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Florida Rentals with Private Pool

(3879 rentals)
Bradenton House
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Mermaid Bay Located in San Remo Shores just off Anna Maria Island! Short drive to the World Class Beaches of Anna Maria Island Private Dock, Bring your Boat or other Water Toys! Enjoy Kayaking, Bike Riding and so much more Private Screened in Heated Pool, Outdoor Seating, BBQ Gas Grill High-speed...

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$264
avg per night
Anna Maria Island House
Sleeps 7, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Hammock Hideaway! .02 Miles to Pine Ave. Shopping, Restaurants, and more! .03 Miles to AMI Beaches 8 Hole Mini Golf Course Private Heated Pool, Jacuzzi, BBQ Grill, Sun Loungers Beach chairs, wagon, and a cooler available Family friendly with pack'n'play and highchair High-speed...

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Featured review

"How can we live here?"

We absolutely loved our stay in Holmes Beach! The location was perfect — so central and convenient to everything, which made exploring the area incredibly easy. The house itself was beautifully remodeled:...

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$825
avg per night
New Smyrna Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Shorehom by the Sea #70! Escape to the ultimate beachfront retreat in this stunning 7th-floor penthouse, offering breathtaking direct oceanfront views of no-drive New Smyrna Beach. This spacious, corner condo features a large wrap-around balcony that's perfect for enjoying panoramic Atlantic...

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$185
avg per night
New Smyrna Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Shorehom by the Sea #46! This gorgeous 2-bedroom, 2-bathroom direct oceanfront condo in New Smyrna Beach is perfect for families or groups seeking a relaxing coastal retreat. Located on the family-friendly, no-drive portion of New Smyrna Beach, you'll enjoy the peaceful atmosphere and...

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Featured review

"Great stay"

We are always happy with Shorehom. Nice, clean, beautiful view. The unit is pleasantly decorated as well. My only complaint was that the weather service did not accommodate as it was cold!

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$156
avg per night
New Smyrna Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Shorehom by the Sea 61, a beautifully updated, direct oceanfront condo on pristine, no-drive New Smyrna Beach. Situated on the 6th floor, this condo offers a tranquil retreat with no units above, ensuring peace and privacy throughout your stay. Recently updated with beach-inspired decor, this...

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Featured review

"Wonderful"

We enjoyed our stay at this beautiful condo. It's very well appointed and very clean. The view is incredible.

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$154
avg per night

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New Smyrna Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to My Shore Home! Breathe in that salty air and become one with the beach on your vacation in this nautically freshly re-decorated unit. It is close enough to the ground that you can walk up one floor, and high enough to see the expansive, sugar sand beach over beautifully landscaped dunes. Just...

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Featured review

"Fantabulous!!!"

This condo checks all of the boxes for PERFECT!! I would tell anyone looking to stay at the best that this is it!!

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$143
avg per night
Cape Coral House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Come back to Southwest Florida - the area beaches are open for your enjoyment!Get ready to enjoy your Florida coastal vacation in jaw dropping style! This breathtaking home in desirable Southeast Cape Coral is ready to take your breath away and deliver everything you could hope for in a waterfront...

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Featured review

"Great place"

As described, the weather did not allow us to use the pool but would book again Host was available when messaged about additional nights of stay

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New
Naples House
Sleeps 14, 7 bedrooms, 7 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Stunning, spacious living in a home that is classic in style but has a southern flair. An ideal location that is walking distance to the beach, close to Third Street South and Fifth Avenue South for world-class restaurants, shopping, entertainment, art galleries, and more. A distinguished estate with...

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New Smyrna Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Sea Coast Gardens 2 condo 507 "Modern Dunes Escape"! Recently renovated and updated, this desirable 2/2 is located on the top floor which offers views of the beach, ocean, pools, shuffle board courts, beach deck and clubhouse. You can also enjoy a quiet stay without the disruption...

