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Beachfront holiday rentals in Chadwick Park at Englewood Beach

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Top-rated beachfront rentals in Chadwick Park at Englewood Beach

Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

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Guest house in Englewood

4.93 out of 5 average rating, 234 reviews

Gulf front romantic cottage in paradise

Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

5–12 Jan

€ 363 per night

Guest favourite

Island in Sarasota

4.97 out of 5 average rating, 303 reviews

NEW 4 Day MAY opening Sarasota #1 Luxury Villa

Check our nearby sister properties for 2024 dates by clicking our host picture, then click picture again or "contact host". Or BOOK 2024 NOW, stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

26 Dec – 2 Jan

€ 695 per night

Guest favourite

Apartment in Venice

4.87 out of 5 average rating, 141 reviews

The Studio at the Beach 56

This is a studio first floor apartment, only 50 feet from the oversize pool and approximately 300 steps to the beach! Quick bike ride or a 20 to 25 minute walk to all of downtown Venice has to offer. About the same to Sharkeys and the fishing pier. Inside you will find all you would expect from a very nicely appointed studio. Efficiency kitchen new appliances and everything you need to prepare a simple meal. Lots of pillows super comfy brand new queen bed will ensure a restful nights sleep.

23–30 Jun

€ 146 per night

Cottage in Englewood

4.83 out of 5 average rating, 78 reviews

Free Kayaks/bikes/walk to beach/pet friendly #3

"Perfect for family / friends/pets, who want to escape the stress into paradise on Manasota Key. One block from beach. 1 bed 1 bath beach cottage 1st floor has great spaces, king size bed/ queen sofa bed, full kitchen, private lanai, electric grill/ garage/laundry area/free bikes/kayaks/ that you can enjoy at the beach or the bay. Great restaurants/bars/trails and much more just walking distance from the house. Beach toy, chairs/umbrellas/snorkeling gear included. Just come relax and enjoy.

16–23 Aug

€ 149 per night

Guest favourite

Guest suite in Englewood

4.96 out of 5 average rating, 68 reviews

Cozy Studio with Balcony & View of Gulf!

Cozy & clean & close to the Gulf! In this studio apartment you have a separate entrance up the back stairs with a balcony & windows with a view of the beautiful Gulf of Mexico. You will be 3 houses away from the beach. This is a studio apartment with a comfortable queen-size Murphy bed and a Click Clack couch that opens into a small double bed, if needed. There is a full bathroom with nice shower. There is a small kitchenette with stovetop, microwave and toaster oven for cooking.

1–8 Nov

€ 149 per night

Guest favourite

Apartment in Englewood

4.98 out of 5 average rating, 61 reviews

Manasota Key unit 20A across from private beach

Welcome to Peekaview! In the Heart of Manasota Key! Recently built (2016) condo boasting full kitchen, full bath with shower, Roomy sized living/dining w/TV, master bedroom with TV, central heat/ air, washer/dryer, heated pool, partial view of the bay, and across the street is beautiful Englewood Beach! Walking distance to fine restaurants (1 upscale next door) and all types of activities! Free of charge boat docks by reservation. (No trailers allowed) NO PETS: NO SMOKING: NO VAPING

28 Nov – 5 Dec

€ 203 per night

Campervan/Motorhome in Englewood

4.84 out of 5 average rating, 50 reviews

Modern RV for 2-Beach & Bay Access -Kayaks & Bikes

The smell of salt fills the air. Sunshine warms your skin. Sand between your toes. Amazing sunsets. Sitting just across from the waters of the Gulf of Mexico on Manasota Key, this RV makes for a romantic beach getaway. Come stay with us for the whole Winter or just for a day. Modern, tasteful and stocked with all the comforts of home. Two bikes, a tandem kayak, beach equipment, fishing poles, propane grill are all here for you. A 3 minute stroll to waterfront dining and live music.

