all of Lovers Key State Park just across the street which also has beautiful white, sand beaches. Beach...Dolphins...Fishing...Kayaking...Biking...right out your door! Beautiful sunrise and sunsets from the condo. Private beach with private pool. Next door to multiple beaches, restaurants and bars within short distance. Private enough to be out of the hustle and bustle.