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$133
avg per night
Ormond Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Florida Vacay Rentals welcomes you to our "Tranquil Terracotta" condo! Enjoy stunning views of the Northern No-Drive Beach directly from the private 8th floor balcony! This updated condo is decorated with beautiful white accents paired with unique terracotta tile resulting in a fresh, boho feel....

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Featured review

"Clean & Comfy Place to Stay"

We have thoroughly enjoyed our stay in Ormandy A8. This particular Condo we stayed in is not Ocean view, the view is street side, but that really didn't matter; all we had to do was go downstairs and out...

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$126
avg per night
Venice House
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.9 miles to Manasota Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your private coastal escape just 0.9 miles from Manasota Beach, where indoor comfort meets resort-style outdoor living. Set on an oversized, fully fenced lot with lush tropical landscaping, this home offers exceptional privacy and space to relax, entertain, and unwind.The backyard is truly...

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New Smyrna Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to The Pelican 306 - an oceanfront condo in the heart of New Smyrna Beach!Just steps from the pristine sands of New Smyrna Beach and less than 2 miles from the vibrant Flagler Avenue, this freshly renovated 3rd-floor condo at The Pelican offers an unbeatable location for your beach getaway....

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$136
avg per night
New Smyrna Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Beach Is Your Backyard at Shorehom by the Sea 16 — Ground-Floor Direct Oceanfront Condo | New Smyrna BeachWelcome to Shorehom by the Sea 16, a beautifully updated ground-floor oceanfront condo where the beach is truly your backyard. Located in one of New Smyrna Beach's most desirable...

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$153
avg per night
Ormond Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Florida Vacay Rentals welcomes you to The Ormondy condo E6! Enjoy beautiful Northern facing views of the Atlantic Ocean and Ormond Beach directly from the Living Room, Master Bedroom, and the spacious 6th floor balcony. This well appointed condo features updated bedrooms and bathrooms and has been freshly...

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Featured review

"Perfect!"

Our visit to New Smyrna Beach started with a stay at a great 2 bedroom condo on the beach. The condo was spotless, neat and had everything we could need. We felt right at home and enjoyed our stay. ...

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$162
avg per night
Ormond Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Florida Vacay Rentals welcomes you to "Endless Ocean!" Enjoy stunning views of the No-Drive portion of Ormond Beach from the private 8th floor balcony! "Endless Ocean" has been recently updated and comfortably sleeps 6 guests.The Ormondy Condominium is a Private Residential Building...

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$136
avg per night
New Smyrna Beach Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Seaside Holiday – Renovated Beachfront Condo at Sea Coast Gardens II | New Smyrna BeachWelcome to Sea Coast Gardens II 414 “Seaside Holiday”, a stunning urban coastal retreat in one of New Smyrna Beach's most cherished oceanfront communities. Fully renovated and thoughtfully...

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Featured review

"Excellent stay"

Rental was clean. Quiet….. great location. Everything inside you could possibly need. Huge smart TV…. which with not so great weather was utilized. Plenty of parking. Close to the beach. Staff at the...

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$141
avg per night
New Smyrna Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Sea Coast Gardens 2 # 508 "Seashell Suite"! This recently updated 2/2 is located on the desirable top floor which offers gorgeous views of the ocean, beach, and pools! The fully equipped kitchen includes all new appliances and everything you need to make meals or snacks. This condo...

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Featured review

"Great condo"

We had a great time. Love the double pools. Inquired on a late check-out at the last minute and they were very accommodating. Thanks again.

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$130
avg per night
New Smyrna Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Experience elevated coastal living at Shorehom by the Sea 65 (SH65) — a stunning 3-bedroom, 2-bathroom oceanfront luxury condo on the 6th floor with rare corner positioning and panoramic views of the Atlantic Ocean. Perfectly situated on New Smyrna Beach's no-drive shoreline, this sophisticated...