7–14 Jul

€ 147 per night

Guest favourite

Apartment in Venice

4.82 out of 5 average rating, 219 reviews

Updated beachy condo - ready for you!

Conveniently located on Venice Island. This recently renovated, cozy, light an bright beachside condo has everything you need for your vacation. We have beach chairs, umbrella, towels and cooler. The efficiency unit has a full size frige, stovetop, microwave and convection oven. Comfy queen bed, Xfinity cable TV & Wifi in the condo. Park right in front of your unit, 1st floor - no stairs! Kayak rentals at the beach, bike rentals nearby. Bring your flip flops and sun tan lotion!

12–19 Dec

€ 150 per night

Guest favourite

Apartment in Englewood

4.94 out of 5 average rating, 116 reviews

Gulf Side Condo Englewood Florida

A cozy 2 bed 2 bath condo with a full kitchen, dining area, living room, a king size master bedroom and a small 2nd bedroom. The coastal decor and furnishings create the ambiance of an island home. The condo opens onto a wide porch which has beautiful views of the Gulf of Mexico. Wander down the sandy path to a private beach and the turquoise waters of the Gulf. Enjoy sunsets from the porch or the beach. Unwind and let all of your cares float away on the Gulf breezes.

23–30 Dec

€ 250 per night

Home in Englewood

4.89 out of 5 average rating, 9 reviews

Quaint Surf Cottage on Beach

This quaint surf cottage sits right on the beach, and it has all the amenities necessary for a comfortable extended stay. Situated right on the ocean, you will fall asleep every night to the sound of the waves. Enjoy time in your screen-porch with tables and chairs or a patio with chaise lounges where you can soak up the sun and witness some of the most spectacular sunsets on the Gulf coast. The Surf Cottage generally see repeat customers who love its convenience and privacy.

4–11 Dec

€ 295 per night

Guest favourite

Apartment in Englewood

4.93 out of 5 average rating, 114 reviews

Immaculate Ground Floor Beach Studio on the Gulf

Please note: This complex had minimal damage, but you may see remnants of the hurricane in the complex. There is a protective tarp on the roof of my building even though there was very few tiles that blew off in the storm. There is a separate, beachside building with the same protective tarp & is getting new stucco on the west side facing the beach. You do not see the face of this building from my property as my place faces the pool. *See my pictures for more details*

15–20 May

€ 228 per night

Guest favourite

Flat in Englewood

4.92 out of 5 average rating, 125 reviews

Shoreview Beach House, Unit A

Relax at our Manasota Key beachfront getaway, while you enjoy the magnificent gulf and sunset views. This lovely triplex is GULF FRONT on a laid back stretch of beautiful Manasota Key, between Englewood Public Beach and Stump Pass. Our units have a beach cottage feel, and have beachfront views from the living areas. Enjoy your morning breakfast, while watching dolphins pass you by or a dinner watching the sunset from the patio.

27 Sep – 4 Oct

€ 219 per night

Holiday rentals for every style

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Popular amenities for beachfront rentals in Chadwick Park at Englewood Beach

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Air conditioning

Pet-friendly beachfront home rentals

Guest favourite

Guest suite in Siesta Key

4.93 out of 5 average rating, 134 reviews

Cozy Studio - 5 min walk to #1 Siesta Key Beach!

27 Sep – 4 Oct

€ 230 per night

Guest favourite

Home in Punta Gorda

4.93 out of 5 average rating, 123 reviews

Tropical themed Island style home!

29 Nov – 6 Dec

€ 278 per night

Guest favourite

Villa in Siesta Key

4.91 out of 5 average rating, 139 reviews

Mermaid Villa Ocean Front!