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$180
avg per night
Cortez House
Sleeps 9, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Manatee Dreams! 1 Mile to the World Class Beaches of Anna Maria Island Bring your Boat or other Water Toys! Personal Boat Slip, Park Trailer in Garage Private Heated Pool, BBQ Grill, Amazing Views, Fish off Dock New Eco-Friendly Construction, Tesla Charging Station, with Elevator Access...

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$382
avg per night
Sunny Isles Beach Condo
Sleeps 5, 3 bedrooms, 2.5 bathrooms

Key Amenities

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

About this property

Beachfront 3BR Luxury | Ocean Views + Outdoor Heated Pool & JacuzziFlexible Rental Options • Long-term special: $6,500 | month with One Year Lease. • Short-term stays available! $13K monthly.For details please call or text: Seven One Eight – Eight One Three – Six...

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Bonita Springs House
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

November & December pre-season rates have been discounted 20%. Book now to receive these already pre-season rates!Tucked away in a quiet residential neighborhood in the heart of Bonita Beach community, you'll find this charming, beautifully remodeled duplex located on a Gulf access canal....

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Bonita Springs House
Sleeps 9, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

NEW! AVAILABLE 2025 SEASON! Welcome to our beautiful 3-bedroom, 2-bathroom vacation destination near Bonita Beach, where every day feels like an endless summer. Escape to paradise in this stunning and exquisitely decorated 3-bedroom, 2-full bath heated pool home just a 5-minute drive to nearby Bonita...

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New Smyrna Beach Condo
Sleeps 8, 3 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Shorehom by the Sea 50 – Your Dream New Smyrna Beach Getaway! This direct oceanfront corner condo is perched on the 5th floor, featuring an expansive wrap-around balcony with breathtaking panoramic views of the Atlantic Ocean. Located on the no-drive section of New Smyrna Beach, this...

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Featured review

"convenient location on the beach"

very good location - away from the crowds. very convenient to the beach and pool. overall condition was good and well maintained. great condo for family. very clean. will visit again.

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$167
avg per night
Bradenton House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Dolphin Cabin! Screened in Private Pool, Sunset Views, Dolphin Activity Short Drive to the World Class Beaches of Anna Maria Island Bring your Boat or other Water Toys! Fully stocked kitchen with BBQ Grill High-speed Wi-Fi, Smart lock for Self-Check-inWelcome to Dolphin Cabin! This...

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$414
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Come back to Southwest Florida - the area beaches are open for your enjoyment!This waterfront pool/spa home offers guests to our area the classic Southwest Florida lifestyle! Located on a wide fresh-water canal near central Cape Coral, you will enjoy swimming in your own private heated pool, relaxing...

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North Fort Myers House
Sleeps 10, 3 bedrooms, 2 bathrooms

Key Amenities

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

About this property

Welcome to this beautifully maintained waterfront home located on a canal in North Fort Myers. This charming 3-bed, 2-bath single-family residence offers 1,278 sq ft of comfortable living space on a spacious 9,409 sq ft lot. Built in 1961 with solid concrete block construction and modern updates, the...

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Fort Myers House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Close to Southwest Florida's award winning beaches, abundant shopping, and diverse dining options you'll find a quiet little enclave of 72 homes in a peaceful, gated community called Colonial Pointe. Within the community this spacious vacation rental is ready to host your and your group of up...

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New
Naples House
Sleeps 8, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

Beautiful 4BR, 2BA Pool Home – 5 Minutes to Pickleball CourtsSunny, single‑level rental with four spacious bedrooms, two baths, and a sparkling pool. Open living area, chef’s kitchen with stainless appliances, and a primary suite with private bath. Enjoy outdoor entertaining on the widened...

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New
Kissimmee Villa
Sleeps 14, 6 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to Magic Palms Villa — Your Perfect Orlando Getaway Located just 10 minutes from Disney, Universal, Old Town, Walmart, and Publix, Family‑friendly 6BR home. Private pool + jacuzzy game room, fast WiFi, Smart TVs, full kitchen, and free parking. Gated community with clubhouse, gym, and...

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