17–24 Mar

€ 1,120 per night

Guest favourite

Apartment in Nokomis

4.83 out of 5 average rating, 141 reviews

Private Beachside Kitchenette

27 Nov – 4 Dec

€ 350 per night

Flat in Englewood

4.67 out of 5 average rating, 9 reviews

Updated w/ Private Beach Access Heron's Walk #3

30 Oct – 6 Nov

€ 149 per night

Apartment in Englewood

4.64 out of 5 average rating, 75 reviews

Charming Ground Floor Condo on Manasota Key

12–19 Jun

€ 195 per night

Guest favourite

Flat in Englewood

5.0 out of 5 average rating, 11 reviews

Bungalow across from the Beach!

19–26 Sep

€ 171 per night

Guest favourite

Home in Englewood

5.0 out of 5 average rating, 17 reviews

Manasota Key Cottage B: free bikes/kayaks/chairs

5–12 Aug

€ 292 per night

Beachfront home rentals with a pool

Guest favourite

Apartment in Siesta Key

4.96 out of 5 average rating, 276 reviews

On the Beach; Siesta Key SunBum Studio

12–19 Apr

€ 501 per night

Guest favourite

Flat in Siesta Key

4.99 out of 5 average rating, 141 reviews

Siesta Key #1 Beach, pickle ball & tennis paradise

11–18 Apr

€ 496 per night

Guest favourite

Cottage in Bokeelia

4.99 out of 5 average rating, 111 reviews

Romantic Getaway “Waterside” Dockage~Canal front

31 Oct – 7 Nov

€ 230 per night

Guest favourite

Apartment in Siesta Key

4.94 out of 5 average rating, 138 reviews

Sea Club 2-Relaxing Siesta Key Condo-Mermaids Rest

5–12 Aug

€ 199 per night

Guest favourite

Apartment in Sarasota

4.96 out of 5 average rating, 120 reviews

Lido-Key- Tiny Studio Holiday Cottage-A

2–9 Sep

€ 175 per night

Guest favourite

Apartment in Sarasota

4.92 out of 5 average rating, 122 reviews

Beachside Siesta Key Cottage steps from the ocean

28 May – 2 Jun

€ 329 per night

Guest favourite

Apartment in Sarasota

4.95 out of 5 average rating, 123 reviews

Cozy Beach Side 1BD/2BA, Walk to Beach & Pool

13–20 Sep

€ 232 per night

Guest favourite

Apartment in Sarasota

4.91 out of 5 average rating, 216 reviews

New Renovation! Walk to Beach, Pool, Restaurants!

3–10 Dec

€ 262 per night

Private beachfront home rentals

Guest favourite

Cottage in Englewood

5.0 out of 5 average rating, 56 reviews

Private Cottage on Manasota Key

3–10 Nov

€ 623 per night

Guest favourite

Cottage in Englewood

5.0 out of 5 average rating, 44 reviews

Casa Tortuga - Beachfront Oasis

22–29 Jan

€ 821 per night

Guest favourite

Cottage in Englewood

5.0 out of 5 average rating, 35 reviews

Waterfront! Sunset Deck, Pier & FREE Boat Docking!

9–16 Sep

€ 168 per night

Guest favourite

Villa in Englewood

5.0 out of 5 average rating, 29 reviews

Ocean View Villa Manasota Key

2–9 Apr

€ 901 per night

Guest favourite

Apartment in Englewood

5.0 out of 5 average rating, 23 reviews

Steps From Beach, Manasota Key, Life is Good Today

20–27 Apr

€ 266 per night

Guest favourite

Flat in Englewood

5.0 out of 5 average rating, 12 reviews

Free KAYAK use! Teeny Bikini

13–20 Feb

€ 205 per night

Guest favourite

Apartment in Englewood

5.0 out of 5 average rating, 21 reviews

Gorgeous Direct Beachfront 2/2 Condo with Pool

2–9 Dec

€ 478 per night

Guest favourite

Flat in Englewood

4.97 out of 5 average rating, 63 reviews

Paradise on Manasota Key

25 Aug – 1 Sep

€ 331 per night

Destinations to explore